Reductive cleavage of S-adenosylmethionine by biotin synthase from Escherichia coli

J Biol Chem. 2002 Apr 19;277(16):13449-54. doi: 10.1074/jbc.M111324200. Epub 2002 Feb 7.

Abstract

Biotin synthase (BioB) catalyzes the insertion of a sulfur atom between the C6 and C9 carbons of dethiobiotin. Reconstituted BioB from Escherichia coli contains a [4Fe-4S](2+/1+) cluster thought to be involved in the reduction and cleavage of S-adenosylmethionine (AdoMet), generating methionine and the reactive 5'-deoxyadenosyl radical responsible for dethiobiotin H-abstraction. Using EPR and Mössbauer spectroscopy as well as methionine quantitation we demonstrate that the reduced S = 1/2 [4Fe-4S](1+) cluster is indeed capable of injecting one electron into AdoMet, generating one equivalent of both methionine and S = 0 [4Fe-4S](2+) cluster. Dethiobiotin is not required for the reaction. Using site-directed mutagenesis we show also that, among the eight cysteines of BioB, only three (Cys-53, Cys-57, Cys-60) are essential for AdoMet reductive cleavage, suggesting that these cysteines are involved in chelation of the [4Fe-4S](2+/1+) cluster.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Biotin / analogs & derivatives*
  • Biotin / chemistry
  • Cysteine / chemistry
  • Electron Spin Resonance Spectroscopy
  • Escherichia coli / enzymology*
  • Kinetics
  • Methionine / chemistry
  • Models, Chemical
  • Mutation
  • S-Adenosylmethionine / chemistry*
  • S-Adenosylmethionine / pharmacology*
  • Spectroscopy, Mossbauer
  • Sulfurtransferases / chemistry
  • Sulfurtransferases / metabolism*
  • Time Factors

Substances

  • Biotin
  • desthiobiotin
  • S-Adenosylmethionine
  • Methionine
  • Sulfurtransferases
  • biotin synthetase
  • Cysteine