An octameric carbopeptoid; Secondary structure in octameric and tetrameric5-aminomethyl-tetrahydrofuran-2-carboxylates

Authors
Claridge, TDW Long, DD Hungerford, NL Aplin, RT Smith, MD Marquess, DG Fleet, GWJ
Citation
Tdw. Claridge et al., An octameric carbopeptoid; Secondary structure in octameric and tetrameric5-aminomethyl-tetrahydrofuran-2-carboxylates, TETRAHEDR L, 40(11), 1999, pp. 2199-2202
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
11
Year of publication
1999
Pages
2199 - 2202
Database
ISI
SICI code
0040-4039(19990312)40:11<2199:AOCSSI>2.0.ZU;2-0
Abstract
The efficient synthesis of an octameric furanose carbopeptoid, readily puri fied by chromatography in ethyl acetate:hexane (2:1), is reported. Extensiv e NMR studies suggest that two tetrameric 5-aminomethyltetrahydrofuran-2-ca rboxylate are prone to adopt solution conformations reminiscent of a repeat ing beta-turn, a third tetramer and the corresponding octamer may tend towa rds a left-handed alpha-helix. (C) 1999 Elsevier Science Ltd. All rights re served.