A safety catch linker for Fmoc-based assembly of constrained cyclic peptides

Ravn, J, Bourne, GT and Smythe, ML (2005) A safety catch linker for Fmoc-based assembly of constrained cyclic peptides. Journal of Peptide Science, 11 9: 572-578. doi:10.1002/psc.651


Author Ravn, J
Bourne, GT
Smythe, ML
Title A safety catch linker for Fmoc-based assembly of constrained cyclic peptides
Journal name Journal of Peptide Science   Check publisher's open access policy
ISSN 1075-2617
Publication date 2005-01-01
Sub-type Article (original research)
DOI 10.1002/psc.651
Volume 11
Issue 9
Start page 572
End page 578
Total pages 7
Place of publication Chichester
Publisher John Wiley & Sons Ltd
Language eng
Subject C1
250301 Organic Chemical Synthesis
780103 Chemical sciences
Abstract A new safety-catch linker for Fmoc solid-phase peptide synthesis of cyclic peptides is reported. The linear precursors were assembled on a tert-butyl protected catechol derivative using optimized conditions for Fmoc-removal. After activation of the linker using TFA, neutralization of the N-terminal amine induced cyclization with concomitant cleavage from the resin yielding the cyclic peptides in DMF solution. Several constrained cyclic peptides were synthesized in excellent yields and purities. Copyright (c) 2005 European Peptide Society and John Wiley & Sons, Ltd.
Keyword Cyclic Peptides
Safety-catch Linker
Combinatorial Chemistry
Biochemistry & Molecular Biology
Chemistry, Analytical
Solid-phase Synthesis
General-base
Combinatorial Synthesis
Privileged Structures
Catalyzed Hydrolysis
Biosynthesis Operon
Ester Hydrolysis
Turn Mimetics
Cyclization
Somatostatin
Q-Index Code C1

 
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Created: Wed, 15 Aug 2007, 15:54:57 EST