Carboxymethylproline synthase catalysed syntheses of functionalised N-heterocycles

Chem Commun (Camb). 2010 Mar 7;46(9):1413-5. doi: 10.1039/b924519g. Epub 2010 Jan 12.

Abstract

The utility of wild-type and variant carboxymethylproline synthases for biocatalysis was demonstrated by preparing functionalised 5-, 6- and 7-membered N-heterocycles from amino acid aldehydes and (alkylated) malonyl-coenzyme A derivatives; the N-heterocycles produced were converted to the corresponding bicyclic beta-lactams by a carbapenem synthetase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry
  • Binding Sites
  • Biocatalysis
  • Carbon-Carbon Lyases / metabolism*
  • Carbon-Nitrogen Ligases / metabolism
  • Crystallography, X-Ray
  • Heterocyclic Compounds / chemistry
  • Heterocyclic Compounds / metabolism*
  • Malonyl Coenzyme A / chemistry
  • Protein Conformation
  • beta-Lactams / chemistry
  • beta-Lactams / metabolism

Substances

  • Aldehydes
  • Heterocyclic Compounds
  • beta-Lactams
  • Malonyl Coenzyme A
  • Carbon-Carbon Lyases
  • carboxymethylproline synthase
  • Carbon-Nitrogen Ligases
  • carbapenam synthetase