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Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/19489
Title: A helical, aromatic, peptide nanotube
Authors: Marco Crisma, Marco; Toniolo, Claudio; Royo, Soledad; Jiménez, Ana I.; Cativiela, Carlos
Issue Date: 18-Nov-2006
Publisher: American Chemical Society
Citation: Organic Letters 8(26): 6091–6094 (2006)
Abstract: The self-assembly in the crystal state of the terminally protected, linear dipeptide Boc-(S,S)c3diPhe-(R,R)c3diPhe-NHiPr (1) through intermolecular hydrogen bonds leads to the formation of a supramolecular helix of large diameter (18 Å), internally decorated with phenyl rings. As a result, a hollow helical channel large enough to accommodate guest molecules is observed. This supramolecular structure differs from previous examples of peptide nanotubes. Compound 1 incorporates a highly restricted cyclopropane phenylalanine analogue (c3diPhe) with remarkable conformational properties.
Description: 4 pages, 3 figures, 2 tables.
Publisher version (URL): http://dx.doi.org/10.1021/ol062600u
URI: http://hdl.handle.net/10261/19489
DOI: 10.1021/ol062600u
ISSN: 1520-5126
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