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Combined Fmoc-Alloc strategy for a general solid phase synthesis of phosphoserine peptides

✍ Scribed by Gideon Shapiro; Dieter Büchler; Claudio Dalvit; Maria del Carmen Fernandez; Berta Gomez-Lor; Esteban Pombo-Villar; Urs Stauss; Robert Swoboda

Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
371 KB
Volume
6
Category
Article
ISSN
0960-894X

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✦ Synopsis

A building block method for the SPPS of serine phosphopeptides has been developed using a combination of Fmoc and Alloc strategies. AIIoc-Ser[PO(OCH2CH=CH2)2]-OH , prepared in a one-pot procedure from Alloe-Ser-OH, was introduced at the Nterminus of a sequence prepared by standard Fmoc-SPPS. Global cleavage of the allyl ester protecting groups followed by coupling ofa tripeptide fragment led to tau phosphopeptide, 1, which was not available by post assembly phosphorylation strategies and is an important epitope oftau phosphoprotein in Alzheimer's Disease.

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