Issue 21, 2000
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Tetrahydrofuran amino acids—versatile building blocks for unnatural biopolymers: lack of secondary structure in oligomeric carbopeptoids derived from a D-galacto-5-(aminomethyl) tetrahydrofuran-2-carboxylic acid

Dominic E. A. Brittain,a   Mark P. Watterson,a   Timothy D. W. Claridge,a   Martin D. Smitha  and  George W. J. Fleet*a  

* Corresponding authors

a Dyson Perrins Laboratory, University of Oxford, Oxford Centre for Molecular Sciences, South Parks Road, Oxford, UK

Abstract

The efficient synthesis of a D-galacto-configured tetrahydrofuran amino acid from a seven-carbon lactone as a monomer for the generation of sequence-defined structured biopolymer mimics is described. Investigations into the characteristics of homooligomeric derivatives of this monomer indicate that they do not adopt well defined secondary structures. The unanticipated formation of a heterooligomeric derivative and investigations into its solution structure are also described.

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Article information

DOI
https://doi.org/10.1039/B002995P
Article type
Paper
Submitted
13 Apr 2000
Accepted
14 Aug 2000
First published
18 Oct 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 3655-3665

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Tetrahydrofuran amino acids—versatile building blocks for unnatural biopolymers: lack of secondary structure in oligomeric carbopeptoids derived from a D-galacto-5-(aminomethyl) tetrahydrofuran-2-carboxylic acid

D. E. A. Brittain, M. P. Watterson, T. D. W. Claridge, M. D. Smith and G. W. J. Fleet, J. Chem. Soc., Perkin Trans. 1, 2000, 3655 DOI: 10.1039/B002995P

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