4.7 Article

Incorporation of Aza-Glycine into Collagen Peptides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 3, Pages 1706-1711

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02539

Keywords

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Funding

  1. University of Pennsylvania
  2. National Science Foundation (Penn MRSEC Grant) [DMR-1720530]
  3. National Science Foundation [NSF MRI-0820996]

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Substitution of natural amino acids with their aza-amino acid counterparts in peptides has been a historically challenging prospect due to the diminished reactivity of the involved reagents. Current methods require lengthy reaction times or difficult synthetic strategies. Aza-glycine has proven to be a valuable tool in the design of triple-helix-forming collagen peptides. Herein, we describe a method for incorporation of aza-glycine in collagen peptides, and we apply the method to the synthesis of collagen peptides containing multiple aza-glycine residues.

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