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Specific excitonic interactions in the aggregates of hyaluronic acid and cyanine dyes with different lengths of methine group

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Abstract

The absorption and circular dichroism (CD) spectra of three types of cyanine dyes with different lengths of methine group (3,3′-diethylthiadicarbocyanine iodide, DTDC; 3,3′-diethylthiacarbocyanine iodide, DTC; and 3,3′-diethylthiacyanine iodide, DTTHC) in an aqueous solution were compared with and without hyaluronic acid (HA), which has a helical structure. DTDC forms chiral H- and J-aggregates, whereas DTC and DTTHC are unable to form any aggregates. DTDC also forms H- and J-aggregates in the presence of sodium polyacrylate (PA) with a random-coil structure; however, the PA-DTDC aggregates exhibit no chirality. These results suggest that the chirality of HA-DTDC aggregates is induced by the helical structure of HA. In 2.4 vol% and 10 vol% methanol, HA-DTDC aggregates displayed different patterns of temperature dependence, whereas no aggregation was observed in 30 vol% methanol. The solubility of DTDC in a mixed solvent of water and methanol is generally improved by the addition of methanol, which prevents the aggregation of DTDC.

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Authors and Affiliations

  1. Graduate School of Energy Science, Kyoto University, Yoshida-Honmachi, Sakyo-Ku, Kyoto, 606-8501, Japan

    H. Tobata & T. Sagawa

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  1. H. Tobata
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  2. T. Sagawa
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Correspondence to H. Tobata.

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Electronic supplementary information (ESI) available. See DOI: 10.1039/c5pp00343a

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Tobata, H., Sagawa, T. Specific excitonic interactions in the aggregates of hyaluronic acid and cyanine dyes with different lengths of methine group. Photochem Photobiol Sci 15, 329–333 (2016). https://doi.org/10.1039/c5pp00343a

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  • DOI: https://doi.org/10.1039/c5pp00343a

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