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. 2004 Oct 27;126(42):13586-7.
doi: 10.1021/ja0467667.

Formation of a stable 14-helix in short oligomers of furanoid cis-beta-sugar-amino acid

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Formation of a stable 14-helix in short oligomers of furanoid cis-beta-sugar-amino acid

Srivari Chandrasekhar et al. J Am Chem Soc. .

Abstract

Oligomers of a new class of sugar amino acids (SAA) using a xylofuranoic acid has been shown to generate a robust 14-helix. The design involved the use of xylofuranose with a cis arrangement between the amine and carboxyl groups to promote the adoption of a 14-helix instead of a mixed 12/10-helix observed in a sugar oligomer using a ribofuranoic acid and beta-Ala. The observation of a stable right-handed 14-helix in a cis-SAA is unprecedented.

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