A helical, aromatic, peptide nanotube

作者：Crisma Marco^*; Toniolo Claudio; Royo Soledad; Jimenez Ana I; Cativiela Carlos

来源：Organic Letters, 2006, 8(26): 6091-6094.

DOI：10.1021/ol062600u

The self-assembly in the crystal state of the terminally protected, linear dipeptide Boc-(S,S)c(3)diPhe-(R,R)c(3)diPhe-(NHPr)-Pr-i (1) through intermolecular hydrogen bonds leads to the formation of a supramolecular helix of large diameter (18 angstrom), 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 ( c(3)diPhe) with remarkable conformational properties.

• 出版日期2006-12-21