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Information on EC 2.1.1.37 - DNA (cytosine-5-)-methyltransferase and Organism(s) Homo sapiens and UniProt Accession P26358

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EC Tree
     2 Transferases
         2.1 Transferring one-carbon groups
             2.1.1 Methyltransferases
                2.1.1.37 DNA (cytosine-5-)-methyltransferase
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Select one or more organisms in this record: ?
This record set is specific for:
Homo sapiens
UNIPROT: P26358 not found.
Word Map
The taxonomic range for the selected organisms is: Homo sapiens
The enzyme appears in selected viruses and cellular organisms
Synonyms
5-cytosine DNA methyltransferase, C5 MTase, C5-MTase, CG recognizing DNA methyltransferase SssI, CMT1, CMT3, cytosine 5-methyltransferase, cytosine carbon 5 DNA methyltransferase, cytosine DNA methylase, cytosine DNA methyltransferase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5-cytosine DNA methyltransferase
247
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C5-MTase
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cytosine 5-methyltransferase
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cytosine carbon 5 DNA methyltransferase
277286
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cytosine DNA methylase
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cytosine DNA methyltransferase
cytosine-specific DNA methyltransferase
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DCMT
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deoxyribonucleate methylase
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deoxyribonucleate methyltransferase
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deoxyribonucleic (cytosine-5-)-methyltransferase
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deoxyribonucleic acid (cytosine-5-)-methyltransferase
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deoxyribonucleic acid methylase
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deoxyribonucleic acid methyltransferase
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deoxyribonucleic acid modification methylase
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deoxyribonucleic methylase
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DNA (cytosine-5) methyltransferase
247
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DNA (cytosine-5)-methyltransferase 1
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DNA (cytosine-5-)-methyltransferase 3A
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DNA 5-cytosine methylase
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DNA cytosine c5 methylase
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DNA cytosine methylase
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DNA cytosine-5 methyltransferase 1
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DNA cytosine-5-methyltransferase 1
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DNA cytosine-5-methyltransferase 3A
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DNA cytosine-5-methyltransferase 3B
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DNA methylase
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DNA methyltransferase
DNA methyltransferase 1
DNA methyltransferase 3a
277285
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DNA transmethylase
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DNA-cytosine 5-methylase
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DNA-cytosine methyltransferase
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Dnmt1
Dnmt2
247
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Dnmt3a
DNMT3B
DNMT3b2
277285
isoform
DNMTB
247
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EcoRI methylase
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hDNMT1
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methylphosphotriester-DNA methyltransferase
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methyltransferase, deoxyribonucleate
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type II DNA methylase
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additional information
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + DNA containing cytosine = S-adenosyl-L-homocysteine + DNA containing 5-methylcytosine
show the reaction diagram
catalytic reaction mechanism of Dnmt1, allosteric regulation with fast equilibrium, and substrate specificity. Base-flipping and base-stacking are the key mechanism in control of enzymatic activity, detailed overview
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S-adenosyl-L-methionine + DNA containing cytosine = S-adenosyl-L-homocysteine + DNA containing 5-methylcytosine
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
methyl group transfer
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PATHWAY SOURCE
PATHWAYS
SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:DNA (cytosine-5-)-methyltransferase
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CAS REGISTRY NUMBER
COMMENTARY hide
9037-42-7
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
DNA + S-adenosyl-L-methionine
DNA containing 5-methylcytosine + S-adenosyl-L-homocysteine
show the reaction diagram
S-adenosyl-L-methionine + DNA
S-adenosyl-L-homocysteine + DNA containing 5-methylcytosine
show the reaction diagram
DNA + S-adenosyl-L-methionine
DNA containing 5-methylcytosine + S-adenosyl-L-homocysteine
show the reaction diagram
S-adenosyl-L-methionine + DNA
S-adenosyl-L-homocysteine + DNA containing 5-methylcytosine
show the reaction diagram
S-adenosyl-L-methionine + poly(dI-dC)/poly(dI-dC)
S-adenosyl-L-homocysteine + poly(dI-dC)/poly(dI-dC) containing 5-methylcytosine
show the reaction diagram
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?
additional information
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
DNA + S-adenosyl-L-methionine
DNA containing 5-methylcytosine + S-adenosyl-L-homocysteine
show the reaction diagram
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?
