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Enzyme Nomenclature
Information on EC 2.1.2.3 - phosphoribosylaminoimidazolecarboxamide formyltransferase
Word Map on EC 2.1.2.3
- 2.1.2.3
- purine
- glycinamide
- medicine
- methotrexate
- polyglutamates
-
folate-dependent
-
antifolate
- garft
-
folylpolyglutamate
- 10-formyldihydrofolate
-
faicar
- monoglutamate
- pentaglutamate
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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
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EC NUMBER 
COMMENTARY 
2.1.2.3
-
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RECOMMENDED NAME
GeneOntology No.
phosphoribosylaminoimidazolecarboxamide formyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide = tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide = tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
-
-
-
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide = tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
mechanism
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
formyl group transfer
formyl group transfer
-
-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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SYSTEMATIC NAME
IUBMB Comments
10-formyltetrahydrofolate:5'-phosphoribosyl-5-amino-4-imidazole-carboxamide N-formyltransferase
-
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CAS REGISTRY NUMBER
COMMENTARY
9032-03-5
-
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
bifunctional 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase/IMP cyclohydrolase
SwissProt
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
malfunction
metabolism
physiological function
additional information
malfunction
-
inhibition of the enzyme results in depletion of purine nucleotides
malfunction
-
insulin stimulation and enzyme ATIC knockdown readily increase the level of AMP-activated protein kinase-Thr172 phosphorylation in insulin receptor complexes. Enzyme ATIC, protein-tyrosine phosphatase-like A domain-containing protein 1, and AMP-activated protein kinase knockdown affects insulin receptor internalization in HEK-293 cells
malfunction
Q6IN16
insulin stimulation and enzyme ATIC knockdown readily increase the level of AMPK-Thr172 phosphorylation in insulin receptor complexes
malfunction
-
the ATIC rs2372536 GG enzyme genotype is associated with improved clinical remission in juvenile idiopathic arthritis during methotrexate therapy, only one of the ATIC single nucleotide polymorphisms show any trend toward methotrexate response in an independent cohort of North American juvenile idiopathic arthritis children
metabolism
-
aminoimidazolecarboxamide ribotide transformylase is involved in the de novo purine nucleotide biosynthesis. No enzyme complex that generates 10-formyl-5,6,7,8-tetrahydrofolate and immediately channels or furnishes it to AICAR transformylase is needed because the first oxidation product of 10-formyl-5,6,7,8-tetrahydrofolate is 10-formyl-7,8-dihydrofolate that is utilized by this transformylase
metabolism
-
aminoimidazolecarboxamide ribotide transformylase is involved in the de novo purine nucleotide biosynthesis
metabolism
-
last and rate-limiting enzyme of the de novo purine synthesis pathway
metabolism
Q6IN16
last and rate-limiting enzyme of the de novo purine synthesis pathway
physiological function
-
10-formyl-7,8-dihydrofolate, not 10-formyl-5,6,7,8-tetrahydrofolate, is the predominant in vivo substrate for mammalian aminoimidazolecarboxamide ribotide transformylase, an enzyme in purine nucleotide biosynthesis de novo, which introduces C2 into the purine ring
physiological function
-
10-formyl-7,8-dihydrofolate, not 10-formyl-5,6,7,8-tetrahydrofolate, is the predominant in vivo substrate for mammalian aminoimidazolecarboxamide ribotide transformylase, an enzyme in purine nucleotide biosynthesis de novo, which introduces C2 into the purine ring
physiological function
-
the enzyme is involved in purine nucleotide biosynthesis
physiological function
-
the enzyme 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase/IMP cyclohydrolase plays a central role in insulin signaling and the Golgi/endosomes protein network, compartmentalization in vivo of involved enzymes in response to insulin, kinetics of the localization, overview
physiological function
Q6IN16
the enzyme 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase/IMP cyclohydrolase plays a central role in insulin signaling and the Golgi/endosomes protein network, compartmentalization in vivo of involved enzymes in response to insulin, kinetics of the localization, overview
additional information
-
the enzyme is located at the C-terminus of the bifunctional purine-biosynthesis protein, PurH, whose N-terminus possesses IMP cyclohydrolase activity. Coupling of the two domains is essential for the catalytic process, as the AICAR Tfase reaction favours the reverse direction by itself and the irreversible cyclization of 5-formyl-aminoimidazole-4-carboxamide ribonucleotide to IMP drives formyl transfer in the forward direction
additional information
-
structure and active site of AICAR transformylase are not consistent with other enzymes that utilize 10-formyl-5,6,7,8-tetrahydrofolate. Methotrexate blockage of the AICAR transformylase process in patients with rheumatoid arthritis suggests that dihydrofolate reductase is involved and is consistent with dihydrofolate and 10-formyl-7,8-dihydrofolate being the product and substrate for AICAR transformylase
additional information
-
structure and active site of AICAR transformylase are not consistent with other enzymes that utilize 10-formyl-5,6,7,8-tetrahydrofolate. Methotrexate blockage of the AICAR transformylase process in patients with rheumatoid arthritis suggests that dihydrofolate reductase is involved and is consistent with dihydrofolate and 10-formyl-7,8-dihydrofolate being the product and substrate for AICAR transformylase
