Supramolecular chirality in self-assembled peptide amphiphile nanostructures
Author
Garifullin, R.
Güler, Mustafa O.
Date
2015Source Title
Chemical Communications
Print ISSN
1359-7345
Publisher
Royal Society of Chemistry
Volume
51
Issue
62
Pages
12470 - 12473
Language
English
Type
ArticleItem Usage Stats
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Abstract
Induced supramolecular chirality was investigated in the self-assembled peptide amphiphile (PA) nanosystems. Having shown that peptide chirality can be transferred to the covalently-attached achiral pyrene moiety upon PA self-assembly, the chiral information is transferred to molecular pyrene via weak noncovalent interactions. In the first design of a supramolecular chiral system, the chromophore was covalently attached to a peptide sequence (VVAGH) via an ε-aminohexanoic acid spacer. Covalent attachment yielded a PA molecule self-assembling into nanofibers. In the second design, the chromophore was encapsulated within the hydrophobic core of self-assembled nanofibers of another PA consisting of the same peptide sequence attached to lauric acid. We observed that supramolecular chirality was induced in the chromophore by PA assembly into chiral nanostructures, whether it was covalently attached, or noncovalently bound.
Keywords
Aminocaproic acid derivativeAmphophile
Lauric acid
Nanofiber
Nanomaterial
Nanoribbon
Peptide derivative
Absorption
Amino acid sequence
Article
Chirality
Circular dichroism
Covalent bond
Encapsulation
Isomer
Peptide synthesis
Solid phase synthesis
Solubilization