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Issue 21, 2003
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Bend ribbon-forming tetrahydrofuran amino acids

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Abstract

Short oligomeric chains of C-glycosyl β-D-arabinofuranose configured tetrahydrofuran amino acids (where the C-2 and C-5 substituents of the tetrahydrofuran ring are cis to each other) exhibit a well-defined repeating turn secondary structure stabilised by (i, i − 2) inter-residue hydrogen bonds. This is in contrast to the epimeric α-D-arabinofuranose oligomer (where the C-2 and C-5 substituents of the tetrahydrofuran ring are trans to each other) in which there is no indication of any secondary structure in solution.

Graphical abstract: Bend ribbon-forming tetrahydrofuran amino acids

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Publication details

The article was received on 07 Jul 2003, accepted on 13 Aug 2003 and first published on 27 Aug 2003


Article type: Paper
DOI: 10.1039/B307707C
Citation: Org. Biomol. Chem., 2003,1, 3647-3655
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    Bend ribbon-forming tetrahydrofuran amino acids

    M. D. Smith, T. D. W. Claridge, M. S. P. Sansom and G. W. J. Fleet, Org. Biomol. Chem., 2003, 1, 3647
    DOI: 10.1039/B307707C

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