additional information
-
the enzyme is part of the the bifunctional enzyme 5-aminoimidazole-4-carboxamide ribonucleotide transformylase/inosine monophosphate cyclohydrolase, ATIC, or PurH
additional information
-
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide is a is a potent allosteric AMPK activator
additional information
Q6IN16
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide is a is a potent allosteric AMPK activator. Insulin receptor autophosphorylation in isolated endosomes incubated in the presence of purified enzyme ATIC
additional information
-
the enzyme is part of the the bifunctional enzyme 5-aminoimidazole-4-carboxamide ribonucleotide transformylase/inosine monophosphate cyclohydrolase, ATIC, or PurH
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(6R,6S)-10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
r
10-formyl-7,8-dihydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
dihydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
10-formyl-7,8-dihydropteroylpenta-gamma-glutamate + 5'-phosphoribosyl-5-amino-4-imidazolecarboxamide
7,8-dihydropteroylpenta-gamma-glutarate + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
?
10-formyl-8-deazafolate + 5'-phosphoribosyl-5-amino-4-imidazolecarboxamide
8-deazafolate + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
?
10-formyl-tetrahydrofolic acid + 5'-phosphoribosyl-5-amino-imidazole-carboxamide
5,6,7,8-tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
-
-
-
?
10-formyldihydrofolic acid pentaglutamate + 5'-phosphoribosyl-5-amino-4-imidazolecarboxamide
dihydrofolic acid pentaglutamate + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
10-formyltetrahydrofolate + 5-amino-imidazole-4-thiocarboxamide ribonucleotide
tetrahydrofolate + 6-mercaptopurine ribonucleotide
-
-
-
?
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
N10-formyltetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
tetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide
-
-
-
-
?
N10-formyltetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
tetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
?
N10-formyltetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamino-4-imidazole carboxamide ribonucleotide
tetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
?
N10-formyltetrahydropteroylheptaglutamate + 5'-phosphoribosyl-5-formamino-4-imidazole carboxamide ribonucleotide
tetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
?
N10-formyltetrahydropteroylhexaglutamate + 5'-phosphoribosyl-5-formamino-4-imidazole carboxamide ribonucleotide
tetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
?
N10-formyltetrahydropteroylmonoglutamate + 5'-phosphoribosyl-5-formamino-4-imidazole carboxamide ribonucleotide
tetrahydropteroylmonoglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
?
N10-formyltetrahydropteroylpentaglutamate + 5'-phosphoribosyl-5-formamino-4-imidazole carboxamide ribonucleotide
tetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
?
N10-formyltetrahydropteroyltetraglutamate + 5'-phosphoribosyl-5-formamino-4-imidazole carboxamide ribonucleotide
tetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
?
N10-formyltetrahydropteroyltriglutamate + 5'-phosphoribosyl-5-formamino-4-imidazole carboxamide ribonucleotide
tetrahydorpteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
?
N5,N10-anhydroformyltetrahydrofolic acid + glycinamide ribonucleotide
N10-formyltetrahydrofolic acid + formylglycinamide ribonucleotide
-
-
-
r
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
-
-
-
r
10-formyl-7,8-dihydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
dihydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
10-formyl-7,8-dihydrofolate is the in vivo substrate for AICAR transformylase
-
-
r
10-formyl-7,8-dihydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
dihydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
10-formyl-7,8-dihydrofolate is kinetically preferred over 10-formyl-5,6,7,8-tetrahydrofolate by AICAR transformylas
-
-
r
10-formyl-7,8-dihydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
dihydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
10-formyl-7,8-dihydrofolate is the in vivo substrate for AICAR transformylase
-
-
r
10-formyl-7,8-dihydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
dihydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
10-formyl-7,8-dihydrofolate is kinetically preferred over 10-formyl-5,6,7,8-tetrahydrofolate by AICAR transformylas
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
-
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
-
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
-
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
-
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
precursors for inosinic acid biosynthesis
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
penultimate and final steps in the de novo purine biosynthesis pathway
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
de novo synthesis of purine nucleotides
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
reduced folate cofactor requiring step of de novo purine biosynthesis
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
penultimate and final steps in the de novo purine biosynthesis pathway
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
penultimate and final steps in the de novo purine biosynthesis pathway
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
de novo synthesis of purine nucleotides
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
reduced folate cofactor requiring step of de novo purine biosynthesis
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
de novo synthesis of purine nucleotides
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
Trifolium sp.
