A helical, aromatic, peptide nanotube.

Org Lett

Department of Organic Chemistry, ICMA, University of Zaragoza-CSIC, 50009 Zaragoza, Spain.

Published: December 2006

[Structure: see text] 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 A), 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.

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Source
http://dx.doi.org/10.1021/ol062600uDOI Listing

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