A systematic study of the solid state and solution phase conformational preferences of β-peptides derived from transpentacin

被引：31

作者：

Abraham, Elin ^{[1
]}

Bailey, Callum W. ^{[1
]}

Claridge, Timothy D. W. ^{[1
]}

Davies, Stephen G. ^{[1
]}

Ling, Kenneth B. ^{[1
]}

Odell, Barbara ^{[1
]}

Rees, Thomas L. ^{[1
]}

Roberts, Paul M. ^{[1
]}

Russell, Angela J. ^{[1
]}

Smith, Andrew D. ^{[1
]}

Smith, Lorna J. ^{[2
]}

Storr, Helen R. ^{[1
]}

Sweet, Miles J. ^{[1
]}

Thompson, Amber L. ^{[1
]}

Thomson, James E. ^{[1
]}

Tranter, George E. ^{[1
,3
]}

Watkin, David J. ^{[1
]}

机构：

[1] Univ Oxford, Chem Res Lab, Dept Chem, Oxford OX1 3TA, England

[2] Univ Oxford, Inorgan Chem Lab, Dept Chem, Oxford OX1 3QR, England

[3] Univ Oxford, BCIE, Chiralabs Ltd, Yarnton OX5 1PF, Oxon, England

来源：

TETRAHEDRON-ASYMMETRY | 2010年 / 21卷 / 13-14期

关键词：

2-AMINOCYCLOPENTANECARBOXYLIC ACID-DERIVATIVES; HELICAL SECONDARY STRUCTURE; DE-NOVO DESIGN; ASYMMETRIC-SYNTHESIS; AQUEOUS-SOLUTION; FOLDAMERS; HEXAPEPTIDE; RESOLUTION; 12-HELIX;

D O I：

10.1016/j.tetasy.2010.06.001

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The solid state and solution phase conformational preferences of a homologous series of beta-peptides derived from (S,S)-2-aminocyclopentanecarboxylic acid (transpentacin) have been investigated using a variety of spectroscopic and crystallographic techniques. These studies indicate that the hexamer and pentamer persist as a 12-helix in both the solid state and solution phase. Although the conformational traits of a 12-helix are exhibited by oligomers with as few as three residues in the solid state, in solution the trimer exists as an equilibrium of many alternative conformers whilst the tetramer has been shown to predominantly exist in either a 12-helix or a turn-type conformation. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：1797 / 1815

页数：19

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