Nanotube formation by hydrophobic dipeptides

Chemistry. 2001 Dec 3;7(23):5153-9. doi: 10.1002/1521-3765(20011203)7:23<5153::aid-chem5153>3.0.co;2-n.

Abstract

A wide range of applications has been suggested for peptide-based nanotubes, which first attracted considerable interest as model systems for membrane channels and pores. The intriguing and unprecedented observation of nanotube formation by supramolecular self-assembly of the four dipeptides L-Leu-L-Leu, L-Leu-L-Phe, L-Phe-L-Leu and L-Phe-L-Phe is described here. These simple compounds crystallize with hydrogen-bonded head-to-tail chains in the shape of helices with four to six peptide molecules per turn. The resulting structures have chiral hydrophilic channels with a van der Waals' diameter up to 10 A.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Dimerization
  • Dipeptides / chemistry*
  • Ion Channels / chemical synthesis*
  • Ion Channels / chemistry
  • Models, Molecular
  • Molecular Structure
  • Nanotechnology / methods*
  • Solubility

Substances

  • Dipeptides
  • Ion Channels