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Literature summary extracted from

  • Lamprecht, D.A.; Muneri, N.O.; Eastwood, H.; Naidoo, K.J.; Strauss, E.; Jardine, A.
    An enzyme-initiated Smiles rearrangement enables the development of an assay of MshB, the GlcNAc-Ins deacetylase of mycothiol biosynthesis (2012), Org. Biomol. Chem., 10, 5278-5288.
    View publication on PubMed

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
3.5.1.103 Fe2+ the active site metal ion is coordinated to two histidine residues, His13 and His147, and an aspartate, Asp16 Mycobacterium tuberculosis
3.5.1.103 Zn2+ the active site metal ion is coordinated to two histidine residues, His13 and His147, and an aspartate, Asp16 Mycobacterium tuberculosis

Organism

EC Number Organism UniProt Comment Textmining
3.5.1.103 Mycobacterium tuberculosis P9WJN3
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Reaction

EC Number Reaction Comment Organism Reaction ID
3.5.1.103 1-O-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + H2O = 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + acetate proposed catalytic mechanism of MshB, overview. MshB uses a general acid-base mechanism in which Asp15 and His144 act as the general base and acid catalysts respectively, while Tyr142 plays a dynamic role that includes stabilization of the oxyanion intermediate Mycobacterium tuberculosis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.1.103 additional information structural analogues of N-acetyl-1-D-myo-inosityl-2-amino-2-deoxy-D-glucopyranoside in which the inosityl moiety is replaced by a chromophore are synthesized and evaluated as alternate substrates of MshB, assay method optimization for high-throughput measurements, molecular docking analysis of the MshB active site binding pocke, overview Mycobacterium tuberculosis ?
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3.5.1.103 N-acetyl-1-D-myo-inosityl-2-amino-2-deoxy-D-glucopyranoside + H2O molecular docking analysis of the MshB active site binding pocket, overview Mycobacterium tuberculosis 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + acetate
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3.5.1.103 N-acetyl-D-glucosamine + H2O commercially available alternate minimal substrate, MshB is 100fold less active towards this compound than toward the natural substrate Mycobacterium tuberculosis acetate + D-glucosamine
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Synonyms

EC Number Synonyms Comment Organism
3.5.1.103 GlcNAc-Ins deacetylase
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Mycobacterium tuberculosis
3.5.1.103 MshB
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Mycobacterium tuberculosis
3.5.1.103 N-acetyl-1-D-myo-inosityl-2-amino-2-deoxy-D-glucopyranoside deacetylase
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Mycobacterium tuberculosis

General Information

EC Number General Information Comment Organism
3.5.1.103 metabolism the enzyme is involved in the biosynthesis of mycothiol (MSH), a protective low molecular weight thiol present only in Mycobacterium tuberculosis and other actinomycetes Mycobacterium tuberculosis