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Literature summary extracted from

  • Mahapatra, A.; Mativandlela, S.P.; Binneman, B.; Fourie, P.B.; Hamilton, C.J.; Meyer, J.J.; van der Kooy, F.; Houghton, P.; Lall, N.
    Activity of 7-methyljuglone derivatives against Mycobacterium tuberculosis and as subversive substrates for mycothiol disulfide reductase (2007), Bioorg. Med. Chem., 15, 7638-7646.
    View publication on PubMed

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.8.1.15 0.118
-
 diospyrin pH 7.6, 30°C Mycobacterium tuberculosis
1.8.1.15 0.142
-
 8-chloro-5-methoxy-7-methyl-1,4-naphthoquinone pH 7.6, 30°C Mycobacterium tuberculosis
1.8.1.15 0.308
-
 neodiospyrin pH 7.6, 30°C Mycobacterium tuberculosis
1.8.1.15 0.732
-
 menadione pH 7.6, 30°C Mycobacterium tuberculosis
1.8.1.15 1.088
-
 juglone pH 7.6, 30°C Mycobacterium tuberculosis
1.8.1.15 2.365
-
 7-methyljuglone pH 7.6, 30°C Mycobacterium tuberculosis

Organism

EC Number Organism UniProt Comment Textmining
1.8.1.15 Mycobacterium tuberculosis
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.8.1.15 7-methyljuglone + NADPH potent subversive substrate Mycobacterium tuberculosis ?
-
 ?
1.8.1.15 8-chloro-5-methoxy-7-methyl-1,4-naphthoquinone + NADPH
-
 Mycobacterium tuberculosis ?
-
 ?
1.8.1.15 diospyrin + NADPH subversive substrate Mycobacterium tuberculosis ?
-
 ?
1.8.1.15 juglone + NADPH subversive substrate Mycobacterium tuberculosis ?
-
 ?
1.8.1.15 menadione + NADPH subversive substrate Mycobacterium tuberculosis ?
-
 ?
1.8.1.15 additional information many naphthoquinones operate as subversive substrates. The native functions of these enzyme involves the NADPH-dependent reduction of disulfide bonds in the substrate. The enzyme-mediated toxicity of quinones/naphthoquinones is a consequence of their enzymatic reduction to semiquinone radicals. The naphthoquinone is then regenerated via the concomitant reduction of oxygen to toxic superoxide anion radicals. In this manner the naphthoquinone substrate is regenerated and the futile redox cycle continues Mycobacterium tuberculosis ?
-
 ?
1.8.1.15 neodiospyrin + NADPH subversive substrate Mycobacterium tuberculosis ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.8.1.15 MTR
-
 Mycobacterium tuberculosis
1.8.1.15 mycothiol disulfide reductase
-
 Mycobacterium tuberculosis

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.8.1.15 0.033
-
 diospyrin pH 7.6, 30°C Mycobacterium tuberculosis
1.8.1.15 0.063
-
 neodiospyrin pH 7.6, 30°C Mycobacterium tuberculosis
1.8.1.15 0.254
-
 7-methyljuglone pH 7.6, 30°C Mycobacterium tuberculosis
1.8.1.15 0.324
-
 juglone pH 7.6, 30°C Mycobacterium tuberculosis
1.8.1.15 0.435
-
 8-chloro-5-methoxy-7-methyl-1,4-naphthoquinone pH 7.6, 30°C Mycobacterium tuberculosis
1.8.1.15 0.483
-
 menadione pH 7.6, 30°C Mycobacterium tuberculosis

Cofactor

EC Number Cofactor Comment Organism Structure
1.8.1.15 NADPH
-
 Mycobacterium tuberculosis