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Literature summary extracted from

  • Rajput, V.S.; Mehra, R.; Kumar, S.; Nargotra, A.; Singh, P.P.; Khan, I.A.
    Screening of antitubercular compound library identifies novel shikimate kinase inhibitors of Mycobacterium tuberculosis (2016), Appl. Microbiol. Biotechnol., 100, 5415-5426.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.7.1.71 expressed in Escherichia coli BL21(DE3) cells Mycobacterium tuberculosis

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.7.1.71 (2E)-3-(4-hydroxy-3-methoxyphenyl)-2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]prop-2-enenitrile uncompetitive inhibition towards shikimate and competitive inhibition towards ATP Mycobacterium tuberculosis
2.7.1.71 (2E)-N-(3-acetylphenyl)-3-(4-nitrophenyl)prop-2-enamide non-competitive inhibition towards shikimate and competitive inhibition towards ATP Mycobacterium tuberculosis
2.7.1.71 (2E,5Z)-5-[4-(dimethylamino)benzylidene]-2-(2-oxo-2-phenylethylidene)-1,3-thiazolidin-4-one uncompetitive inhibition towards shikimate and competitive inhibition towards ATP Mycobacterium tuberculosis
2.7.1.71 2-[(4-aminophenyl)amino]-3-(piperidin-1-yl)naphthalene-1,4-dione non-competitive inhibition towards shikimate and competitive inhibition towards ATP Mycobacterium tuberculosis
2.7.1.71 5-[[(5-chloro-2-hydroxyphenyl)amino]methylidene]-2-thioxodihydropyrimidine-4,6(1H,5H)-dione uncompetitive inhibition towards shikimate and competitive inhibition towards ATP Mycobacterium tuberculosis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.7.1.71 0.1306
-
 ATP at pH 7.6 and 25°C Mycobacterium tuberculosis
2.7.1.71 0.3994
-
 shikimate at pH 7.6 and 25°C Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.7.1.71 ATP + shikimate Mycobacterium tuberculosis
-
 ADP + 3-phosphoshikimate
-
 ?
2.7.1.71 ATP + shikimate Mycobacterium tuberculosis H37Rv
-
 ADP + 3-phosphoshikimate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.7.1.71 Mycobacterium tuberculosis
-
-
-
2.7.1.71 Mycobacterium tuberculosis H37Rv
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.7.1.71 Ni-NTA column chromatography Mycobacterium tuberculosis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.7.1.71 ATP + shikimate
-
 Mycobacterium tuberculosis ADP + 3-phosphoshikimate
-
 ?
2.7.1.71 ATP + shikimate
-
 Mycobacterium tuberculosis H37Rv ADP + 3-phosphoshikimate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.7.1.71 AroK
-
 Mycobacterium tuberculosis

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.7.1.71 0.0051
-
 at pH 7.6 and 25°C Mycobacterium tuberculosis 5-[[(5-chloro-2-hydroxyphenyl)amino]methylidene]-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
2.7.1.71 0.00675
-
 at pH 7.6 and 25°C Mycobacterium tuberculosis 2-[(4-aminophenyl)amino]-3-(piperidin-1-yl)naphthalene-1,4-dione
2.7.1.71 0.00858
-
 at pH 7.6 and 25°C Mycobacterium tuberculosis (2E)-3-(4-hydroxy-3-methoxyphenyl)-2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]prop-2-enenitrile
2.7.1.71 0.00875
-
 at pH 7.6 and 25°C Mycobacterium tuberculosis (2E)-N-(3-acetylphenyl)-3-(4-nitrophenyl)prop-2-enamide
2.7.1.71 0.00968
-
 at pH 7.6 and 25°C Mycobacterium tuberculosis (2E,5Z)-5-[4-(dimethylamino)benzylidene]-2-(2-oxo-2-phenylethylidene)-1,3-thiazolidin-4-one

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.7.1.71 17
-
 shikimate at pH 7.6 and 25°C Mycobacterium tuberculosis
2.7.1.71 60
-
 ATP at pH 7.6 and 25°C Mycobacterium tuberculosis