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

…, SA Dhokale, RL Gawade, RR Pattuparambil…

Index: Vangala, Madhuri; Dhokale, Snehal A.; Gawade, Rupesh L.; Pattuparambil, Rajamohanan R.; Puranik, Vedavati G.; Dhavale, Dilip D. Organic and Biomolecular Chemistry, 2013 , vol. 11, # 40 p. 6874 - 6878

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Citation Number: 7

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.

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