Cyanine-based J-aggregates as a chirality-sensing supramolecular system

Tatyana D Slavnova, Helmut Görner, Alexander K Chibisov
Journal of Physical Chemistry. B 2011 April 7, 115 (13): 3379-84
J-aggregates are formed for 3,3'-disulfopropyl-5,5'-dichlorothiacyanine (Tc) and 3,3'-disulfobutyl-5,5'-diphenyl-9-ethyloxacarbocyanine (Oc) in aqueous solution in the presence of NaCl, Mg(NO(3))(2), d/l-tartaric acids, asparagine, proline, DNA, and proteins, such as lysozyme, trypsin, RNase, and gelatin. J-aggregates, which are formed in the presence of chiral additives, are optically active and characterized by sigmoidal kinetics with half-times of 10-1000 s, resonance fluorescence, and large CD amplitudes being up to 2° for Tc. Generally, the induced CD signals of the J-aggregates of both dyes are bisignate and the sign corresponds to that of the additive. The transfer of chirality information occurs in the course of the J-aggregation.

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