Synthesis of a C-Terminal Thioester Derivative of the Lipopeptide Pam2CSKKKKG using Fmoc SPPS

Brimble, Margaret; Harris, Paul; Dunbar, Peter; Kent, S

dc.contributor.author	Brimble, Margaret	en
dc.contributor.author	Harris, Paul	en
dc.contributor.author	Dunbar, Peter	en
dc.contributor.author	Kent, S	en
dc.date.accessioned	2011-09-19T21:51:11Z	en
dc.date.issued	2007	en
dc.identifier.citation	Synlett 2007(5):0713-0716	en
dc.identifier.issn	0936-5214	en
dc.identifier.uri	http://hdl.handle.net/2292/8151	en
dc.description.abstract	Attempted preparation of the immunoadjuvant lipopeptide Pam2CysSKKKKG by Boc SPPS resulted in unexpected cleavage of the palmitoyl esters during HF-mediated cleavage from the resin. An alternative strategy using a combination of a sulfonamide linker, Fmoc SPPS and milder deprotection conditions afford the requisite peptide with the palmitoyl groups intact.	en
dc.language	EN	en
dc.publisher	GEORG THIEME VERLAG KG	en
dc.relation.ispartofseries	Synlett	en
dc.rights	Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from http://www.sherpa.ac.uk/romeo/issn/0936-5214/	en
dc.rights.uri	https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm	en
dc.subject	Pam(2)Cys	en
dc.subject	Boc SPPS	en
dc.subject	thioester	en
dc.subject	HF	en
dc.subject	Fmoc SPPS	en
dc.subject	NATIVE CHEMICAL LIGATION	en
dc.subject	SOLID-PHASE SYNTHESIS	en
dc.subject	PEPTIDE-SYNTHESIS	en
dc.subject	PROTEINS	en
dc.subject	VACCINE	en
dc.subject	CELL	en
dc.title	Synthesis of a C-Terminal Thioester Derivative of the Lipopeptide Pam2CSKKKKG using Fmoc SPPS	en
dc.type	Journal Article	en
dc.identifier.doi	10.1055/s-2007-970759	en
pubs.issue	5	en
pubs.begin-page	0713	en
pubs.volume	2007	en
dc.rights.holder	Copyright: Georg Thieme Verlag Stuttgart, New York	en
pubs.end-page	0716	en
dc.rights.accessrights	http://purl.org/eprint/accessRights/RestrictedAccess	en
pubs.subtype	Article	en
pubs.elements-id	74014	en
pubs.org-id	Science	en
pubs.org-id	Biological Sciences	en
pubs.org-id	Chemistry	en
pubs.org-id	Science Research	en
pubs.org-id	Maurice Wilkins Centre (2010-2014)	en
pubs.record-created-at-source-date	2010-09-01	en