New stereoselective reaction of methylglyoxal with 2-aminopyridine and adenine derivatives: formation of imino acid-nucleic base derivatives in water under mild conditions

Chem Commun (Camb). 2002 May 21:(10):1114-5. doi: 10.1039/b201901a.

Abstract

A remarkable stereoselective reaction of methylglyoxal with 2-aminopyridine, the nucleic base adenine and adenine nucleosides leads in good yield to heterocycles of a new family in water under mild conditions and should be of interest in the understanding of the biological effects of methylglyoxal which is toxic, mutagenic and involved in diabetic complications.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenine / chemistry*
  • Aminopyridines / chemistry*
  • Imino Acids / chemistry*
  • Models, Molecular
  • Nucleic Acids / chemistry*
  • Pyruvaldehyde / chemistry*
  • Stereoisomerism
  • Water / chemistry

Substances

  • Aminopyridines
  • Imino Acids
  • Nucleic Acids
  • Water
  • Pyruvaldehyde
  • Adenine
  • alpha-aminopyridine