-
-
-
-
r
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
-
-
-
?
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
-
-
-
?
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
Q6IN16
-
-
-
?
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
-
-
-
?
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
-
-
-
r
N10-formyltetrahydrofolic acid + 5-amino-4-imidazole carboxamide ribonucleotide
tetrahydrofolic acid + 5-formamido-4-imidazole carboxamide ribonucleotide
Trifolium sp.
-
-
-
r
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
no activity with N5,N10-methenyl analogues
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
polymorphisms in 5-aminoimidazole-4-carboxamide ribonucleotide transformylase gene is not associated with recurrent venous thrombosis risk
-
-
-
additional information
?
-
-
10-formyl-7,8-dihydrofolate, not 10-formyl-5,6,7,8-tetrahydrofolate, is the predominant in vivo substrate for mammalian aminoimidazolecarboxamide ribotide transformylase. Bioactivity of the unnatural isomer [6R]-5-formyltetrahydrofolate is in vivo converted to 10-formyl-7,8-dihydrofolate and serves thus as a substrate
-
-
-
additional information
?
-
-
the enzyme forms a complex with its substrate via the phosphate-binding pocket of the IMP cyclohydrolase (IMPCH) domain (residues 1-599)
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
10-formyl-7,8-dihydrofolate, not 10-formyl-5,6,7,8-tetrahydrofolate, is the predominant in vivo substrate for mammalian aminoimidazolecarboxamide ribotide transformylase. Bioactivity of the unnatural isomer [6R]-5-formyltetrahydrofolate is in vivo converted to 10-formyl-7,8-dihydrofolate and serves thus as a substrate
-
-
-
additional information
?
-
Q6IN16
the enzyme forms a complex with its substrate via the phosphate-binding pocket of the IMP cyclohydrolase (IMPCH) domain (residues 1-599)
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
additional information
?
-
Trifolium sp.
-
in all organisms studied to date AICARFT activity is accompanied by inosine monophosphate cyclohydrolase located on the same polypeptide encoded by the purH gene
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
10-formyl-7,8-dihydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
dihydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
N10-formyltetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide ribonucleotide
tetrahydropteroylglutamate + 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide
-
-
-
-
?
10-formyl-7,8-dihydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
dihydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
10-formyl-7,8-dihydrofolate is the in vivo substrate for AICAR transformylase
-
-
r
10-formyl-7,8-dihydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
dihydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
10-formyl-7,8-dihydrofolate is the in vivo substrate for AICAR transformylase
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
P31335
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
P31939
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide
tetrahydrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazole-4-carboxamide
-
penultimate step of the purine de novo synthesis pathway
-
-
?
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
precursors for inosinic acid biosynthesis
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
penultimate and final steps in the de novo purine biosynthesis pathway
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
de novo synthesis of purine nucleotides
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
reduced folate cofactor requiring step of de novo purine biosynthesis
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
P31939
penultimate and final steps in the de novo purine biosynthesis pathway
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
penultimate and final steps in the de novo purine biosynthesis pathway
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
de novo synthesis of purine nucleotides
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
reduced folate cofactor requiring step of de novo purine biosynthesis
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
de novo synthesis of purine nucleotides
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
-
-
-
-
r
10-formyltetrahydrofolate + 5'-phosphoribosyl-5-amino-imidazolecarboxamide
tetrahdrofolic acid + 5'-phosphoribosyl-5-formamido-4-imidazolecarboxamide
Trifolium sp.
-
-
-
-
r
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
-
-
-
?
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
Q6IN16
-
-
-
?
10-formyltetrahydrofolate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
tetrahydrofolate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
-
-
-
-
?
additional information
?
-
-
polymorphisms in 5-aminoimidazole-4-carboxamide ribonucleotide transformylase gene is not associated with recurrent venous thrombosis risk
-
-
-
additional information
?
