Premium
Highly Efficient Synthesis of Covalently Cross‐Linked Peptide Helices by Ring‐Closing Metathesis
Author(s) -
Blackwell Helen E.,
Grubbs Robert H.
Publication year - 1998
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19981217)37:23<3281::aid-anie3281>3.0.co;2-v
Subject(s) - covalent bond , ring closing metathesis , metathesis , olefin metathesis , peptide , chemistry , stereochemistry , combinatorial chemistry , ring (chemistry) , amino acid , salt metathesis reaction , side chain , organic chemistry , polymerization , biochemistry , polymer
Olefin metathesis has been successfully applied to the synthesis of macrocyclic helical peptides [Eq. (a)]. Carbon–carbon bond tethers between amino acid side chains were introduced by ring‐closing metathesis. This macrocyclization protocol is a novel and mild procedure for introducing nonnative covalent cross‐links into peptide helices.