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Synthesis and Controlled Polymerisation of a Novel Gramicidin S Analogue

✍ Scribed by Lee Ayres; Gijsbert M. Grotenbreg; Gijsbert A. van der Marel; Herman S. Overkleeft; Mark Overhand; Jan C. M. van Hest

Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
149 KB
Volume
26
Category
Article
ISSN
1022-1336

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✦ Synopsis

Abstract

Summary: The controlled polymerisation of a bulky, peptide‐based monomer was investigated. The cyclic β‐sheet forming decapeptide gramicidin S was modified with a methacrylate handle and subsequently polymerised via atom transfer radical polymerisation (ATRP), to yield a well‐defined gramicidin‐S‐containing polymer. The secondary structure of the peptide moiety was retained within the resulting polymer, as indicated by IR spectroscopy. This is the first example of the use of ATRP to create a synthetic polymer with a cyclic peptide as a side chain.

The gramicidin S based monomers synthesised here were then polymerised by ATRP.

imageThe gramicidin S based monomers synthesised here were then polymerised by ATRP.

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