Efficient methodology for the cyclization of linear peptide libraries via intramolecular S-alkylation using Multipin™ solid phase peptide synthesis

Methodology is described here for the efficient parallel synthesis and cyclization of linear peptide libraries using intramolecular S‐alkylation chemistry in combination with Multipin™ solid phase peptide synthesis (Multipin™ SPPS). The effective use of this methodology was demonstrated with the syn...

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Bibliographic Details
Published in:Journal of peptide science 2006-08, Vol.12 (8), p.525-532
Main Authors: Roberts, Kade D., Lambert, John N., Ede, Nicholas J., Bray, Andrew M.
Format: Article
Language:English
Subjects:
Alkylation
Amino Acid Sequence
Chromatography, Liquid
Combinatorial Chemistry Techniques - methods
cyclic peptides
cyclic thioethers
Cyclization
cyclization of linear peptides
Mass Spectrometry
Molecular Structure
Multipin™ solid phase peptide synthesis
peptide libraries
Peptide Library
Peptides, Cyclic - chemical synthesis
Peptides, Cyclic - chemistry
Reproducibility of Results
S-alkylation
SynPhase
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Description
Summary:Methodology is described here for the efficient parallel synthesis and cyclization of linear peptide libraries using intramolecular S‐alkylation chemistry in combination with Multipin™ solid phase peptide synthesis (Multipin™ SPPS). The effective use of this methodology was demonstrated with the synthesis of a 72‐member combinatorial library of cyclic thioether peptide derivatives of the conserved four‐residue structural motif DD/EXK found in the active sites of the five crystallographically defined orthodox type II restriction endonucleases, EcoRV, EcoRI, PvuII, BamHI and BglI. Copyright © 2006 European Peptide Society and John Wiley & Sons, Ltd.
ISSN:1075-2617
1099-1387
DOI:10.1002/psc.761