Enhanced microwave-assisted method for on-bead disulfide bond formation: Synthesis of a-conotoxin MII

A novel enhanced microwave-assisted disulfide bridge formation method has been developed. To optimize the synthesis of the biologically important bicyclic peptide -conotoxin MII (-CtxMII), several cyclization methods have been tested and are discussed herein. By using m.w.-assisted heating, we achie...

Full description

Saved in:
Bibliographic Details
Published inBiopolymers Vol. 92; no. 1; pp. 23 - 34
Main Authors Galanis, Athanassios S, Albericio, Fernando, Grotli, Morten
Format Journal Article
LanguageEnglish
Published 01.01.2009
Online AccessGet full text

Cover

More Information
Summary:A novel enhanced microwave-assisted disulfide bridge formation method has been developed. To optimize the synthesis of the biologically important bicyclic peptide -conotoxin MII (-CtxMII), several cyclization methods have been tested and are discussed herein. By using m.w.-assisted heating, we achieved high yields for the first loop cyclization of -CtxMII on-bead. This method has the advantage of avoiding intermolecular by-products during the cyclization step. Furthermore, the method gives higher yields compared with the common on-bead cyclization methods. The second disulfide bridge of -CtxMII was formed using a simple oxidation method after the cleavage of the intermediate monocyclic peptide from the resin. This method has the potential to be efficient for the synthesis of other disulfide rich biologically important peptides.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
content type line 23
ObjectType-Feature-2
ISSN:0006-3525
DOI:10.1002/bip.21116