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Literature summary for 4.4.1.13 extracted from

  • Ejim, L.J.; Blanchard, J.E.; Koteva, K.P.; Sumerfield, R.; Elowe, N.H.; Chechetto, J.D.; Brown, E.D.; Junop, M.S.; Wright, G.D.
    Inhibitors of bacterial cystathionine beta-lyase: leads for new antimicrobial agents and probes of enzyme structure and function (2007), J. Med. Chem., 50, 755-764.
    View publication on PubMed
Search for more literature for 4.4.1.13

Crystallization (Commentary)

Crystallization (Comment) Organism
cocrystallization with inhibitor N-(2-hydrazino-2-oxoethyl)-2-nitrobenzamide as well as with N-(2-hydrazino-2-oxoethyl)-2,6-dimethoxybenzamide Escherichia coli

Inhibitors

Inhibitors Comment Organism Structure
1-(4-chlorophenyl)-3-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]urea reversible inhibition Escherichia coli
1-[3-(3,4-dichlorophenyl)isoxazol-5-yl]-2-[(4-thiophen-2-ylpyrimidin-2-yl)sulfanyl]ethanone reversible inhibition Escherichia coli
2,3,5-trifluoro-N-(2-hydrazino-2-oxoethyl)-4-methoxybenzamide only poor inhibitor Escherichia coli
2-bromobenzyl (9Z)-9-(hydroxyimino)-2,7-dinitro-9H-fluorene-4-carboxylate hydrolysis of the oxime to generate hydroxylamine in situ that interacted with the PLP cofactor Escherichia coli
3,3,3-trifluoro-N-(2-methylphenyl)-2-(trifluoromethyl)propanamide reversible inhibition Escherichia coli
3,4-dichlorobenzenesulfonohydrazide known to interact with the cofactor of PLP enzymes Escherichia coli
3,5-diamino-N-(2-hydrazino-2-oxoethyl)benzamide
-
 Escherichia coli
3-amino-N-(2-hydrazino-2-oxoethyl)naphthalene-2-carboxamide only poor inhibitor Escherichia coli
4-chloro-N-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]benzamide reversible inhibition Escherichia coli
4-methylbenzenesulfonohydrazide known to interact with the cofactor of PLP enzymes Escherichia coli
5-aminonaphthalene-1-sulfonohydrazide known to interact with the cofactor of PLP enzymes Escherichia coli
5-chlorothiophene-2-sulfonohydrazide known to interact with the cofactor of PLP enzymes Escherichia coli
5-pyridin-2-ylthiophene-2-sulfonohydrazide known to interact with the cofactor of PLP enzymes Escherichia coli
diphenyl 9-(dicyanomethylidene)-4,5-dinitro-9H-fluorene-2,7-disulfonate reversible inhibition Escherichia coli
N-(2-hydrazino-2-oxoethyl)-2,6-dimethoxybenzamide
-
 Escherichia coli
N-(2-hydrazino-2-oxoethyl)-2-(trifluoromethyl)benzamide
-
 Escherichia coli
N-(2-hydrazino-2-oxoethyl)-2-naphthalen-1-ylacetamide
-
 Escherichia coli
N-(2-hydrazino-2-oxoethyl)-2-nitrobenzamide known to interact with the cofactor of PLP enzymes Escherichia coli
N-(2-hydrazino-2-oxoethyl)-3,5-dinitrobenzamide
-
 Escherichia coli
N-(2-hydrazino-2-oxoethyl)-3-(trifluoromethyl)benzamide
-
 Escherichia coli
N-(2-hydrazino-2-oxoethyl)-4-(trifluoromethyl)benzamide
-
 Escherichia coli
N-(2-hydrazino-2-oxoethyl)-4-nitrobenzamide
-
 Escherichia coli
N-[4-(hydrazinosulfonyl)benzyl]acetamide known to interact with the cofactor of PLP enzymes Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli P06721
-
-
Salmonella enterica
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Salmonella enterica
-
 Escherichia coli

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
L-cystathionine
-
 Salmonella enterica L-homocysteine + pyruvate + NH4+
-
 ?
L-cystathionine
-
 Escherichia coli L-homocysteine + pyruvate + NH4+
-
 ?

Subunits

Subunits Comment Organism
tetramer four equivalent active sites exist within the tetramer Escherichia coli

Synonyms

Synonyms Comment Organism
cystathionine beta-lyase
-
 Salmonella enterica
cystathionine beta-lyase
-
 Escherichia coli

Cofactor

Cofactor Comment Organism Structure
pyridoxal 5'-phosphate
-
 Salmonella enterica
pyridoxal 5'-phosphate
-
 Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000079
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-2-(trifluoromethyl)benzamide
0.00028
-
 pH 8.5, 22°C Escherichia coli 3,3,3-trifluoro-N-(2-methylphenyl)-2-(trifluoromethyl)propanamide
0.00053
-
 pH 8.5, 22°C Escherichia coli 2-bromobenzyl (9Z)-9-(hydroxyimino)-2,7-dinitro-9H-fluorene-4-carboxylate
0.00065
-
 pH 8.5, 22°C Escherichia coli 2,3,5-trifluoro-N-(2-hydrazino-2-oxoethyl)-4-methoxybenzamide
0.0018
-
 pH 8.5, 22°C Escherichia coli 4-methylbenzenesulfonohydrazide
0.0022
-
 pH 8.5, 22°C Escherichia coli 3,4-dichlorobenzenesulfonohydrazide
0.0034
-
 pH 8.5, 22°C Escherichia coli 5-pyridin-2-ylthiophene-2-sulfonohydrazide
0.0045
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-2-nitrobenzamide
0.0059
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-3,5-dinitrobenzamide
0.006
-
 pH 8.5, 22°C Escherichia coli 5-aminonaphthalene-1-sulfonohydrazide
0.009
-
 pH 8.5, 22°C Escherichia coli diphenyl 9-(dicyanomethylidene)-4,5-dinitro-9H-fluorene-2,7-disulfonate
0.015
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-4-(trifluoromethyl)benzamide
0.016
-
 pH 8.5, 22°C Escherichia coli 1-(4-chlorophenyl)-3-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]urea
0.025
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-4-nitrobenzamide
0.034
-
 pH 8.5, 22°C Escherichia coli N-[4-(hydrazinosulfonyl)benzyl]acetamide
0.037
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-3-(trifluoromethyl)benzamide
0.06
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-2,6-dimethoxybenzamide
0.082
-
 pH 8.5, 22°C Escherichia coli 3,5-diamino-N-(2-hydrazino-2-oxoethyl)benzamide
0.2
-
 pH 8.5, 22°C Escherichia coli 4-chloro-N-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]benzamide
0.5
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-2-naphthalen-1-ylacetamide
0.56
-
 pH 8.5, 22°C Escherichia coli 3-amino-N-(2-hydrazino-2-oxoethyl)naphthalene-2-carboxamide