-
-
10-formyl-7,8-dihydrofolate, not 10-formyl-5,6,7,8-tetrahydrofolate, is the predominant in vivo substrate for mammalian aminoimidazolecarboxamide ribotide transformylase. Bioactivity of the unnatural isomer [6R]-5-formyltetrahydrofolate is in vivo converted to 10-formyl-7,8-dihydrofolate and serves thus as a substrate
-
-
-
additional information
?
-
-
the enzyme forms a complex with its substrate via the phosphate-binding pocket of the IMP cyclohydrolase (IMPCH) domain (residues 1-599)
-
-
-
additional information
?
-
-
10-formyl-7,8-dihydrofolate, not 10-formyl-5,6,7,8-tetrahydrofolate, is the predominant in vivo substrate for mammalian aminoimidazolecarboxamide ribotide transformylase. Bioactivity of the unnatural isomer [6R]-5-formyltetrahydrofolate is in vivo converted to 10-formyl-7,8-dihydrofolate and serves thus as a substrate
-
-
-
additional information
?
-
Q6IN16
the enzyme forms a complex with its substrate via the phosphate-binding pocket of the IMP cyclohydrolase (IMPCH) domain (residues 1-599)
-
-
-
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
N10-formyl-7,8-dihydrofolate
-
kinetically preferred over 10-formyl-5,6,7,8-tetrahydrofolate by AICAR transformylase
N10-formyl-7,8-dihydrofolate
-
kinetically preferred over 10-formyl-5,6,7,8-tetrahydrofolate by AICAR transformylase
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
K+
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(2RS)-N-[4-{1-(acetamideoxy)-3-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)prop-2-yl}benzoyl]-L-glutamic acid
-
-
(2RS)-N-[4-{1-(acetoxy)-3-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)prop-2-yl}benzoyl]-L-glutamic acid
-
-
(2RS)-N-[4-{3-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)-1,1-(dimethoxy)prop-2-yl}benzoyl]-L-glutamic acid
-
-
(2RS)-N-[4-{3-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)-1-(1,1-bromoacetoxy)prop-2-yl}benzoyl]-L-glutamic acid
-
-
(2RS)-N-[4-{3-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)-1-(1,1-dimethoxyacetoxy)prop-2-yl}benzoyl]-L-glutamic acid
-
-
(2RS)-N-[4-{3-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)-1-(ethoxalyoxy) prop-2-yl}benzoyl]-L-glutamic acid
-
-
(2RS)-N-[4-{3-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)-1-(formyloxy)prop-2-yl}benzoyl]-L-glutamic acid
-
-
(2RS)-N-[4-{3-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)-1-(hydroxy)prop-2-yl}benzoyl]-L-glutamic acid
-
-
(2RS)-N-[4-{3-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)-1-(pyruvoyloxy)prop-2-yl}benzoyl]-L-glutamic acid
-
-
(S)-2-(4-((2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl)benzamido)pentanedioic acid
-
-
-
(S)-2-(4-(2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioic acid
-
-
-
(S)-2-(4-(3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl)benzamido)pentanedioic acid
-
-
-
(S)-2-(4-(4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)butyl)benzamido)pentanedioic acid
-
-
-
(S)-2-(4-(5-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)pentyl)benzamido)pentanedioic acid
-
-
-
(S)-2-(4-(6-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)hexyl)benzamido)pentanedioic acid
-
-
-
(S)-2-(5-(3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]-pyrimidin-5-yl)propyl)thiophene-2-carboxamido)pentanedioic acid
-
inhibits de novo purine nucleotide rather than thymidylate biosynthesis via inhibition of both glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase
-
(S)-2-(5-(4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]-pyrimidin-5-yl)butyl)thiophene-2-carboxamido)pentanedioic acid
-
inhibits de novo purine nucleotide rather than thymidylate biosynthesis via inhibition of both glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase
-
1-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-acetyl]-piperidine-4-carboxylic acid (pyridin-3-ylmethyl)-amide
-
-
-
2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-N-[[(pyridin-3-ylmethyl)-carbamoyl]-methyl]-acetamide
-
-
-
2-[5-hydroxy-3-methyl-1-(2-methyl-4-sulfophenyl)-1H-pyrazo]-4-sulfobenzoic acid
-
Acid Yellow 54, 326203-A, competitive against 10-formyltetrahydrofolate, IC50: 0.012 mM, inhibitor partially blocks the cofactor binding site
2-[[([4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]phenyl]carbonyl)amino]methyl]-3-methylidenebutanedioic acid
-
weak inhibition of enzymes of folate metabolism relevant to rheumatoid arthritis therapy such as thymidylate synthase EC 2.1.1.45, two formyltransferases of purine biosynthesis EC 2.1.2.2 and EC 2.1.2.3, and 5,10-methylenetetrahydrofolate reductase EC 1.5.1.20. Potent inhibition of dihydrofolate reductase
2-[[([4-[2-(2,4-diaminopyrido[3,2-d]pyrimidin-6-yl)ethyl]phenyl]carbonyl)amino]methyl]-3-methylidenebutanedioic acid
-
