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An octameric carbopeptoid; secondary structure in octameric and tetrameric 5-aminomethyl-tetrahydrofuran-2-carboxylates

✍ Scribed by Timothy D.W. Claridge; Daniel D. Long; Natasha L. Hungerford; Robin T. Aplin; Martin D. Smith; Daniel G. Marquess; George W.J. Fleet

Book ID: 104260909
Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 257 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00111-2

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✦ Synopsis

The efficient synthesis of an octameric furanose carbopeptoid, readily purified by chromatography in ethyl acetate:hexane (2:1), is reported. Extensive NMR studies suggest that two tetrameric 5aminomethyltetrahydrofuran-2-carboxylates are prone to adopt solution conformations reminiscent of a repeating 13-turn, a third tetramer and the corresponding octamer may tend towards a left-handed a-helix.

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