Bacillithiol is an antioxidant thiol produced in Bacilli

Nat Chem Biol. 2009 Sep;5(9):625-7. doi: 10.1038/nchembio.189. Epub 2009 Jul 5.

Abstract

Glutathione is a nearly ubiquitous, low-molecular-mass thiol and antioxidant, but it is conspicuously absent from most Gram-positive bacteria. We identify here the structure of bacillithiol, a newly described and abundant thiol produced by Bacillus species, Staphylococcus aureus and Deinococcus radiodurans. Bacillithiol is the alpha-anomeric glycoside of L-cysteinyl-D-glucosamine with L-malic acid and most probably functions as an antioxidant. Bacillithiol, like the structurally similar mycothiol, may serve as a substitute for glutathione.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology
  • Cysteine / analogs & derivatives*
  • Cysteine / chemistry
  • Cysteine / isolation & purification
  • Cysteine / pharmacology
  • Deinococcus / metabolism*
  • Glucosamine / analogs & derivatives*
  • Glucosamine / chemistry
  • Glucosamine / isolation & purification
  • Glucosamine / pharmacology
  • Glutathione / chemistry
  • Glutathione / pharmacology
  • Models, Molecular
  • Molecular Structure
  • Staphylococcus aureus / metabolism*
  • Sulfhydryl Compounds / chemistry
  • Sulfhydryl Compounds / isolation & purification*
  • Sulfhydryl Compounds / pharmacology

Substances

  • Antioxidants
  • Sulfhydryl Compounds
  • bacillithiol
  • Glutathione
  • Cysteine
  • Glucosamine

Associated data

  • PubChem-Substance/81049156
  • PubChem-Substance/81049157
  • PubChem-Substance/81049158
  • PubChem-Substance/81049159
  • PubChem-Substance/81049160
  • PubChem-Substance/81049161
  • PubChem-Substance/81049162
  • PubChem-Substance/81049163
  • PubChem-Substance/81049164
  • PubChem-Substance/81049165
  • PubChem-Substance/81049166
  • PubChem-Substance/81049167
  • PubChem-Substance/81049168
  • PubChem-Substance/81049169
  • PubChem-Substance/81049170