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Effect of one D-Leu residue on right-handed helical -L-Leu-Aib- peptides in the crystal state

✍ Scribed by Yosuke Demizu; Mitsunobu Doi; Yukiko Sato; Masakazu Tanaka; Haruhiro Okuda; Masaaki Kurihara

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
369 KB
Volume
17
Category
Article
ISSN
1075-2617

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✦ Synopsis

Abstract

Four diastereomeric‐Leu‐Leu‐Aib‐Leu‐Leu‐Aib‐peptides, Boc‐D‐Leu‐L‐Leu‐Aib‐L‐Leu‐L‐Leu‐Aib‐OMe (1), Boc‐L‐Leu‐D‐Leu‐Aib‐L‐Leu‐L‐Leu‐Aib‐OMe (2), Boc‐L‐Leu‐L‐Leu‐Aib‐D‐Leu‐L‐Leu‐Aib‐OMe (3), and Boc‐L‐Leu‐L‐Leu‐Aib‐L‐Leu‐D‐Leu‐Aib‐OMe (4), were synthesized. The crystals of the four hexapeptides were characterized by X‐ray crystallographic analysis. Two diastereomeric hexapeptides 1 and 2 having D‐Leu(1) or D‐Leu(2) were folded into right‐handed (P) 3~10~‐helical structures, while peptide 3 having D‐Leu(4) was folded into a turn structure nucleated by type III′ and I$' \bf{\beta}$‐turns, and peptide 4 having D‐Leu(5) was folded into a left‐handed (M) 3~10~‐helical structure. Copyright © 2011 European Peptide Society and John Wiley & Sons, Ltd.

📜 SIMILAR VOLUMES

Accommodation of a D-Phe residue into a
Accommodation of a D-Phe residue into a right-handed 310-helix: Structure of Boc-D-Phe-(Aib)4-Gly-L-Leu-(Aib)2-Ome, an analogue of the amino terminal segment of antiamoebins and emerimicins
✍ I. L. Karle; J. L Flippen-Anderson; K. Uma; P. Balaram 📂 Article 📅 1993 🏛 Wiley (John Wiley & Sons) 🌐 English ⚖ 535 KB

OMe (I), which is an analogue of the N-terminal sequence of antiamoebins and emerimicins, establishes a completely 3,0-helical conformation with seven successive intramolecular 4 + 1 hydrogen bonds. The average, 4,+ values for residues 1-8 are -59" and -32", respectively. Crystal parameters are C47H

Conformation of peptides constructed fro
Conformation of peptides constructed from achiral amino acid residues Aib and ΔZPhe: Computational study of the effect of L/D- Leu at terminal positions
✍ Fateh Singh Nandel; Baldeep Khare 📂 Article 📅 2004 🏛 Wiley (John Wiley & Sons) 🌐 English ⚖ 196 KB 👁 1 views

## Abstract Conformational studies of the peptides constructed from achiral amino acid residues Aib and Δ^Z^Phe (I) Ac‐Aib‐Δ^Z^Phe‐NHMe (II), and Ac‐(Aib‐Δ^Z^Phe)~3~‐NHMe; peptides III–VI having L‐Leu or D‐Leu at either the N‐ or the C‐terminal position and of peptides VII–X having Leu residues in