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Probing the binding dynamics to sodium cholate aggregates using naphthalene derivatives as guests

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Abstract

The binding dynamics with bile salt aggregates for a series of naphthalene derivatives of different polarities was studied using fluorescence and laser flash photolysis. Fluorescence was employed to determine the nature of the binding site for each guest and the accessibility of the bound guest to quenchers. Laser flash photolysis was employed to study the mobility of the triplet states of the naphthalenes between the sodium cholate aggregates and the aqueous phase. Primary aggregates, which provide an environment protected from quenchers in the aqueous phase, bind 1- and 2-ethylnaphthalene as guests. The complexation dynamics with this type of aggregate is slow. 1- and 2-Naphthyl-1-ethanol, and 1- and 2-acetonaphthone bind to the secondary aggregates, which provide moderate protection from quenching and faster binding dynamics. The addition of salts lowered the cholate concentration at which primary aggregates were formed, but did not influence the formation of secondary aggregates.

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Authors and Affiliations

  1. Department of Chemistry, University of Victoria, P.O. Box 3065, Victoria, BC, Canada, V8W 3V6

    Olga Rinco, Marie-Christine Nolet, Robyn Ovans & Cornelia Bohne

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  1. Olga Rinco
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  2. Marie-Christine Nolet
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  4. Cornelia Bohne
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This paper is dedicated to Professor Fred Lewis on the event of his 60th birthday.

Electronic supplementary information (ESI) available: tables containing the Stern-Volmer and quenching rate constants for the naphthalene derivatives in the presence of cholate and salt. See http://www.rsc.org/suppdata/pp/b3/b308335g/

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Rinco, O., Nolet, MC., Ovans, R. et al. Probing the binding dynamics to sodium cholate aggregates using naphthalene derivatives as guests. Photochem Photobiol Sci 2, 1140–1151 (2003). https://doi.org/10.1039/b308335g

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