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Closed Access item 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
Appears in Collections:(ICMA) Artículos

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