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Literature summary 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

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
4.4.1.13 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

EC Number Inhibitors Comment Organism Structure
4.4.1.13 1-(4-chlorophenyl)-3-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]urea reversible inhibition Escherichia coli
4.4.1.13 1-[3-(3,4-dichlorophenyl)isoxazol-5-yl]-2-[(4-thiophen-2-ylpyrimidin-2-yl)sulfanyl]ethanone reversible inhibition Escherichia coli
4.4.1.13 2,3,5-trifluoro-N-(2-hydrazino-2-oxoethyl)-4-methoxybenzamide only poor inhibitor Escherichia coli
4.4.1.13 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
4.4.1.13 3,3,3-trifluoro-N-(2-methylphenyl)-2-(trifluoromethyl)propanamide reversible inhibition Escherichia coli
4.4.1.13 3,4-dichlorobenzenesulfonohydrazide known to interact with the cofactor of PLP enzymes Escherichia coli
4.4.1.13 3,5-diamino-N-(2-hydrazino-2-oxoethyl)benzamide
-
 Escherichia coli
4.4.1.13 3-amino-N-(2-hydrazino-2-oxoethyl)naphthalene-2-carboxamide only poor inhibitor Escherichia coli
4.4.1.13 4-chloro-N-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]benzamide reversible inhibition Escherichia coli
4.4.1.13 4-methylbenzenesulfonohydrazide known to interact with the cofactor of PLP enzymes Escherichia coli
4.4.1.13 5-aminonaphthalene-1-sulfonohydrazide known to interact with the cofactor of PLP enzymes Escherichia coli
4.4.1.13 5-chlorothiophene-2-sulfonohydrazide known to interact with the cofactor of PLP enzymes Escherichia coli
4.4.1.13 5-pyridin-2-ylthiophene-2-sulfonohydrazide known to interact with the cofactor of PLP enzymes Escherichia coli
4.4.1.13 diphenyl 9-(dicyanomethylidene)-4,5-dinitro-9H-fluorene-2,7-disulfonate reversible inhibition Escherichia coli
4.4.1.13 N-(2-hydrazino-2-oxoethyl)-2,6-dimethoxybenzamide
-
 Escherichia coli
4.4.1.13 N-(2-hydrazino-2-oxoethyl)-2-(trifluoromethyl)benzamide
-
 Escherichia coli
4.4.1.13 N-(2-hydrazino-2-oxoethyl)-2-naphthalen-1-ylacetamide
-
 Escherichia coli
4.4.1.13 N-(2-hydrazino-2-oxoethyl)-2-nitrobenzamide known to interact with the cofactor of PLP enzymes Escherichia coli
4.4.1.13 N-(2-hydrazino-2-oxoethyl)-3,5-dinitrobenzamide
-
 Escherichia coli
4.4.1.13 N-(2-hydrazino-2-oxoethyl)-3-(trifluoromethyl)benzamide
-
 Escherichia coli
4.4.1.13 N-(2-hydrazino-2-oxoethyl)-4-(trifluoromethyl)benzamide
-
 Escherichia coli
4.4.1.13 N-(2-hydrazino-2-oxoethyl)-4-nitrobenzamide
-
 Escherichia coli
4.4.1.13 N-[4-(hydrazinosulfonyl)benzyl]acetamide known to interact with the cofactor of PLP enzymes Escherichia coli

Organism

EC Number Organism UniProt Comment Textmining
4.4.1.13 Escherichia coli P06721
-
-
4.4.1.13 Salmonella enterica
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.4.1.13
-
 Salmonella enterica
4.4.1.13
-
 Escherichia coli

Substrates and Products (Substrate)

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

Subunits

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

Synonyms

EC Number Synonyms Comment Organism
4.4.1.13 cystathionine beta-lyase
-
 Salmonella enterica
4.4.1.13 cystathionine beta-lyase
-
 Escherichia coli

Cofactor

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

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
4.4.1.13 0.000079
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-2-(trifluoromethyl)benzamide
4.4.1.13 0.00028
-
 pH 8.5, 22°C Escherichia coli 3,3,3-trifluoro-N-(2-methylphenyl)-2-(trifluoromethyl)propanamide
4.4.1.13 0.00053
-
 pH 8.5, 22°C Escherichia coli 2-bromobenzyl (9Z)-9-(hydroxyimino)-2,7-dinitro-9H-fluorene-4-carboxylate
4.4.1.13 0.00065
-
 pH 8.5, 22°C Escherichia coli 2,3,5-trifluoro-N-(2-hydrazino-2-oxoethyl)-4-methoxybenzamide
4.4.1.13 0.0018
-
 pH 8.5, 22°C Escherichia coli 4-methylbenzenesulfonohydrazide
4.4.1.13 0.0022
-
 pH 8.5, 22°C Escherichia coli 3,4-dichlorobenzenesulfonohydrazide
4.4.1.13 0.0034
-
 pH 8.5, 22°C Escherichia coli 5-pyridin-2-ylthiophene-2-sulfonohydrazide
4.4.1.13 0.0045
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-2-nitrobenzamide
4.4.1.13 0.0059
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-3,5-dinitrobenzamide
4.4.1.13 0.006
-
 pH 8.5, 22°C Escherichia coli 5-aminonaphthalene-1-sulfonohydrazide
4.4.1.13 0.009
-
 pH 8.5, 22°C Escherichia coli diphenyl 9-(dicyanomethylidene)-4,5-dinitro-9H-fluorene-2,7-disulfonate
4.4.1.13 0.015
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-4-(trifluoromethyl)benzamide
4.4.1.13 0.016
-
 pH 8.5, 22°C Escherichia coli 1-(4-chlorophenyl)-3-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]urea
4.4.1.13 0.025
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-4-nitrobenzamide
4.4.1.13 0.034
-
 pH 8.5, 22°C Escherichia coli N-[4-(hydrazinosulfonyl)benzyl]acetamide
4.4.1.13 0.037
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-3-(trifluoromethyl)benzamide
4.4.1.13 0.06
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-2,6-dimethoxybenzamide
4.4.1.13 0.082
-
 pH 8.5, 22°C Escherichia coli 3,5-diamino-N-(2-hydrazino-2-oxoethyl)benzamide
4.4.1.13 0.2
-
 pH 8.5, 22°C Escherichia coli 4-chloro-N-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]benzamide
4.4.1.13 0.5
-
 pH 8.5, 22°C Escherichia coli N-(2-hydrazino-2-oxoethyl)-2-naphthalen-1-ylacetamide
4.4.1.13 0.56
-
 pH 8.5, 22°C Escherichia coli 3-amino-N-(2-hydrazino-2-oxoethyl)naphthalene-2-carboxamide