Synthesis and NMR conformational analysis of a β‐turn mimic incorporated into gramicidin S

Publisher Website
Google Scholar
Abstract
The solution structure of a gramicidin S (GS) analog containing a β-turn mimic[BTD4-5, Lys2,2′]GS has been compared to that of native GS. The linear [BTD4-5, Lys2,2′]GS was synthesized by solid phase methodology and the cyclized peptide was analyzed by NMR. In the peptide portion of [BTD4-5, Lys2,2′]GS, the intramolecular hydrogen bonding pattern, inter-residue NOEs, including a transannular Hα-Hα NOE, and JNα coupling constants all describe a solution structure which is equivalent to that of native GS. These data confirm that the BTD group is a competent Type II' β-turn mimic since it does not disrupt the native conformation of GS. It also supports the use of GS as a conformational model in which to test β-turn mimics.

This publication has 40 references indexed in Scilit: