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

Research output: Contribution to journalArticlepeer-review

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A systematic study of the solid state and solution phase conformational preferences of beta-peptides derived from transpentacin. / Abraham, Elin; Bailey, Callum W.; Claridge, Timothy D. W.; Davies, Stephen G.; Ling, Kenneth B.; Odell, Barbara; Rees, Thomas L.; Roberts, Paul M.; Russell, Angela J.; Smith, Andrew D.; Smith, Lorna J.; Storr, Helen R.; Sweet, Miles J.; Thompson, Amber L.; Thomson, James E.; Tranter, George E.; Watkin, David J.; Smith, Andrew David.

In: Tetrahedron: Asymmetry, Vol. 21, No. 13-14, 14.07.2010, p. 1797-1815.

Research output: Contribution to journalArticlepeer-review

Harvard

Abraham, E, Bailey, CW, Claridge, TDW, Davies, SG, Ling, KB, Odell, B, Rees, TL, Roberts, PM, Russell, AJ, Smith, AD, Smith, LJ, Storr, HR, Sweet, MJ, Thompson, AL, Thomson, JE, Tranter, GE, Watkin, DJ & Smith, AD 2010, 'A systematic study of the solid state and solution phase conformational preferences of beta-peptides derived from transpentacin', Tetrahedron: Asymmetry, vol. 21, no. 13-14, pp. 1797-1815. https://doi.org/10.1016/j.tetasy.2010.06.001

APA

Abraham, E., Bailey, C. W., Claridge, T. D. W., Davies, S. G., Ling, K. B., Odell, B., Rees, T. L., Roberts, P. M., Russell, A. J., Smith, A. D., Smith, L. J., Storr, H. R., Sweet, M. J., Thompson, A. L., Thomson, J. E., Tranter, G. E., Watkin, D. J., & Smith, A. D. (2010). A systematic study of the solid state and solution phase conformational preferences of beta-peptides derived from transpentacin. Tetrahedron: Asymmetry, 21(13-14), 1797-1815. https://doi.org/10.1016/j.tetasy.2010.06.001

Vancouver

Abraham E, Bailey CW, Claridge TDW, Davies SG, Ling KB, Odell B et al. A systematic study of the solid state and solution phase conformational preferences of beta-peptides derived from transpentacin. Tetrahedron: Asymmetry. 2010 Jul 14;21(13-14):1797-1815. https://doi.org/10.1016/j.tetasy.2010.06.001

Author

Abraham, Elin ; Bailey, Callum W. ; Claridge, Timothy D. W. ; Davies, Stephen G. ; Ling, Kenneth B. ; Odell, Barbara ; Rees, Thomas L. ; Roberts, Paul M. ; Russell, Angela J. ; Smith, Andrew D. ; Smith, Lorna J. ; Storr, Helen R. ; Sweet, Miles J. ; Thompson, Amber L. ; Thomson, James E. ; Tranter, George E. ; Watkin, David J. ; Smith, Andrew David. / A systematic study of the solid state and solution phase conformational preferences of beta-peptides derived from transpentacin. In: Tetrahedron: Asymmetry. 2010 ; Vol. 21, No. 13-14. pp. 1797-1815.

Bibtex - Download

@article{4dadce5c0d324bf4b5ede902f1c66dbd,
title = "A systematic study of the solid state and solution phase conformational preferences of beta-peptides derived from transpentacin",
abstract = "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.",
keywords = "2-AMINOCYCLOPENTANECARBOXYLIC ACID-DERIVATIVES, HELICAL SECONDARY STRUCTURE, DE-NOVO DESIGN, ASYMMETRIC-SYNTHESIS, AQUEOUS-SOLUTION, FOLDAMERS, RESIDUES, (-)-(1R,2S)-CISPENTACIN, HEXAPEPTIDE, RESOLUTION",
author = "Elin Abraham and Bailey, {Callum W.} and Claridge, {Timothy D. W.} and Davies, {Stephen G.} and Ling, {Kenneth B.} and Barbara Odell and Rees, {Thomas L.} and Roberts, {Paul M.} and Russell, {Angela J.} and Smith, {Andrew D.} and Smith, {Lorna J.} and Storr, {Helen R.} and Sweet, {Miles J.} and Thompson, {Amber L.} and Thomson, {James E.} and Tranter, {George E.} and Watkin, {David J.} and Smith, {Andrew David}",
year = "2010",
month = jul,
day = "14",
doi = "10.1016/j.tetasy.2010.06.001",
language = "English",
volume = "21",
pages = "1797--1815",
journal = "Tetrahedron: Asymmetry",
issn = "0957-4166",
publisher = "Elsevier",
number = "13-14",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - A systematic study of the solid state and solution phase conformational preferences of beta-peptides derived from transpentacin

AU - Abraham, Elin

AU - Bailey, Callum W.

AU - Claridge, Timothy D. W.

AU - Davies, Stephen G.

AU - Ling, Kenneth B.

AU - Odell, Barbara

AU - Rees, Thomas L.

AU - Roberts, Paul M.

AU - Russell, Angela J.

AU - Smith, Andrew D.

AU - Smith, Lorna J.

AU - Storr, Helen R.

AU - Sweet, Miles J.

AU - Thompson, Amber L.

AU - Thomson, James E.

AU - Tranter, George E.

AU - Watkin, David J.

AU - Smith, Andrew David

PY - 2010/7/14

Y1 - 2010/7/14

N2 - 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.

AB - 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.

KW - 2-AMINOCYCLOPENTANECARBOXYLIC ACID-DERIVATIVES

KW - HELICAL SECONDARY STRUCTURE

KW - DE-NOVO DESIGN

KW - ASYMMETRIC-SYNTHESIS

KW - AQUEOUS-SOLUTION

KW - FOLDAMERS

KW - RESIDUES

KW - (-)-(1R,2S)-CISPENTACIN

KW - HEXAPEPTIDE

KW - RESOLUTION

U2 - 10.1016/j.tetasy.2010.06.001

DO - 10.1016/j.tetasy.2010.06.001

M3 - Article

VL - 21

SP - 1797

EP - 1815

JO - Tetrahedron: Asymmetry

JF - Tetrahedron: Asymmetry

SN - 0957-4166

IS - 13-14

ER -

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