The role of cep15 in the biosynthesis of chloroeremomycin: reactivation of an ancestral catalytic function

Chem Biol. 2008 May;15(5):476-84. doi: 10.1016/j.chembiol.2008.03.019.

Abstract

The gene clusters of several glycopeptides contain genes that encode COG2120 domain zinc-dependent N-acetylglucosaminyl deacetylases. Recently, a COG2120 protein encoded in the chloroeremomycin gene cluster, Cep15, has been postulated to possess nucleotidyltransferase activity. Here, we demonstrate that Cep15 possesses no catalytic activity and does not have a clear role in chloroeremomycin biosynthesis. This result strongly suggests that cep15 and bal2 are evolutionary artifacts and may be pseudogenes. Comparative sequence analysis with the closely related active Orf2* deacetylase (teicoplanin biosynthesis) reveals an asparagine in place of a metal-binding histidine in the "pseudo-active site" of Cep15. Substitution of this histidine by asparagine in Orf2* abolishes deacetylase activity. Remarkably, the Cep15 N164H mutant is an active deacetylase. To our knowledge, this is the first example of reactivating an ancestral enzymatic role for a bacterial protein by point mutagenesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Catalysis
  • Chromatography, High Pressure Liquid
  • Histone Deacetylases / chemistry
  • Histone Deacetylases / metabolism
  • Mass Spectrometry
  • Models, Molecular
  • Molecular Sequence Data
  • Multigene Family
  • Protein Conformation
  • Sequence Homology, Amino Acid
  • Vancomycin / analogs & derivatives*
  • Vancomycin / biosynthesis

Substances

  • chloroeremomycin
  • Vancomycin
  • Histone Deacetylases