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New Synthetic routes towards constrained cyclic peptides inspired by vancomycin

By H.T. ten Brink

Abstract

Vancomycin is the last resort antibiotic against MRSA. Vancomycin causes the bacteria to die by physically blocking a recognition site within the cell wall. This recognition site binds to the inner cavity of vancomycin, which consists of a rigid bicyclic structure. The objective of my research was to mimic this bicyclic structure using synthetic alkene and alkyne bridges, and to see if a similar cavity was obtained. The alkene bridges were introduced using a (tandem) ring-closing metathesis reaction and the alkyne bridges were introduced by a Sonogashira reaction

Topics: Farmacie, vancomycin, mimic, sonogashira, RCM, mimetic, constrained, cyclic, peptide
Publisher: Utrecht University
Year: 2007
OAI identifier: oai:dspace.library.uu.nl:1874/19143
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