Bioorganic & medicinal chemistry letters

Synthesis and binding studies of a 1-alkyl-3, 6-diamino-4-quinolone based receptor for N-acylated dipeptides

WS Weiner, AD Hamilton

Index: Weiner, Warren S.; Hamilton, Andrew D. Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 6 p. 681 - 686

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Citation Number: 8

Abstract

The synthesis and binding properties of a semirigid host for N-acyldipeptide carboxylic acids is presented. The design is based on the rigidification of a peptide strand, coupled to the use of a substituted quinoline as a hydrogen bond acceptor for the proton of a carboxylic acid. ... Receptor 1a was synthesized in nine steps in 27% overall yield and shown to complex N-acylated dipeptides in chloroform-d solutions. ... MacroModel, version 5.5. W. Clark Still, Columbia ...

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