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Literature summary extracted from

  • Hamilton, C.J.; Finlay, R.M.; Stewart, M.J.; Bonner, A.
    Mycothiol disulfide reductase: A continuous assay for slow time-dependent inhibitors (2009), Anal. Biochem., 388, 91-96.
    View publication on PubMed

Application

EC Number Application Comment Organism
1.8.1.15 molecular biology a DTNB-coupled assay is developed for time-dependent inhibition of Mycobacterium tubercolosis reductase employing a benzyl glycoside analogue of MSH, from which an efficient mixed disulfide substrate is chemically recycled in situ, thereby greatly reducing the substrate quantities needed for such assays Mycobacterium tuberculosis

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.8.1.15 expressed in Escherichia coli as a His-tagged fusion protein Mycobacterium tuberculosis

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.8.1.15 2-(5-bromo-2-methoxyphenyl)acrylonitrile time-dependent inhibitor Mycobacterium tuberculosis
1.8.1.15 DMSO in the presence of 4% (v/v) DMSO, Mycobacterium tubercolosis reductase activity is reduced by only 10%. It is recommended that the DMSO content in sets of inhibition assays should be kept at a constant with 4% (v/v) DMSO as the upper limit Mycobacterium tuberculosis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.8.1.15 0.113
-
 mycothione
-
 Mycobacterium tuberculosis
1.8.1.15 0.268
-
 5-(benzyl 2-(N-acetyl-L-cysteinyl) amino-2-deoxy-alpha-D-glucopyranoside)-dithio-2-nitrobenzoate
-
 Mycobacterium tuberculosis
1.8.1.15 0.438
-
 benzyl 2-(N-acetyl-L-cysteinyl) amino-2-deoxy-alpha-D-glucopyranoside disulfide
-
 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 5-(benzyl 2-(-N-acetyl-L-cysteinyl) amino-2-deoxy-alpha-D-glucopyranoside)-dithio-2-nitrobenzoate + NADPH a 5,5'-dithiobis-2-nitrobenzoic acid (DTNB)-coupled assay is developed. The mixed disulfide substrate liberates one molecule of TNB on NADPH-dependent reduction by Mycobacterium tubercolosis reductase. The liberated mycothiol analogue then reacts with DTNB to regenerate the mixed disulfide substrate and another molecule of TNB. Reaction progress can be measured by the increase in absorbance (412 nm) from the two molecules of TNB produced per turn of this catalytic cycle Mycobacterium tuberculosis ?
-
 ?
1.8.1.15 benzyl 2-(N-acetyl-L-cysteinyl)amino-2-deoxy-alpha-D-glucopyranoside disulfide + NADPH
-
 Mycobacterium tuberculosis ?
-
 ?
1.8.1.15 dimeric mycothiol disulfide + NADPH
-
 Mycobacterium tuberculosis 2 mycothione + H+
-
 ?

Synonyms

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

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.8.1.15 30
-
 assay at 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 37
-
 benzyl 2-(N-acetyl-L-cysteinyl) amino-2-deoxy-alpha-D-glucopyranoside disulfide
-
 Mycobacterium tuberculosis
1.8.1.15 69
-
 mycothione
-
 Mycobacterium tuberculosis
1.8.1.15 115
-
 5-(benzyl 2-(N-acetyl-L-cysteinyl) amino-2-deoxy-alpha-D-glucopyranoside)-dithio-2-nitrobenzoate
-
 Mycobacterium tuberculosis

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.8.1.15 7.6
-
 assay at Mycobacterium tuberculosis

Cofactor

EC Number Cofactor Comment Organism Structure
1.8.1.15 NADPH
-
 Mycobacterium tuberculosis

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.8.1.15 1.11
-
 2-(5-bromo-2-methoxyphenyl)acrylonitrile kinact: 0.22/min Mycobacterium tuberculosis

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.8.1.15 0.09
-
 benzyl 2-(N-acetyl-L-cysteinyl) amino-2-deoxy-alpha-D-glucopyranoside disulfide
-
 Mycobacterium tuberculosis
1.8.1.15 0.427
-
 5-(benzyl 2-(N-acetyl-L-cysteinyl) amino-2-deoxy-alpha-D-glucopyranoside)-dithio-2-nitrobenzoate
-
 Mycobacterium tuberculosis
1.8.1.15 0.61
-
 mycothione
-
 Mycobacterium tuberculosis