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Pathway‐Dependent Self‐Assembly of Perylene Diimide/Peptide Conjugates in Aqueous Medium
Author(s) -
Tidhar Yaron,
Weissman Haim,
Wolf Sharon G.,
Gulino Antonino,
Rybtchinski Boris
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201003419
Subject(s) - perylene , diimide , conjugate , aqueous solution , aqueous medium , peptide , self assembly , chemistry , materials science , nanotechnology , organic chemistry , biochemistry , molecule , mathematical analysis , mathematics
Abstract Most molecular self‐assembly strategies involve equilibrium systems, leading to a single thermodynamic product as a result of weak, reversible non‐covalent interactions. Yet, strong non‐covalent interactions may result in non‐equilibrium self‐assembly, in which structural diversity is achieved by forming several kinetic products based on a single covalent building block. We demonstrate that well‐defined amphiphilic molecular systems based on perylene diimide/peptide conjugates exhibit kinetically controlled self‐assembly in aqueous medium, enabling pathway‐dependent assembly sequences, in which different organic nanostructures are evolved in a stepwise manner. The self‐assembly process was characterized using UV/Vis circular dichroism (CD) spectroscopy, and cryogenic transmission electron microscopy (cryo‐TEM). Our findings show that pathway‐controlled self‐assembly may significantly broaden the methodology of non‐covalent synthesis.