Synthesis of monolysyl advanced glycation endproducts and their incorporation into collagen model peptides

Org Lett. 2012 Nov 16;14(22):5740-3. doi: 10.1021/ol302745f. Epub 2012 Nov 1.

Abstract

The synthesis of advanced glycation endproducts (AGEs), CML, CEL, and pyrraline and their incorporation into collagen model peptides is reported. AGEs are modified amino acids that form on proteins such as collagen and are thought to play a significant role in the pathogenesis of many diseases, particularly diabetes. The synthesis and incorporation of these compounds into synthetic peptides is a key step in developing model systems with which to investigate AGE-modified proteins.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry
  • Collagen / chemistry
  • Glycation End Products, Advanced / chemical synthesis*
  • Glycation End Products, Advanced / chemistry
  • Glycosylation
  • Models, Molecular*
  • Molecular Structure
  • Peptides / chemistry
  • Pyrroles / chemistry

Substances

  • Amino Acids
  • Glycation End Products, Advanced
  • Peptides
  • Pyrroles
  • Collagen