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. 2006 Jan;2(1):99-102.
doi: 10.1002/smll.200500252.

Design of self-assembling peptide nanotubes with delocalized electronic states

Nurit Ashkenasy  1 , W Seth Horne, M Reza Ghadiri
Affiliations

Design of self-assembling peptide nanotubes with delocalized electronic states

Nurit Ashkenasy et al. Small. 2006 Jan.

Abstract

Redox-promoted self-assembly of an eight-residue cyclic D,L-α-peptide bearing four 1,4,5,8-naphthalenetetracarboxylic diimide (NDI) side chains results in the formation of electronically delocalized peptide nanotubes hundreds of nm in length. The supramolecular approach described provides a rational basis for the design and fabrication of 1-D materials with potential utility in optical and electronic devices.

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Figures

Figure 1
Figure 1
Chemical structures of the NDI-modified peptides used in this study. For details regarding the synthesis of 1 and 2, see Supporting Information.
Figure 2
Figure 2
(a) Calculated model of cyclic D,L-α-peptide 1 in a self-assembled tubular configuration illustrating the role of intermolecular β-sheet-like backbone hydrogen bonding in juxtaposing and stacking of aromatic NDI side chains (most side chains are omitted for clarity). (b) Reversible reduction of the NDI side chains in 1 and 2 to the corresponding NDI anion radicals. (c) Schematic illustration of redox-promoted peptide nanotube self-assembly.
Figure 3
Figure 3
(a) UV-VIS spectra of peptides 1 and 2 in the reduced state and peptide 1 in its native state. (b) Near-infrared spectra of 1 and 2 in their reduced states. Each peptide sample is 1.5 mM in NDI groups, and reduction is accomplished by exposure to 3.3 mM Na2S2O4 in D2O under inert atmosphere. Spectra in (b) were background corrected against the same sample reoxidized by exposure to air in order to minimize background absorption and distortions in the NIR resulting from small differences arising from residual H2O in peptide and dithionite stock solutions. The noise around 2200 nm is an instrument artifact.
Figure 4
Figure 4
(a) Atomic force microscopy (AFM) image of reduced cyclic peptide 1 adsorbed on mica with (b) a suggested model for the organization of the self-assembled cyclic peptide within the fibrous material. (c) The lateral cross-section is consistent with the calculated diameter of the self-assembled peptide nanotube as shown in (d).
See this image and copyright information in PMC

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