S-adenosyl-L-methionine + DNA
S-adenosyl-L-homocysteine + DNA containing 5-methylcytosine
show the reaction diagram
DNA + S-adenosyl-L-methionine
DNA containing 5-methylcytosine + S-adenosyl-L-homocysteine
show the reaction diagram
S-adenosyl-L-methionine + DNA
S-adenosyl-L-homocysteine + DNA containing 5-methylcytosine
show the reaction diagram
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
S-adenosyl-L-methionine
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S-adenosyl-L-methionine
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(N4-fluoroacetyl-5-azacytidine)
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efficient inhibitor of DNA methylation in human tumor cell lines
2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
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2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
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2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-iodo-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
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2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-methoxy-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
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2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-methyl-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
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2-amino-4-[([(2S,3S,4R,5R)-5-[6-amino-2-(methylsulfanyl)-9H-purin-9-yl]-3,4-dihydroxytetrahydrofuran-2-yl]methyl)sulfanyl]butanoic acid
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2-pyrimidinone
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forms a part of inhibitor 1,2-dihydropyrimidin-2-one-5-methylene-(methylsulfonium)-adenosyl, bindng structure and mechanism, overview
5-aza-cytosine
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5-fluorocytosine
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S-(1-deazaadenosyl)-L-homocysteine
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S-(3-deazaadenosyl)-L-homocysteine
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S-(8-azaadenosyl)-L-homocysteine
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S-(N-(2-biphenyl-4-ylethyl)-2-chloroadenosyl)-L-homocysteine
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S-(N-(2-biphenyl-4-ylethyl)adenosyl)-L-homocysteine
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S-(N-(3,5-dimethoxybenzyl)adenosyl)-L-homocysteine
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S-(N-(pyridin-4-ylmethyl)adenosyl)-L-homocysteine
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S-(N-benzyladenosyl)-L-homocysteine
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S-(N-phenyladenosyl)-L-homocysteine
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S-(N-phenylethyladenosyl)-L-homocysteine
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S-(N-phenylpropyladenosyl)-L-homocysteine
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S-adenosyl-L-homocysteine
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S-inosinylhomocysteine
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S-nebularinehomocysteine
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S-Tubercidinylhomocysteine
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[1,2-dihydropyrimidin-2-one]-5-methylene-(methylsulfonium)-adenosyl
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with 2-pyrimidinone ring
(-)-epigallocatechin-3-gallate
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competitive, the inhibitor can form hydrogen bonds with Pro1223, Glu1265, Cys1225, Ser1229 and Arg1309. Hypermethylation of CpG islands in the promoter regions is an important mechanism to silence the expression of many important genes in cancer. (-)-Epigallocatechin-3-gallate can inhibit DNMT activity and reactivate methylation-silenced genes in cancer cells
2'-dC
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binding modelling, overview
2'-deoxy-5-aza-cytidine
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binding modelling, overview
2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
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2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
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2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-iodo-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
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2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-methyl-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
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2-amino-4-[([(2S,3S,4R,5R)-5-[6-amino-2-(methylsulfanyl)-9H-purin-9-yl]-3,4-dihydroxytetrahydrofuran-2-yl]methyl)sulfanyl]butanoic acid
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5-aza-2'-deoxycytidine
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5-azacytidine
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binding modelling, overview
6-thioguanine
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incorporation of 6-thioguanine perturbs cytosine methylation at the CpG dinucleotide site by DNA methyltransferases in vitro and acts as a DNA demethylating agent in vivo. Presence of 6-thioguanine at the unmethylated CpG site abolished almost completely the methylation of its 5' adjacent cytosine by DNMT1
curcumin
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decitabine
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binding modelling, overview
EDTA
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above 10 mM
hydralazine
iodoacetamide
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NSC 106084
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inhibition of Dnmt1
NSC 137546
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inhibition of Dnmt1
NSC 138419
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inhibition of Dnmt1
NSC 14778
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inhibition of Dnmt1; inhibition of Dnmt3b
NSC 158324
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inhibition of Dnmt1
NSC 319745
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inhibition of Dnmt1
NSC 348926
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slight inhibition of Dnmt1
NSC 408488
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inhibition of Dnmt1
NSC 54162
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inhibition of Dnmt1
NSC 56071
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inhibition of Dnmt1
NSC 57893
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inhibition of Dnmt1
NSC 622444
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inhibition of Dnmt1
poly[d(G-5-azacytidine)]
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procainamide
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binding modelling, overview
procaine
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binding modelling, overview
retinoblastoma gene product
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a negative regulator of DNA methylation, binds to the allosteric site of hDNMT1 and inhibits methylation, it may regulate methylation spreading
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RG108
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slight inhibition of Dnmt1
S-(1-deazaadenosyl)-L-homocysteine
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S-(3-deazaadenosyl)-L-homocysteine
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S-(8-azaadenosyl)-L-homocysteine
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S-(N-(2-biphenyl-4-ylethyl)-2-chloroadenosyl)-L-homocysteine
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S-(N-(2-biphenyl-4-ylethyl)adenosyl)-L-homocysteine
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S-(N-(3,5-dimethoxybenzyl)adenosyl)-L-homocysteine
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S-(N-(pyridin-4-ylmethyl)adenosyl)-L-homocysteine
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S-(N-benzyladenosyl)-L-homocysteine
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S-(N-phenyladenosyl)-L-homocysteine
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S-(N-phenylethyladenosyl)-L-homocysteine
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S-(N-phenylpropyladenosyl)-L-homocysteine
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S-adenosyl-L-homocysteine
S-inosinylhomocysteine
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S-nebularinehomocysteine
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S-Tubercidinylhomocysteine
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additional information
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
dimethyl sulfoxide
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stimulates
methylated DNA
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stimulated methylation spreading on unmethylated CpG sequences for full-length and the mutant lacking 121 N-terminal amino acids equally well. No stimulation of N-terminal deletion mutants lacking 501, 540, or 580 amino acids from the N-terminus
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NSC 319745
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activation of Dnmt3b
NSC 345763
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slight activation of Dnmt1