weak inhibition of enzymes of folate metabolism relevant to rheumatoid arthritis therapy such as thymidylate synthase EC 2.1.1.45, two formyltransferases of purine biosynthesis EC 2.1.2.2 and EC 2.1.2.3, and 5,10-methylenetetrahydrofolate reductase EC 1.5.1.20. Potent inhibition of dihydrofolate reductase
2-[[([4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]-2-fluorophenyl]carbonyl)amino]methyl]-3-methylidenebutanedioic acid
-
weak inhibition of enzymes of folate metabolism relevant to rheumatoid arthritis therapy such as thymidylate synthase EC 2.1.1.45, two formyltransferases of purine biosynthesis EC 2.1.2.2 and EC 2.1.2.3, and 5,10-methylenetetrahydrofolate reductase EC 1.5.1.20. Potent inhibition of dihydrofolate reductase
2-[[([4-[2-(2-amino-4-methylquinazolin-6-yl)ethyl]phenyl]carbonyl)amino]methyl]-3-methylidenebutanedioic acid
-
weak inhibition of enzymes of folate metabolism relevant to rheumatoid arthritis therapy such as thymidylate synthase EC 2.1.1.45, two formyltransferases of purine biosynthesis EC 2.1.2.2 and EC 2.1.2.3, and 5,10-methylenetetrahydrofolate reductase EC 1.5.1.20. Potent inhibition of dihydrofolate reductase
-
2-[[([5-[2-(2,4-diaminoquinazolin-6-yl)ethyl]-2,5-dihydrothiophen-2-yl]carbonyl)amino]methyl]-3-methylidenebutanedioic acid
-
weak inhibition of enzymes of folate metabolism relevant to rheumatoid arthritis therapy such as thymidylate synthase EC 2.1.1.45, two formyltransferases of purine biosynthesis EC 2.1.2.2 and EC 2.1.2.3, and 5,10-methylenetetrahydrofolate reductase EC 1.5.1.20. Potent inhibition of dihydrofolate reductase
3-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-acetylamino]-N-pyridin-3-ylmethyl-propionamide
-
-
-
4-([2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-acetylamino]-methyl)-N-pyridin-3-ylmethyl-benzamide
-
inhibition of thymidylate synthase, as well as glycinamide ribonucleotide formyltransferase and ribonucleotide formyltransferase. Growth inhibition of 4-([2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-acetylamino]-methyl)-N-pyridin-3-ylmethyl-benzamide toward KB cells results in cytotoxicity and G1/G2-phase accumulation, and is partially protected by excess thymidine and adenosine, but is completely reversed in the combination of thymidine and adenosine
-
4-amino-10-methylpteroyl-gamma-glutamyl-gamma-glutamyl-gamma-glutamylglutamic acid
-
methotrexate polyglutamate, competitive inhibitor
4-amino-4-deoxy-5,8,10-trideazapteroyl-D,L-40-methyleneglutamic acid
-
weak inhibition of enzymes of folate metabolism relevant to rheumatoid arthritis therapy such as thymidylate synthase EC 2.1.1.45, two formyltransferases of purine biosynthesis EC 2.1.2.2 and EC 2.1.2.3, and 5,10-methylenetetrahydrofolate reductase EC 1.5.1.20. Potent inhibition of dihydrofolate reductase
4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-acetylamino]-cyclohexanecarboxylic acid (pyridin-3-ylmethyl)-amide
-
-
-
4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-acetylamino]-N-pyridin-3-ylmethyl-benzamide
-
-
-
4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-acetylamino]-N-pyridin-3-ylmethyl-butyramide
-
-
-
5-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-acetylamino]-pentanoic acid (pyridin-3-ylmethyl)-amide
-
-
-
6-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-acetylamino]-hexanoic acid (pyridin-3-ylmethyl)-amide
-
-
-
Cappsin 1
-
non-competitive, inhibition of activity by preventing the formation of dimers
-
Cappsin 2
-
some derivatives of Cappepsin are also inhibitory, inhibition of activity by preventing the formation of dimers
-
N-(4-[3-(2-amino-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-6-yl)-propyl]benzoyl)-L-glutamic acid
-
dual inhibition of glycinamide ribonucleotide formyltransferase and, likely, 5-amino-4-imidazole carboxamide ribonucleotide formyltransferase, resulting in potent growth inhibition of human tumor cells KB and IGROV1 that express folate receptors
N-(4-[4-(2-amino-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-6-yl)-butyl]benzoyl)-L-glutamic acid
-
dual inhibition of glycinamide ribonucleotide formyltransferase and, likely, 5-amino-4-imidazole carboxamide ribonucleotide formyltransferase, resulting in potent growth inhibition of human tumor cells KB and IGROV1 that express folate receptors
N-(4-[5-(2-amino-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-6-yl)-pentyl]benzoyl)-L-glutamic acid
-
dual inhibition of glycinamide ribonucleotide formyltransferase and, likely, 5-amino-4-imidazole carboxamide ribonucleotide formyltransferase, resulting in potent growth inhibition of human tumor cells KB and IGROV1 that express folate receptors
N-(4-[6-(2-amino-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-6-yl)-hexyl]benzoyl)-L-glutamic acid
-
dual inhibition of glycinamide ribonucleotide formyltransferase and, likely, 5-amino-4-imidazole carboxamide ribonucleotide formyltransferase, resulting in potent growth inhibition of human tumor cells KB and IGROV1 that express folate receptors
