Issue 40, 2013

Sugar furanoid trans-vicinal diacid as a γ-turn inducer: synthesis and conformational study

Abstract

A simple method for the synthesis of a sugar furanoid trans vicinal diacid and its incorporation into the N-terminal tetrapeptide sequence (H-Phe-Trp-Lys-Thr-OH) to get glycopeptide 8 has been described. 2D NMR and MD simulation studies of 8 clearly show that the sugar diacid adopts a γ-turn conformation towards the N-terminus.

Graphical abstract: Sugar furanoid trans-vicinal diacid as a γ-turn inducer: synthesis and conformational study

Supplementary files

Article information

Article type
Communication
Submitted
16 Jul 2013
Accepted
05 Aug 2013
First published
07 Aug 2013

Org. Biomol. Chem., 2013,11, 6874-6878

Sugar furanoid trans-vicinal diacid as a γ-turn inducer: synthesis and conformational study

M. Vangala, S. A. Dhokale, R. L. Gawade, R. R. Pattuparambil, V. G. Puranik and D. D. Dhavale, Org. Biomol. Chem., 2013, 11, 6874 DOI: 10.1039/C3OB41462K

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