Synthesis of Deuterium Labelled L- And D-glutamate Semialdehydes and Their Evaluation as Substrates for Carboxymethylproline Synthase (CarB)--implications for Carbapenem Biosynthesis

Chem Commun (Camb). 2005 Mar 7;(9):1155-7. doi: 10.1039/b416423g. Epub 2005 Jan 13.

Abstract

Carboxymethylproline synthase was shown to condense L-glutamate semialdehyde with malonyl-coenzyme A to produce (2S,5S)-carboxymethylproline, while incubation of D-glutamate semialdehyde results only in uncoupled turnover of malonyl-CoA.

Publication types

  • Evaluation Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Carbapenems / biosynthesis*
  • Carbon-Carbon Lyases / metabolism*
  • Deuterium / chemistry*
  • Glutamic Acid / chemistry*
  • Isotope Labeling
  • Molecular Structure
  • Stereoisomerism

Substances

  • Aldehydes
  • Carbapenems
  • Glutamic Acid
  • Deuterium
  • Carbon-Carbon Lyases
  • carboxymethylproline synthase