Delayed fibril formation of amylin (20–29) by incorporation of alkene dipeptidosulfonamide isosteres obtained by solid phase olefin cross metathesis

AJ Brouwer, RC Elgersma, M Jagodzinska…

Index: Brouwer, Arwin J.; Elgersma, Ronald C.; Jagodzinska, Monika; Rijkers, Dirk T.S.; Liskamp, Rob M.J. Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 1 p. 78 - 84

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Citation Number: 12

Abstract

The synthesis of a new peptidomimetic structure, the alkene dipeptidosulfonamide isostere, is described. The synthesis is based on a cross metathesis reaction between two allylic building blocks, both in solution and on the solid phase. This method was also applicable to the solid phase synthesis of alkene dipeptide isosteres. Derivatives of amylin (20–29) containing the alkene dipeptidosulfonamide isostere as well as the alkene dipeptide ...