Incorporation of Aza-Glycine into Collagen Peptides.


Journal

The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R

Informations de publication

Date de publication:
07 02 2020
Historique:
pubmed: 15 11 2019
medline: 24 6 2021
entrez: 15 11 2019
Statut: ppublish

Résumé

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.

Identifiants

pubmed: 31724856
doi: 10.1021/acs.joc.9b02539
doi:

Substances chimiques

Amino Acids 0
Peptides 0
Collagen 9007-34-5
Glycine TE7660XO1C

Types de publication

Journal Article Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S.

Langues

eng

Sous-ensembles de citation

IM

Pagination

1706-1711

Commentaires et corrections

Type : ErratumIn

Auteurs

Samuel D Melton (SD)

Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.

Mason S Smith (MS)

Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.

David M Chenoweth (DM)

Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.

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Classifications MeSH