Efficient Solid Phase Synthesis of Sulfotyrosine Peptides using a Sulfate Protecting Group Strategy

Faculty of Pharmacy

Assiut University

Efficient Solid Phase Synthesis of Sulfotyrosine Peptides using a Sulfate Protecting Group Strategy

Research Authors
Ahmed M. Ali and Scott D. Taylor
Research Department
Department of Medicinal Chemistry
Research Journal
Angewandte Chemie International Edition
Research Publisher
NULL
Research Rank
1
Research Vol
48
Research Website
DOI: 10.1002/anie.200805642
Research Year
2009
Research Member
Ahmed Magdy Ahmed Mohamed Ali
Research Abstract

Efficient Fmoc-based solid-phase synthesis (SPPS) of sulfotyrosine (sY) peptides is achieved by incorporating the sY residue(s) as a dichlorovinyl-protected (DCV) sulfodiester(s) and using 2-methylpiperidine for Fmoc removal. After removal of the other protecting groups, the DCV group could be cleaved by mild hydrogenolysis giving the sY peptides in good yield.