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Information on EC 4.1.2.13 - fructose-bisphosphate aldolase and Organism(s) Helicobacter pylori and UniProt Accession P56109

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EC Tree
     4 Lyases
         4.1 Carbon-carbon lyases
             4.1.2 Aldehyde-lyases
                4.1.2.13 fructose-bisphosphate aldolase
IUBMB Comments
Also acts on (3S,4R)-ketose 1-phosphates. The yeast and bacterial enzymes are zinc proteins. The enzymes increase electron-attraction by the carbonyl group, some (Class I) forming a protonated imine with it, others (Class II), mainly of microbial origin, polarizing it with a metal ion, e.g. zinc.
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This record set is specific for:
Helicobacter pylori
UNIPROT: P56109
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Word Map
The taxonomic range for the selected organisms is: Helicobacter pylori
The enzyme appears in selected viruses and cellular organisms
Synonyms
aldolase, aldolase a, aldolase b, aldolase c, aldoa, fructose-1,6-bisphosphate aldolase, fructose-bisphosphate aldolase, aldob, fructose bisphosphate aldolase, fructose 1,6-bisphosphate aldolase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
class II aldolase
-
class II fructose bisphosphate aldolase
-
fructose bis-phosphate aldolase
-
1,6-Diphosphofructose aldolase
-
-
-
-
37 kDa major allergen
-
-
-
-
41 kDa antigen
-
-
-
-
aldolase
-
-
-
-
aldolase, fructose diphosphate
-
-
-
-
ALDP
-
-
-
-
Brain-type aldolase
-
-
-
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CE1
-
-
-
-
CE2
-
-
-
-
class II FBA
-
-
Diphosphofructose aldolase
-
-
-
-
FBP aldolase
-
-
-
-
Fru-P2A
-
-
-
-
Fructoaldolase
-
-
-
-
Fructose 1,6-bisphosphate aldolase
-
-
-
-
Fructose 1,6-diphosphate aldolase
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-
-
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Fructose 1-monophosphate aldolase
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-
-
-
Fructose 1-phosphate aldolase
-
-
-
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fructose bis-phosphate aldolase
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Fructose bisphosphate aldolase
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-
-
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Fructose diphosphate aldolase
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-
-
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Fructose-1,6-bisphosphate triosephosphate-lyase
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-
-
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IgE-binding allergen
-
-
-
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ketose 1-phosphate aldolase
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-
-
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Liver-type aldolase
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-
-
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Muscle-type aldolase
-
-
-
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Phosphofructoaldolase
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-
-
-
SMALDO
-
-
-
-
zymohexase
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
condensation
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
D-fructose-1,6-bisphosphate D-glyceraldehyde-3-phosphate-lyase (glycerone-phosphate-forming)
Also acts on (3S,4R)-ketose 1-phosphates. The yeast and bacterial enzymes are zinc proteins. The enzymes increase electron-attraction by the carbonyl group, some (Class I) forming a protonated imine with it, others (Class II), mainly of microbial origin, polarizing it with a metal ion, e.g. zinc.
CAS REGISTRY NUMBER
COMMENTARY hide
9024-52-6
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
D-fructose 1,6-bisphosphate
glycerone phosphate + D-glyceraldehyde 3-phosphate
show the reaction diagram
-
-
-
?
D-fructose-1,6-bisphosphate
dihydroxyacetone phosphate + glyceraldehyde-3-phosphate
show the reaction diagram
-
-
-
r
D-fructose 1,6-bisphosphate
dihydroxyacetone phosphate + D-glyceraldehyde 3-phosphate
show the reaction diagram
-
-
-
-
?
sedoheptulose 1,7-bis-phosphate
glycerone phosphate + D-erythrose 4-phosphate
show the reaction diagram
-
-
-
-
?
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
D-fructose-1,6-bisphosphate
dihydroxyacetone phosphate + glyceraldehyde-3-phosphate
show the reaction diagram
-
-
-
r
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Zn2+
-
dependent on
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
D-glucitol 1,6-bisphosphate
competitive inhibitor
D-mannitol 1,6-bisphosphate
competitive inhibitor, better inhibitor
N-(3-hydroxypropyl)-glycolohydrazide-bisphosphate
fructose-1,6-bisphosphate analogue
N-(3-hydroxypropyl)-glycolohydroxamic acid bisphosphate
fructose-1,6-bisphosphate analogue, best results
N-(3-hydroxypropyl)-phosphoglycolohydroxamic acid
fructose-1,6-bisphosphate analogue
phosphoglycoloamidoxime
dihydroxyacetone phosphate analogue
phosphoglycolohydrazide
dihydroxyacetone phosphate analogue
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate
-
-
2-[hydroxy(3-hydroxypropyl)amino]-2-oxoethyl dihydrogen phosphate
-
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2-[hydroxy(4-hydroxybutyl)amino]-2-oxoethyl dihydrogen phosphate
-
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3-[hydroxy[(phosphonooxy)acetyl]amino]propyl dihydrogen phosphate
-
-
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate
-
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
20
D-fructose 1,6-bisphosphate
-
0.05
D-fructose-1,6-bisphosphate
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.17
D-glucitol 1,6-bisphosphate
-
0.073
D-mannitol 1,6-bisphosphate
-
0.004
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate
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in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication
0.0047
2-[hydroxy(3-hydroxypropyl)amino]-2-oxoethyl dihydrogen phosphate
-
in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication
0.0055
2-[hydroxy(4-hydroxybutyl)amino]-2-oxoethyl dihydrogen phosphate
-
in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication
0.000013
3-[hydroxy[(phosphonooxy)acetyl]amino]propyl dihydrogen phosphate
-
in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication
0.001
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate
-
in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
inhibitors of class II Fba can be potential drugs against microorganisms
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Mabiala-Bassiloua, C.G.; Zwolinska, M.; Therisod, H.; Sygusch, J.; Therisod, M.
Separate synthesis and evaluation of D-glucitol 1,6-bisphosphate and mannitol bis-phosphate, as competitive inhibitors of fructose bis-phosphate aldolases
Bioorg. Med. Chem. Lett.
18
1735-1737
2008
Oryctolagus cuniculus (P00883), Saccharomyces cerevisiae (P14540), Helicobacter pylori (P56109)
Manually annotated by BRENDA team
Fonvielle, M.; Coincon, M.; Daher, R.; Desbenoit, N.; Kosieradzka, K.; Barilone, N.; Gicquel, B.; Sygusch, J.; Jackson, M.; Therisod, M.
Synthesis and biochemical evaluation of selective inhibitors of class II fructose bisphosphate aldolases: towards new synthetic antibiotics
Chemistry
14
8521-8529
2008
Oryctolagus cuniculus (P00883), Saccharomyces cerevisiae (P14540), Helicobacter pylori (P56109), Mycobacterium tuberculosis (P9WQA3), Mycobacterium tuberculosis H37Rv (P9WQA3)
Manually annotated by BRENDA team
Daher, R.; Coincon, M.; Fonvielle, M.; Gest, P.M.; Guerin, M.E.; Jackson, M.; Sygusch, J.; Therisod, M.
Rational design, synthesis, and evaluation of new selective inhibitors of microbial class II (zinc dependent) fructose bis-phosphate aldolases
J. Med. Chem.
53
7836-7842
2010
Candida albicans, Oryctolagus cuniculus, Helicobacter pylori, Mycobacterium tuberculosis, Yersinia pestis
Manually annotated by BRENDA team