Double-sided a-helix mimetics
Double-sided a-helix mimetics
The design and synthesis of substituted bis- and tris-benzamides is reported in which the projection of side-chain residues on both sides of an ?-helix is reproduced. The scaffold is conformationally constrained by a series of intramolecular hydrogen bonds, allowing for spatial and angular mimicry of the i, i+2, i+4 and i+6 side-chains in the case of the bis-benzamide, and may be extended to higher-order oligomers.
4501-4505
Thompson, Sam
99b7e34e-fe24-401c-b7b0-64e56cbbbcb1
Vallinayagam, Ramakrishnan
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Adler, Marc J.
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Scott, Richard T.W.
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Hamilton, Andrew D.
048a6c75-91bf-4555-ab12-ce885eee65dd
10 June 2012
Thompson, Sam
99b7e34e-fe24-401c-b7b0-64e56cbbbcb1
Vallinayagam, Ramakrishnan
3fb93055-78c4-4784-973c-6559812a02e2
Adler, Marc J.
f54d3656-b0dc-476e-a37d-7ee2d00d5acf
Scott, Richard T.W.
b7c85907-eec6-46da-b268-b21c6f5ecb09
Hamilton, Andrew D.
048a6c75-91bf-4555-ab12-ce885eee65dd
Thompson, Sam, Vallinayagam, Ramakrishnan, Adler, Marc J., Scott, Richard T.W. and Hamilton, Andrew D.
(2012)
Double-sided a-helix mimetics.
[in special issue: Chemistry of Foldamers]
Tetrahedron, 68 (23), .
(doi:10.1016/j.tet.2011.11.010).
Abstract
The design and synthesis of substituted bis- and tris-benzamides is reported in which the projection of side-chain residues on both sides of an ?-helix is reproduced. The scaffold is conformationally constrained by a series of intramolecular hydrogen bonds, allowing for spatial and angular mimicry of the i, i+2, i+4 and i+6 side-chains in the case of the bis-benzamide, and may be extended to higher-order oligomers.
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Accepted/In Press date: 4 November 2011
e-pub ahead of print date: 12 November 2011
Published date: 10 June 2012
Organisations:
Chemistry
Identifiers
Local EPrints ID: 403612
URI: http://eprints.soton.ac.uk/id/eprint/403612
ISSN: 0040-4020
PURE UUID: 94559def-5c47-42c5-acc5-5d3442f7369a
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Date deposited: 07 Dec 2016 13:34
Last modified: 15 Mar 2024 03:54
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Contributors
Author:
Ramakrishnan Vallinayagam
Author:
Marc J. Adler
Author:
Richard T.W. Scott
Author:
Andrew D. Hamilton
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