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Literature summary for 1.3.1.9 extracted from

  • Stec, J.; Vilcheze, C.; Lun, S.; Perryman, A.L.; Wang, X.; Freundlich, J.S.; Bishai, W.; Jacobs, W.R.; Kozikowski, A.P.
    Biological evaluation of potent triclosan-derived inhibitors of the enoyl-acyl carrier protein reductase InhA in drug-sensitive and drug-resistant strains of Mycobacterium tuberculosis (2014), ChemMedChem, 9, 2528-2537.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.3.1.9

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli BL21 cells Mycobacterium tuberculosis

Inhibitors

Inhibitors Comment Organism Structure
1-[4-(2,4-dichlorophenoxy)-3-hydroxyphenyl]-2-phenylethan-1-one
-
 Mycobacterium tuberculosis
1-[4-(2,4-dichlorophenoxy)-3-hydroxyphenyl]propan-1-one
-
 Mycobacterium tuberculosis
2-(2,4-dichlorophenoxy)-5-(hexylamino)phenol 73% inhibition at 1 mM Mycobacterium tuberculosis
2-(2,4-dichlorophenoxy)-5-[(1H-1,2,3-triazol-1-yl)methyl]phenol 97% inhibition at 1 mM Mycobacterium tuberculosis
2-(2,4-dichlorophenoxy)-5-[5-(trimethylsilyl)-1,2-oxazol-3-yl]phenol complete inhibition at 1 mM Mycobacterium tuberculosis
2-{4-[(4-benzyl-1H-1,2,3-triazol-1-yl)methyl]-2-chlorophenoxy}-5-chlorophenol
-
 Mycobacterium tuberculosis
2-{4-[(4-butyl-1H-1,2,3-triazol-1-yl)methyl]-2-chlorophenoxy}-5-chlorophenol
-
 Mycobacterium tuberculosis
2-{4-[(5-benzyl-1,2-oxazol-3-yl)methyl]-2-chlorophenoxy}-5-chlorophenol
-
 Mycobacterium tuberculosis
2-{4-[(5-butyl-1,2-oxazol-3-yl)methyl]-2-chlorophenoxy}-5-chlorophenol
-
 Mycobacterium tuberculosis
2-{4-[(benzylamino)methyl]-2-chlorophenoxy}-5-chlorophenol
-
 Mycobacterium tuberculosis
4-(2,4-dichlorophenoxy)-3-hydroxybenzonitrile 97% inhibition at 1 mM Mycobacterium tuberculosis
4-(2,4-dichlorophenoxy)-N-hexyl-3-hydroxybenzamide
-
 Mycobacterium tuberculosis
5-(5-benzyl-1,2-oxazol-3-yl)-2-(2,4-dichlorophenoxy)phenol
-
 Mycobacterium tuberculosis
5-(5-butyl-1,2-oxazol-3-yl)-2-(2,4-dichlorophenoxy)phenol
-
 Mycobacterium tuberculosis
5-(benzylamino)-2-(2,4-dichlorophenoxy)phenol 25% inhibition at 1 mM Mycobacterium tuberculosis
5-(cyclohexylamino)-2-(2,4-dichlorophenoxy)phenol 12.5% inhibition at 1 mM Mycobacterium tuberculosis
5-benzyl-N-{[3-chloro-4-(4-chloro-2-hydroxyphenoxy)phenyl]methyl}-1,2-oxazole-3-carboxamide
-
 Mycobacterium tuberculosis
5-chloro-2-{2-chloro-4-[(1H-1,2,3-triazol-1-yl)methyl]phenoxy}phenol
-
 Mycobacterium tuberculosis
5-chloro-2-{2-chloro-4-[(hexylamino)methyl]phenoxy}phenol 38% inhibition at 1 mM Mycobacterium tuberculosis
5-[(4-benzyl-1H-1,2,3-triazol-1-yl)methyl]-2-(2,4-dichlorophenoxy)phenol
-
 Mycobacterium tuberculosis
5-[(4-butyl-1H-1,2,3-triazol-1-yl)methyl]-2-(2,4-dichlorophenoxy)phenol 98% inhibition at 1 mM Mycobacterium tuberculosis
N,N-dibutyl-4-(2,4-dichlorophenoxy)-3-hydroxybenzamide
-
 Mycobacterium tuberculosis
N-benzyl-4-(2,4-dichlorophenoxy)-3-hydroxybenzamide
-
 Mycobacterium tuberculosis
N-{[3-chloro-4-(4-chloro-2-hydroxyphenoxy)phenyl]methyl}-2-(3-methyl-1,2-oxazol-5-yl)acetamide
-
 Mycobacterium tuberculosis
N-{[3-chloro-4-(4-chloro-2-hydroxyphenoxy)phenyl]methyl}-5-methyl-1,2-oxazole-3-carboxamide
-
 Mycobacterium tuberculosis
N-{[4-(2,4-dichlorophenoxy)-3-hydroxyphenyl]methyl}-5-methyl-1,2-oxazole-3-carboxamide more than 80% inhibition at 1 mM Mycobacterium tuberculosis
triclosan 96% inhibition at 0.043 mM Mycobacterium tuberculosis
[4-(2,4-dichlorophenoxy)-3-hydroxyphenyl](morpholin-4-yl)methanone
-
 Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
an acyl-[acyl-carrier protein] + NAD+ Mycobacterium tuberculosis
-
 a trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+
-
 ?
an acyl-[acyl-carrier protein] + NAD+ Mycobacterium tuberculosis H37Rv
-
 a trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+
-
 ?

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis
-
-
-
Mycobacterium tuberculosis H37Rv
-
-
-

Purification (Commentary)

Purification (Comment) Organism
His-bind column chromatography and Sephadex G-25 gel filtration Mycobacterium tuberculosis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
an acyl-[acyl-carrier protein] + NAD+
-
 Mycobacterium tuberculosis a trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+
-
 ?
an acyl-[acyl-carrier protein] + NAD+
-
 Mycobacterium tuberculosis H37Rv a trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+
-
 ?
crotonyl-CoA + NADH + H+
-
 Mycobacterium tuberculosis butyryl-CoA + NAD+
-
 ?
crotonyl-CoA + NADH + H+
-
 Mycobacterium tuberculosis H37Rv butyryl-CoA + NAD+
-
 ?

Synonyms

Synonyms Comment Organism
enoyl-ACP reductase
-
 Mycobacterium tuberculosis
InhA
-
 Mycobacterium tuberculosis

Cofactor

Cofactor Comment Organism Structure
NADH
-
 Mycobacterium tuberculosis