N-acetyl-1-D-myo-inositol-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase

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N-acetyl-1-D-myo-inositol-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase
Identifiers
EC no. 3.5.1.103
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N-acetyl-1-D-myo-inositol-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase (EC 3.5.1.103, MshB) is an enzyme with systematic name 1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol acetylhydrolase. [1] [2] [3] This enzyme catalyses the following chemical reaction

1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + H2O 1-(2-amino-2-deoxy-alpha-D-glucopyranoside)-1D-myo-inositol + acetate

This enzyme mediates the rate limiting step in the mycothiol biosynthesis pathway.

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<span class="mw-page-title-main">Mycothiol</span> Chemical compound

Mycothiol is an unusual thiol compound found in the Actinomycetota. It is composed of a cysteine residue with an acetylated amino group linked to glucosamine, which is then linked to inositol. The oxidized, disulfide form of mycothiol (MSSM) is called mycothione, and is reduced to mycothiol by the flavoprotein mycothione reductase. Mycothiol biosynthesis and mycothiol-dependent enzymes such as mycothiol-dependent formaldehyde dehydrogenase and mycothione reductase have been proposed to be good drug targets for the development of treatments for tuberculosis.

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Mycothiol synthase is an enzyme with systematic name acetyl-CoA:desacetylmycothiol O-acetyltransferase. This enzyme catalyses the following chemical reaction

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L-cysteine:1D-myo-inositol 2-amino-2-deoxy-alpha-D-glucopyranoside ligase is an enzyme with systematic name L-cysteine:1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol ligase (AMP-forming). This enzyme catalyses the following chemical reaction

References

  1. ↑ Rawat M, Kovacevic S, Billman-Jacobe H, Av-Gay Y (May 2003). "Inactivation of mshB, a key gene in the mycothiol biosynthesis pathway in Mycobacterium smegmatis". Microbiology. 149 (Pt 5): 1341–9. doi: 10.1099/mic.0.26084-0 . PMID   12724395.
  2. ↑ Newton GL, Av-Gay Y, Fahey RC (December 2000). "N-Acetyl-1-D-myo-inosityl-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase (MshB) is a key enzyme in mycothiol biosynthesis". Journal of Bacteriology. 182 (24): 6958–63. doi:10.1128/jb.182.24.6958-6963.2000. PMC   94821 . PMID   11092856.
  3. ↑ Maynes JT, Garen C, Cherney MM, Newton G, Arad D, Av-Gay Y, Fahey RC, James MN (November 2003). "The crystal structure of 1-D-myo-inosityl 2-acetamido-2-deoxy-alpha-D-glucopyranoside deacetylase (MshB) from Mycobacterium tuberculosis reveals a zinc hydrolase with a lactate dehydrogenase fold". The Journal of Biological Chemistry. 278 (47): 47166–70. doi: 10.1074/jbc.m308914200 . PMID   12958317.
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