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Effects of D-Leu Residues on the Helical Secondary Structures of L-Leu-Based Nonapeptides


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Title: Effects of D-Leu Residues on the Helical Secondary Structures of L-Leu-Based Nonapeptides
Authors: Demizu, Yosuke / Yamashita, Hiroko / Misawa, Takashi / Doi, Mitsunobu / Tanaka, Masakazu / Kurihara, Masaaki
Issue Date: 1-Mar-2015
Publisher: 日本薬学会 / Pharmaceutical Society of Japan
Citation: Chemical and Pharmaceutical Bulletin, 63(3), pp.218-224; 2015
Abstract: The influence of D -Leu residues on the helical structures of L -Leu-based-nonapeptides was investigated. Specifically, the preferred conformations of four diastereomeric nonapeptides, Boc-(L -Leu- L -Leu-Aib) 3 - OMe (1); Boc-(L -Leu- L -Leu-Aib)2 - L -Leu- D -Leu-Aib-OMe (2), which contained one D -Leu residue; Boc- L -Leu-D -Leu-Aib- L -Leu- L -Leu-Aib- L -Leu- D -Leu-Aib-OMe (3), which contained two D -Leu residues; and Boc-(L -Leu- D -Leu-Aib)3 - OMe (4), were analyzed in solution and in the crystalline state. Peptide 1 formed a righthanded (P) 310 -helix in solution. Peptides 2 and 3 both formed (P ) 310- helices in solution and (P ) α - helices in the crystalline state. Peptide 4 formed a (P ) α -helix both in solution and in the crystalline state. © 2015 The Pharmaceutical Society of Japan α -aminoisobutyric acid; peptide; conformation; helical structure.
URI: http://hdl.handle.net/10069/35273
ISSN: 00092363
DOI: 10.1248/cpb.c14-00760
Rights: © 2015 The Pharmaceutical Society of Japan
Type: Journal Article
Text Version: publisher
Appears in Collections:Articles in academic journal

Citable URI : http://hdl.handle.net/10069/35273

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