Synthesis of glycosylated 5-hydroxylysine, an important amino acid present in collagen-like proteins such as adiponectin

Org Biomol Chem. 2012 Feb 14;10(6):1137-44. doi: 10.1039/c1ob06394d. Epub 2012 Jan 4.


The synthesis of naturally occurring glycosylated (2S,5R)-hydroxylysine still remains a challenge. This perspective highlights the importance of this post-translationally modified amino acid residue in the observed bioactivity of collagen and related collagen-like proteins such as adiponectin, an important target for the treatment of type II diabetes. Strategies employed to date for the syntheses of (2S,5R)-hydroxylysine and the methods to effect glycosylation of this modified amino acid are also summarized herein.

MeSH terms

  • Adiponectin / chemistry*
  • Glycosylation
  • Hydroxylysine / analogs & derivatives*
  • Hydroxylysine / chemical synthesis*
  • Hydroxylysine / chemistry
  • Molecular Conformation
  • Stereoisomerism


  • Adiponectin
  • Hydroxylysine