2-O-Alkylated para-benzamide α-helix mimetics: the role of scaffold curvature

Valeria Azzarito; Panchami Prabhakaran; Alice I. Bartlett; Natasha S. Murphy; Michaele J. Hardie; Colin A. Kilner; Thomas A. Edwards; Stuart L. Warriner; Andrew J. Wilson

doi:10.1039/C2OB26262B

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Organic & Biomolecular Chemistry

Issue 32, 2012

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2-O-Alkylated para-benzamide α-helix mimetics: the role of scaffold curvature

Valeria Azzarito,^a^b Panchami Prabhakaran,^a^b Alice I. Bartlett,^a^b Natasha S. Murphy,^a^b Michaele J. Hardie,^a Colin A. Kilner,^a Thomas A. Edwards,^b^c Stuart L. Warriner^a^b and Andrew J. Wilson*^a^b

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School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, United Kingdom
E-mail: A.J.Wilson@leeds.ac.uk ;
Fax: +44 (0)113 3436565 ;
Tel: +44 (0)113 3431409

Astbury Centre for Structural Molecular Biology, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, United Kingdom

Institute of Molecular and Cellular Biology, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, United Kingdom

Org. Biomol. Chem., 2012,10, 6469-6472

DOI: 10.1039/C2OB26262B
Received 16 May 2012, Accepted 03 Jul 2012
First published online 04 Jul 2012

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The design and synthesis of a new 2-O-alklyated benzamide α-helix mimetic is described. Comparison with regioisomeric 3-O-alkylated benzamides permits a preliminary evaluation of the role that mimetic curvature has in determining molecular recognition properties.

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Valeria Azzarito
Panchami Prabhakaran
Alice I. Bartlett
Natasha S. Murphy
Michaele J. Hardie
Colin A. Kilner
Thomas A. Edwards
Stuart L. Warriner
Andrew J. Wilson

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Organic & Biomolecular Chemistry

2-O-Alkylated para-benzamide α-helix mimetics: the role of scaffold curvature

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