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. 1998 Dec 17;37(23):3281-3284.
doi: 10.1002/(SICI)1521-3773(19981217)37:23<3281::AID-ANIE3281>3.0.CO;2-V.

Highly Efficient Synthesis of Covalently Cross-Linked Peptide Helices by Ring-Closing Metathesis

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Highly Efficient Synthesis of Covalently Cross-Linked Peptide Helices by Ring-Closing Metathesis

Helen E Blackwell et al. Angew Chem Int Ed Engl. .

Abstract

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.

Keywords: Carbene complexes; Helical structures; Macrocycles; Metathesis; Peptides.

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