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Literature summary for 4.1.2.13 extracted from

  • 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 (2010), J. Med. Chem., 53, 7836-7842.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Mycobacterium tuberculosis
expressed in Escherichia coli Candida albicans
expressed in Escherichia coli Helicobacter pylori
expressed in Escherichia coli Yersinia pestis

Inhibitors

Inhibitors Comment Organism Structure
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate
-
Candida albicans
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate
-
Helicobacter pylori
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate
-
Mycobacterium tuberculosis
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate
-
Oryctolagus cuniculus
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate
-
Yersinia pestis
2-[hydroxy(3-hydroxypropyl)amino]-2-oxoethyl dihydrogen phosphate
-
Candida albicans
2-[hydroxy(3-hydroxypropyl)amino]-2-oxoethyl dihydrogen phosphate
-
Helicobacter pylori
2-[hydroxy(3-hydroxypropyl)amino]-2-oxoethyl dihydrogen phosphate
-
Mycobacterium tuberculosis
2-[hydroxy(3-hydroxypropyl)amino]-2-oxoethyl dihydrogen phosphate
-
Oryctolagus cuniculus
2-[hydroxy(3-hydroxypropyl)amino]-2-oxoethyl dihydrogen phosphate
-
Yersinia pestis
2-[hydroxy(4-hydroxybutyl)amino]-2-oxoethyl dihydrogen phosphate
-
Candida albicans
2-[hydroxy(4-hydroxybutyl)amino]-2-oxoethyl dihydrogen phosphate
-
Helicobacter pylori
2-[hydroxy(4-hydroxybutyl)amino]-2-oxoethyl dihydrogen phosphate
-
Mycobacterium tuberculosis
2-[hydroxy(4-hydroxybutyl)amino]-2-oxoethyl dihydrogen phosphate
-
Oryctolagus cuniculus
2-[hydroxy(4-hydroxybutyl)amino]-2-oxoethyl dihydrogen phosphate
-
Yersinia pestis
3-[hydroxy[(phosphonooxy)acetyl]amino]propyl dihydrogen phosphate
-
Candida albicans
3-[hydroxy[(phosphonooxy)acetyl]amino]propyl dihydrogen phosphate
-
Helicobacter pylori
3-[hydroxy[(phosphonooxy)acetyl]amino]propyl dihydrogen phosphate
-
Mycobacterium tuberculosis
3-[hydroxy[(phosphonooxy)acetyl]amino]propyl dihydrogen phosphate
-
Oryctolagus cuniculus
3-[hydroxy[(phosphonooxy)acetyl]amino]propyl dihydrogen phosphate
-
Yersinia pestis
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate
-
Candida albicans
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate
-
Helicobacter pylori
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate
-
Mycobacterium tuberculosis
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate
-
Oryctolagus cuniculus
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate
-
Yersinia pestis

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ dependent on Mycobacterium tuberculosis
Zn2+ dependent on Candida albicans
Zn2+ dependent on Helicobacter pylori
Zn2+ dependent on Yersinia pestis

Organism

Organism UniProt Comment Textmining
Candida albicans
-
-
-
Helicobacter pylori
-
-
-
Mycobacterium tuberculosis
-
-
-
Oryctolagus cuniculus
-
-
-
Yersinia pestis
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
skeletal muscle
-
Oryctolagus cuniculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
D-fructose 1,6-bisphosphate
-
Oryctolagus cuniculus dihydroxyacetone phosphate + D-glyceraldehyde 3-phosphate
-
?
D-fructose 1,6-bisphosphate
-
Mycobacterium tuberculosis dihydroxyacetone phosphate + D-glyceraldehyde 3-phosphate
-
?
D-fructose 1,6-bisphosphate
-
Candida albicans dihydroxyacetone phosphate + D-glyceraldehyde 3-phosphate
-
?
D-fructose 1,6-bisphosphate
-
Helicobacter pylori dihydroxyacetone phosphate + D-glyceraldehyde 3-phosphate
-
?
D-fructose 1,6-bisphosphate
-
Yersinia pestis dihydroxyacetone phosphate + D-glyceraldehyde 3-phosphate
-
?
sedoheptulose 1,7-bis-phosphate
-
Mycobacterium tuberculosis ?
-
?
sedoheptulose 1,7-bis-phosphate
-
Oryctolagus cuniculus glycerone phosphate + D-erythrose 4-phosphate
-
?
sedoheptulose 1,7-bis-phosphate
-
Candida albicans glycerone phosphate + D-erythrose 4-phosphate
-
?
sedoheptulose 1,7-bis-phosphate
-
Helicobacter pylori glycerone phosphate + D-erythrose 4-phosphate
-
?
sedoheptulose 1,7-bis-phosphate
-
Yersinia pestis glycerone phosphate + D-erythrose 4-phosphate
-
?

Synonyms

Synonyms Comment Organism
class I Fba
-
Oryctolagus cuniculus
class II FBA
-
Mycobacterium tuberculosis
class II FBA
-
Candida albicans
class II FBA
-
Helicobacter pylori
class II FBA
-
Yersinia pestis
FBA
-
Oryctolagus cuniculus
FBA
-
Mycobacterium tuberculosis
FBA
-
Candida albicans
FBA
-
Helicobacter pylori
FBA
-
Yersinia pestis
fructose bis-phosphate aldolase
-
Oryctolagus cuniculus
fructose bis-phosphate aldolase
-
Mycobacterium tuberculosis
fructose bis-phosphate aldolase
-
Candida albicans
fructose bis-phosphate aldolase
-
Helicobacter pylori
fructose bis-phosphate aldolase
-
Yersinia pestis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
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 Mycobacterium tuberculosis
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 Helicobacter pylori
0.00012
-
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Mycobacterium tuberculosis
0.00017
-
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 Mycobacterium tuberculosis
0.000185
-
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 Mycobacterium tuberculosis
0.000195
-
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 Yersinia pestis
0.000195
-
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Yersinia pestis
0.0002
-
3-[hydroxy[(phosphonooxy)acetyl]amino]propyl dihydrogen phosphate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Candida albicans
0.000234
-
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Yersinia pestis
0.00028
-
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Candida albicans
0.0003
-
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 Candida albicans
0.00031
-
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Mycobacterium tuberculosis
0.000416
-
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 Candida albicans
0.0008
-
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Candida albicans
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 Helicobacter pylori
0.004
-
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Helicobacter pylori
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 Helicobacter pylori
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 Helicobacter pylori
0.067
-
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Oryctolagus cuniculus
0.264
-
3-[hydroxy[(phosphonooxy)acetyl]amino]propyl dihydrogen phosphate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Oryctolagus cuniculus
0.4
-
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 Oryctolagus cuniculus
0.85
-
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate in glycyl-glycine buffer (0.1 M pH 7.4), temperature not specified in the publication Oryctolagus cuniculus
2.5
-
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 Oryctolagus cuniculus