Cyanine-Based J-Aggregates as a Chirality-Sensing Supramolecular System

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(NO3)2, d/l-tartaric acids, asparagine, proline, DNA, and proteins, such as lysozyme, trypsin, RNase, and gelati...

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Bibliographic Details
Published in:The journal of physical chemistry. B 2011-04, Vol.115 (13), p.3379-3384
Main Authors: Slavnova, Tatyana D, Görner, Helmut, Chibisov, Alexander K
Format: Article
Language:English
Subjects:
B: Macromolecules, Soft Matter
Carbocyanines - chemistry
Circular Dichroism
Sodium Chloride - chemistry
Spectrometry, Fluorescence
Stereoisomerism
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Summary: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(NO3)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.
ISSN:1520-6106
1520-5207
DOI:10.1021/jp1121118