Facile and Mild Synthesis of Linear and Cyclic Peptides via Thioesters

Thioester-mediated peptide bond formation has recently garnered a lot of attention, most notably in its relevance to condensation of large peptide fragments. Herein, a simple and general ligation method for the preparation of linear and cyclic peptides, starting from peptide thioester, mainly p-chlo...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 16; no. 15; pp. 3922 - 3925
Main Authors Agrigento, Paola, Albericio, Fernando, Chamoin, Sylvie, Dacquignies, Isabelle, Koc, Halil, Eberle, Martin
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 01.08.2014
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Esters
Molecular Structure
Peptides - chemical synthesis
Peptides - chemistry
Peptides, Cyclic - chemical synthesis
Peptides, Cyclic - chemistry
Physical Sciences
Science & Technology
Sulfur Compounds - chemistry
STAUDINGER LIGATION
AMINO-ACIDS
KINETICS
CHEMICAL LIGATION
GLYCOPROTEIN
PROTEINS
GLYCOPEPTIDES
CYCLIZATION
THIOACIDS
STRATEGIES
Online AccessGet full text

Cover

More Information
Summary:Thioester-mediated peptide bond formation has recently garnered a lot of attention, most notably in its relevance to condensation of large peptide fragments. Herein, a simple and general ligation method for the preparation of linear and cyclic peptides, starting from peptide thioester, mainly p-chlorophenyl, precursors is reported. The inherent advantages of this method are the low epimerization, reduced dimerization, use of mild reaction conditions, and elimination of superfluous coupling reagents.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol501669n