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Literature summary for 5.1.1.1 extracted from

  • Anthony, K.G.; Strych, U.; Yeung, K.R.; Shoen, C.S.; Perez, O.; Krause, K.L.; Cynamon, M.H.; Aristoff, P.A.; Koski, R.A.
    New classes of alanine racemase inhibitors identified by high-throughput screening show antimicrobial activity against Mycobacterium tuberculosis (2011), PLoS ONE, 6, e20374.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 5.1.1.1

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli as an N-terminal polyhistidine fusion Mycobacterium tuberculosis

Inhibitors

Inhibitors Comment Organism Structure
(4R)-4-amino-3-isoxazolidinone
-
 Mycobacterium tuberculosis
1,1'-(2-oxido-1,2,5-oxadiazole-3,4-diyl)-bis (1-(2-thienyl))-methanone
-
 Mycobacterium tuberculosis
1-amino-cyclopropane phosphonate
-
 Mycobacterium tuberculosis
2-(2-hydroxyphenoxy)-N-methylacetamide
-
 Mycobacterium tuberculosis
2-(4,6-dimethyl-3-oxo-[1,2]thiazolo[5,4-b]pyridin-2-yl)-N-[2-(4-ethoxyphenyl)ethyl]acetamide
-
 Mycobacterium tuberculosis
2-(4-methoxyphenyl)-1-morpholin-4-ylethanethione
-
 Mycobacterium tuberculosis
2-(4-methylphenyl)-1-morpholin-4-ylethanethione
-
 Mycobacterium tuberculosis
2-(hydoxyimino)-6-methyl-2H-benzopyran-3-carboxamide
-
 Mycobacterium tuberculosis
2-(pyridin-3-ylcarbamothioyl sulfanyl)acetic acid
-
 Mycobacterium tuberculosis
2-N',2-N',7-N',7-N'-tetramethyl-9H-fluorene-2,7-disulfonohydrazide
-
 Mycobacterium tuberculosis
2-phenyl-1-piperidin-1-ylethanethione
-
 Mycobacterium tuberculosis
3,3-dihydroxy-1H-quinoline-2,4-dione
-
 Mycobacterium tuberculosis
5-chloro-N-(3-chloro-4-methoxyphenyl)-2-(methylsulfonyl)pyrimidine-4-carboxamide
-
 Mycobacterium tuberculosis
6-O-[3-chloro-4-(6-methoxycarbonylpyridine-2-carbonyl)oxyphenyl] 2-O-methyl pyridine-2,6-dicarboxylate
-
 Mycobacterium tuberculosis
alanine
-
 Mycobacterium tuberculosis
alanine phosphonate
-
 Mycobacterium tuberculosis
beta,beta,beta-trifluoroalanine
-
 Mycobacterium tuberculosis
beta-chloroalanine
-
 Mycobacterium tuberculosis
beta-fluoroalanine
-
 Mycobacterium tuberculosis
chloro-vinyl glycine
-
 Mycobacterium tuberculosis
D-cycloserine
-
 Mycobacterium tuberculosis
ethyl 3-(pyridin-2-ylthio)propanoate
-
 Mycobacterium tuberculosis
fluoro-alanine
-
 Mycobacterium tuberculosis
fluoro-vinyl glycine
-
 Mycobacterium tuberculosis
L-alanine phosphonic acid
-
 Mycobacterium tuberculosis
N',N',4-trimethylbenzenesulfonohydrazide
-
 Mycobacterium tuberculosis
N-benzyl-5-chloro-2-methylsulfonylpyrimidine-4-carboxamide
-
 Mycobacterium tuberculosis
N-hydroxy-2-(2-hydroxyphenoxy)acetamide
-
 Mycobacterium tuberculosis
O-carbamoyl-D-serine
-
 Mycobacterium tuberculosis

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Mycobacterium tuberculosis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
D-alanine
-
 Mycobacterium tuberculosis L-alanine
-
 ?

Synonyms

Synonyms Comment Organism
ALR
-
 Mycobacterium tuberculosis

Cofactor

Cofactor Comment Organism Structure
pyridoxal 5'-phosphate
-
 Mycobacterium tuberculosis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.02
-
 3,3-dihydroxy-1H-quinoline-2,4-dione in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis
0.038
-
 ethyl 3-(pyridin-2-ylthio)propanoate in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis
0.08
-
 2-phenyl-1-piperidin-1-ylethanethione in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis
0.086
-
 (4R)-4-amino-3-isoxazolidinone in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis
0.63
-
 N-benzyl-5-chloro-2-methylsulfonylpyrimidine-4-carboxamide in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis
0.68
-
 6-O-[3-chloro-4-(6-methoxycarbonylpyridine-2-carbonyl)oxyphenyl] 2-O-methyl pyridine-2,6-dicarboxylate in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis
0.76
-
 5-chloro-N-(3-chloro-4-methoxyphenyl)-2-(methylsulfonyl)pyrimidine-4-carboxamide in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis
0.93
-
 2-(4,6-dimethyl-3-oxo-[1,2]thiazolo[5,4-b]pyridin-2-yl)-N-[2-(4-ethoxyphenyl)ethyl]acetamide in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.001
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 6-O-[3-chloro-4-(6-methoxycarbonylpyridine-2-carbonyl)oxyphenyl] 2-O-methyl pyridine-2,6-dicarboxylate
0.0016
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 2-N',2-N',7-N',7-N'-tetramethyl-9H-fluorene-2,7-disulfonohydrazide
0.0026
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis ethyl 3-(pyridin-2-ylthio)propanoate
0.0028
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 2-(hydoxyimino)-6-methyl-2H-benzopyran-3-carboxamide
0.0033
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 2-(4-methoxyphenyl)-1-morpholin-4-ylethanethione
0.0049
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 1,1'-(2-oxido-1,2,5-oxadiazole-3,4-diyl)-bis (1-(2-thienyl))-methanone
0.0052
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 3,3-dihydroxy-1H-quinoline-2,4-dione
0.0057
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 2-(2-hydroxyphenoxy)-N-methylacetamide
0.006
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 2-phenyl-1-piperidin-1-ylethanethione
0.0065
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 2-(4-methylphenyl)-1-morpholin-4-ylethanethione
0.0068
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis N-benzyl-5-chloro-2-methylsulfonylpyrimidine-4-carboxamide
0.0077
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 2-(4,6-dimethyl-3-oxo-[1,2]thiazolo[5,4-b]pyridin-2-yl)-N-[2-(4-ethoxyphenyl)ethyl]acetamide
0.0082
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 5-chloro-N-(3-chloro-4-methoxyphenyl)-2-(methylsulfonyl)pyrimidine-4-carboxamide
0.0082
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis N-hydroxy-2-(2-hydroxyphenoxy)acetamide
0.009
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis N',N',4-trimethylbenzenesulfonohydrazide
0.0131
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis 2-(pyridin-3-ylcarbamothioyl sulfanyl)acetic acid
0.058
-
 in 100 mM Tris-Tricine, pH 8.5, temperature not specified in the publication Mycobacterium tuberculosis (4R)-4-amino-3-isoxazolidinone

General Information

General Information Comment Organism
physiological function alanine racemase plays an essential role in cell wall synthesis as it racemizes L-alanine into D-alanine, a key building block in the biosynthesis of peptidoglycan Mycobacterium tuberculosis