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)-gamma-glutamyl-gamma-glutamyl-gamma-glutamyl-gamma-glutamylglutamic acid
-
-
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)-gamma-glutamyl-gamma-glutamylglutamic acid
-
-
N-([5-[2-(2,4-diaminoquinazolin-6-yl)ethyl]-2,3-dihydrothiophen-2-yl]carbonyl)-4-methylideneglutamic acid
-
-
N-[(S)-(4-([(2-amino-4-hydroxy-quinazolin-6-yl)dihydroxy-lambda-4-sulfanyl]amino)phenyl)-hydroxymethyl]-L-glutamic acid
-
binding structure, docking study and crystal structure analysis
-
N-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-4-methylideneglutamic acid
-
-
N-[4-[2-(2,4-diaminopyrido[3,2-d]pyrimidin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
-
-
N-[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]-2-fluorobenzoyl]-4-methylideneglutamic acid
-
-
N-[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
-
-
N-[4-[2-(2-amino-4-methylquinazolin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
-
-
N-[4-[3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)propyl]benzoyl]-L-glutamic acid
-
inhibits de novo purine nucleotide rather than thymidylate biosynthesis via inhibition of both glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase
N-[4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl]-L-glutamic acid
-
inhibits de novo purine nucleotide rather than thymidylate biosynthesis via inhibition of both glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase
pemetrexed
-
the enzyme is a pharmacologically important target of anticancer drug pemetrexed, an antifolate inhibitor
4-amino-10-methylpteroylglutamic acid
-
methotrexate, non-competitive inhibitor
4-amino-10-methylpteroylglutamic acid
-
methotrexate, non-competitive inhibitor
methotrexate
enzyme phosphorylation dampens the methotrexate-mediated transformylase activity inhibition
additional information
-
specific antifolate reagents and nonfolate inhibitors are analogues of cofactor N10-formyltetrahydrofolate and can completely inhibit AICAR Tfase activity
-
additional information
-
methotrexate, MTX, cannot directly inhibit AICAR transformylase, but blocks the AICAR transformylase process in patients with rheumatoid arthritis
-
additional information
-
synthesis and antitumor activity of a series of 6-substituted pyrrolo[2,3-d]pyrimidines as potential nonclassical antifolates targeting both thymidylate and purine nucleotide biosynthesis, docking study and molecular modeling using the enzyme's crystal structure in complex with compound BW2315, PDB ID 1PL0. Growth inhibition of human cancer cells by the inhibitors, IC50 values, overview
-
additional information
-
synthesis of 5-substituted pyrrolo[2,3-d]pyrimidine antifolate inhibitors that acts as a dual inhibitor of GARFTase, EC 2.1.2.2, and AICARFTase principal mechanism of action, overview. 8, with a 4-carbon bridge, is the most active analog and potently inhibits proliferation of folate receptor alpha-expressing Chinese hamster ovary and KB human tumor cells. Molecular modeling and docking studies, overview
-
additional information
-
design and synthesis of a series of 5-substituted thiopheneyl pyrrolo[2,3-d]pyrimidines with varying chain lengths (n = 1-6). The compounds show dual inhibition of both glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase, analysis of the unique structure-activity relationship for transport and dual target inhibition, molecular modeling and computational studies using crystal structure of human AICARFTase at 2.55 A resolution, PDB ID 1P4R, overview. No inhibition by N-[4-[3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)propyl]benzoyl]-L-glutamic acid, N-[4-[3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)propyl]benzoyl]-L-glutamic acid, N-([5-[3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)propyl]thiophen-2-yl]carbonyl)-L-glutamic acid, N-([5-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]thiophen-2-yl]carbonyl)-L-glutamic acid, and (S)-2-(5-(5-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]-pyrimidin-5-yl)pentyl)thiophene-2-carboxamido)pentanedioic acid
-
additional information
-
an adventitiously active site-bound nucleotide, found in the crystal structures, is identified by NMR and mass spectral analysis as a novel 5-formyl derivative of an earlier intermediate in the biosynthetic pathway 4-carboxy-5-aminoimidazole ribonucleotide. The nucleotide is a cyclohydrolase inhibitor. Binding structure analysis, structure modeling, overview
-
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
enzyme phosphorylation by anaplastic lymphoma kinase enhances enzymatic activity and dampens the methotrexate-mediated transformylase activity inhibition
-
