Influence of L‐Leu to D‐Leu Replacement on the Helical Secondary Structures of L‐Leu‐Aib‐Based Dodecapeptides | Zendy

Demizu Yosuke | Zendy; Okitsu Koyo | Zendy; Doi Mitsunobu | Zendy; Misawa Takashi | Zendy; Oba Makoto | Zendy; Tanaka Masakazu | Zendy; Kurihara Masaaki | Zendy

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Influence of L‐Leu to D‐Leu Replacement on the Helical Secondary Structures of L‐Leu‐Aib‐Based Dodecapeptides

Author(s) -

Demizu Yosuke,

Okitsu Koyo,

Doi Mitsunobu,

Misawa Takashi,

Oba Makoto,

Tanaka Masakazu,

Kurihara Masaaki

Publication year - 2016

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201601493

Subject(s) - protein secondary structure , molecule , peptide , residue (chemistry) , crystallography , stereochemistry , chemistry , organic chemistry , biochemistry

A dodecapeptide, Boc‐( L ‐Leu‐ L ‐Leu‐Aib‐ L ‐Leu‐ D ‐Leu‐Aib) 2 ‐OMe ( 2 ), was designed and synthesized to investigate the influence of L ‐Leu to D ‐Leu residue replacement on the helical secondary structure of L ‐Leu‐Aib‐based dodecapeptides. Its preferred conformation was analyzed based on its Fourier transform infrared spectra, CD spectra, and X‐ray diffraction. It was revealed that peptide 2 formed a mixture of right‐handed ( P ) 3 10 ‐ and α‐helical structures in solution, and eight helical molecules were assembled in the crystalline state.

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