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Design, synthesis and conformational analyses of bifacial benzamide based foldamers

Rodriguez-Marin, Silvia, Murphy, Natasha S., Shepherd, Helena J., Wilson, Andrew J. (2015) Design, synthesis and conformational analyses of bifacial benzamide based foldamers. RSC Advances, 5 (126). pp. 104187-104192. ISSN 2046-2069. (doi:10.1039/c5ra20451h) (The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided) (KAR id:60008)

The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided. (Contact us about this Publication)
Official URL
http://doi.org/10.1039/c5ra20451h

Abstract

The design, synthesis and conformational analyses of novel backbones represents a key focus of research that underpins efforts to exploit foldamers (i) in a biological setting e.g. as inhibitors of protein–protein interactions (PPIs) and (ii) for the purposes of constructing functional architectures that adopt defined tertiary and quaternary folds. The current manuscript addresses a need to develop aromatic oligoamide backbones that are regioisomeric in terms of backbone connectivity and/or functionalized on more than one face. We describe the design, synthesis and comparative conformational analyses of foldamers derived from 2-, 3- and 2,5-O-alkylated derivatives of para-aminobenzoic acid, and, derived from 2-,3- and 2,5-O-alkylated derivatives of 1,4-diaminobenzene/terephthalic acid monomers. Analysis of the accessible conformational space for these oligomers indicates that despite different connectivity they can adopt conformations that position side chains in a manner that mimic the i, i + 3, i + 4 of an ?-helix.

Item Type: Article
DOI/Identification number: 10.1039/c5ra20451h
Divisions: Faculties > Sciences > School of Physical Sciences
Depositing User: Helena Shepherd
Date Deposited: 23 Jan 2017 10:35 UTC
Last Modified: 23 Jan 2020 04:12 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/60008 (The current URI for this page, for reference purposes)
Shepherd, Helena J.: https://orcid.org/0000-0003-0832-4475
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