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NAOSITE: Nagasaki University's Academic Output SITE Title Conformational studies on peptides having chiral five-membered ring amino acid with two azido or triazole functional groups within the sequence of Aib residues Author(s) Oba, Makoto; Kawabe, Naomi; Takazaki, Hiroomi; Demizu, Yosuke; Doi, Mitsunobu; Kurihara, Masaaki; Suemune, Hiroshi; Tanaka, Masakazu Citation Tetrahedron, 70(46), pp.8900-8907; 2014 Issue Date 2014-11-18 URL http://hdl.handle.net/10069/35165 Right © 2014 Elsevier Ltd.; NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron, 70, 46, (2014) This document is downloaded at: 2017-08-12T07:43:44Z http://naosite.lb.nagasaki-u.ac.jp Conformational studies on peptides having chiral five-membered ring amino acid with two azido or triazole functional groups within the sequence of Aib residues Makoto Obaa*, Naomi Kawabeb, Hiroomi Takazakib, Yosuke Demizuc, Mitsunobu Doid, Masaaki Kuriharac, Hiroshi Suemuneb, Masakazu Tanakaa* a Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan b Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan c Division of Organic Chemistry, National Institute of Health Sciences, Tokyo 158-8501, Japan d Osaka University of Pharmaceutical Sciences, Osaka 569-1094, Japan a) b) d) Fig. S1. c) e) CD spectra of a) pentapeptides (R = azide: 1; R = triazole: 2), b) pentapeptides (R = azide: 3; R = triazole: 4), c) Boc-[(R,R)-Ac5cdN3-(Aib)2]n-OEt (n = 1, 3 mer: 5; n = 2, 6 mer: 6; n = 3, 9 mer: 7), d) azide compounds (pentapeptide 1; pentapeptide 3; amino acid 8), and d) triazole compounds (pentapeptide 2; pentapeptide 4; amino acid 9) in TFE solution.