%0 Journal Article
%@ 1523-7060
%A Xiao, J
%A Weisblum, B
%A Wipf, P
%D 2006
%F pittir:19896
%J Organic Letters
%N 21
%P 4731 - 4734
%T Trisubstituted (E)-alkene dipeptide isosteres as β-turn promoters in the gramicidin S cyclodecapeptide scaffold
%U http://d-scholarship-dev.library.pitt.edu/19896/
%V 8
%X (Chemical Equation Presented) A concise synthesis of a gramicidin S analogue with trisubstituted (E)-alkene dipeptide isostere (TEADI) replacements at both D-Phe-Pro positions was realized. Conformational analysis demonstrated that TEADIs can serve as type II β-turn promoters in a cyclic scaffold and successfully mimic a proline residue. © 2006 American Chemical Society.