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0009
5-amino-imidazole-4-thiocarboxamide ribonucleotide
-
10-formyldihydrofolate as cofactor
0.0015
5-aminoimidazole-4-carboxamide ribonucleotide
-
10-formyldihydrofolate as cofactor
0.0019
5-aminoimidazole-4-carboxamide ribonucleotide
-
10-formyltetrahydrofolate as cofactor
additional information
additional information
-
10-formyl-7,8-dihydrofolate has an about 5fold kinetic advantage, Vm/Km, over 10-formyl-5,6,7,8-tetrahydrofolate for AICAR transformylases in human leukemia cells and for human recombinant AICAR transformylase
-
additional information
additional information
-
10-formyl-7,8-dihydrofolate has an about 5fold kinetic advantage, Vm/Km, over 10-formyl-5,6,7,8-tetrahydrofolate for AICAR transformylases in rat bone marrow cells
-
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.007
2-[5-hydroxy-3-methyl-1-(2-methyl-4-sulfophenyl)-1H-pyrazo]-4-sulfobenzoic acid
-
pH 7.5
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.012
2-[5-hydroxy-3-methyl-1-(2-methyl-4-sulfophenyl)-1H-pyrazo]-4-sulfobenzoic acid
Gallus gallus
-
Acid Yellow 54, 326203-A, competitive against 10-formyltetrahydrofolate, IC50: 0.012 mM, inhibitor partially blocks the cofactor binding site
additional information
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)glutamic acid
additional information
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)glutamic acid
Homo sapiens
-
value above 0.05
additional information
N-([5-[2-(2,4-diaminoquinazolin-6-yl)ethyl]-2,3-dihydrothiophen-2-yl]carbonyl)-4-methylideneglutamic acid
Homo sapiens
-
value above 0.05
additional information
N-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-4-methylideneglutamic acid
Homo sapiens
-
value above 0.05
additional information
N-[4-[2-(2,4-diaminopyrido[3,2-d]pyrimidin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
Homo sapiens
-
value above 0.05
additional information
N-[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]-2-fluorobenzoyl]-4-methylideneglutamic acid
Homo sapiens
-
value above 0.05
additional information
N-[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
Homo sapiens
-
value above 0.05
additional information
N-[4-[2-(2-amino-4-methylquinazolin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
Homo sapiens
-
value above 0.05
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
1 unit = removal of 0.0001 mM of AICA-ribotide/0.5 ml/20 min at 37°C
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
Q6IN16
the enzyme later accumulates in the Golgi/endosome network
-
the enzyme later accumulates in the Golgi/endosome network
Q6IN16
the enzyme later accumulates in the Golgi/endosome network
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PDB
SCOP
CATH
ORGANISM
UNIPROT
Campylobacter jejuni subsp. jejuni serotype O:2 (strain ATCC 700819 / NCTC 11168)
Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
dimer
monomer
additional information
dimer
-
crystal structure analysis, monomer contains two functionally independent domains transformylase and cyclohydrolase activities
dimer
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crystal structure analysis, monomer contains two functionally independent domains transformylase and cyclohydrolase activities
dimer
-
monomer-dimer equilibrium in solution, dimeric form is required for transformylase activity
additional information
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PurH is composed of two domains linked by a flexible region. The N-terminal domain possesses IMPCH activity and the C-terminal domain possesses AICAR Tfase activity
additional information
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the protein is folded into two domains, the N-terminal domain, residues 1-212, containing the cyclohydrolase active site and the C-terminal domain, residues 222-523, containing the formyltransferase active site, structure modeling, overview
additional information
-
the protein is folded into two domains, the N-terminal domain, residues 1-212, containing the cyclohydrolase active site and the C-terminal domain, residues 222-523, containing the formyltransferase active site, structure modeling, overview
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POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
phosphoprotein
bifunctional 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase/IMP cyclohydrolase associates with nucleoplasmin-anaplastic lymphoma kinase, and its phosphorylation requires anaplastic lymphoma kinase activity. Phosphorylation enhances enzymatic activity and dampens the methotrexate-mediated transformylase activity inhibition
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Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
