Handedness Preferences of Heterochiral Helical Peptides Containing Homochiral Peptide Segments

作者: Yosuke Demizu , Hiroko Yamashita , Takashi Misawa , Mitsunobu Doi , Makoto Oba

DOI: 10.1002/EJOC.201501146

关键词: StereochemistryChemistryCrystallographyAmino acidPeptide

摘要: A homochiral L-Leu-L-Leu-Aib segment was incorporated into the N- or C-termini of left-handed (M) helical peptides (D-Leu-L-Leu-Aib)n. We then investigated preferred conformations two sets three peptides; i.e., Boc-L-Leu-L-Leu-Aib-(D-Leu-L-Leu-Aib)n-OMe (n = 1: 1; 2: 2; 3: 3) and Boc-(D-Leu-L-Leu-Aib)n-L-Leu-L-Leu-Aib-OMe 4; 5; 6), in solution crystalline state. Nonapeptide 2 dodecapeptide 3, each containing an N-terminal segment, formed helices as secondary structures solution. In state, nonapeptide folded -helical structure. Peptides 4–6, a C-terminal roughly equivalent amounts right-handed (P) helices.

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