purified recombinant His6-tagged PurH, without methylation of the 28 lysine residues, sitting drop vapour diffusion method, mixing of 0.001 ml of 56 mg/ml protein in 0.8 M sodium/potassium hydrogen phosphate, pH 7.5, with 0.001 ml of reservoir solution containing 0.1 M sodium acetate, pH 5.0, 1 M ammonium sulfate, 1 week to 1 month, X-ray diffraction structure determination and analysis at 3.05 A resolution
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crystallized in complex with its inhibitor 2-[5-hydroxy-3-methyl-1-(2-methyl-4-sulfophenyl)-1H-pyrazo]-4-sulfobenzoic acid
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recombinant His-tag fusion protein crystallized by sitting drop vapor diffusion method in complex with its inhibitor beta-DADF
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ATIC complex crystallized in monoclinic space group P2(1), a = 56.48 A, b = 107.88 A, c = 103.86 A and beta = 91.2°
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ATIC complex crystallized in monoclinic space group P2(1), a = 56.48 A, b = 107.88 A, c = 103.86 A and beta = 91.2°; crystallized in a binary complex with methotrexate, single crystal at 96 K to 2.3 A resolution, monoclinic crystals, space group P2(1), with unit-cell dimensions a = 65.17, B = 105.93, c= 103.47 A, beta = 108.27 degrees
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crystal structure analysis of human enzyme complexed with the sulfamido-bridged N-[(S)-(4-([(2-amino-4-hydroxy-quinazolin-6-yl)dihydroxy-lambda-4-sulfanyl]amino)phenyl)-hydroxymethyl]-L-glutamic acid at 2.55 A resolution, PDB ID 1P4R
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sitting drop vapor diffusion method, co-crystallized in the presence of substrate with BW1540 and BW2315
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purified recombinant His-tagged enzyme free or in complex with substrate 5-aminoimidazole-4-carboxamide ribonucleotide, both with adventitiously active site-bound nucleotide inhibitor of the cyclohydrolase activity, X-ray diffraction structure determination and analysis at 2.5 A and 2.2 A resolution, respectively
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the three-dimensional structure of TM1249 is determined to 1.88 A resolution by molecular replacement
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
much less stable during storage in maleate buffer than in Tris or phosphate solutions
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
2°C, if the solution of purified enzyme are stored for 3 or 4 months, a requirement for a specific formyl donor can then be shown
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant N-terminally His6-tagged MtbATIC in Escherichia coli strain BL21(DE3) by nickel affinity chromatography
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recombinant N-terminally His6-tagged PurH from Escherichia coli strain Rosetta (DE3) by nickel affinity chromatography and gel filtration
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recombinant protein using His-tag
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ATICcDNA cloned into a pET28a vector and transformed into Escherichia coli BL21.DE3 for overexpression
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cloned and expressed
cloned from a hepatoma cDNA library; cloned from a placenta cDNA library, overproduced in Escherichia coli
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expressed in Escherichia coli BL21.DE3 as His-tag fusion protein
expression of N-terminally His6-tagged MtbATIC in Escherichia coli strain BL21(DE3)
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gene purH, expression of N-terminally His6-tagged PurH in Escherichia coli strain Rosetta (DE3)
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into the plasmid pMH4 for expression in the Escherichia coli strain GeneHogs
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
T116S
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AICAR transformylase/inosine monophosphate cyclohydrolase 346C>G polymorphism
additional information
-
several site directed mutants created with mutations in the inosine monophosphate cyclohydrolase domain of the enzyme
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
diagnostics
-
enzyme variants are used to predict methotrexate response in juvenile idiopathic arthritis, overview
medicine
medicine
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target for development of inhibitors with potential use as chemotherapeutic agents
medicine
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potential target for development of antineoplastic drugs; target for development of inhibitors with potential use as chemotherapeutic agents
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LINKS TO OTHER DATABASES (specific for EC-Number 2.1.2.3)
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