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Journal of Dental Research
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Materials Science Photo-oxidation of Tetracycline Adsorbed on Hydroxyapatite in Relation to the Light-induced Staining of Teeth

A.K. Davies

Department of Chemistry and Applied Chemistry

R.B. Cundall

Department of Biological Sciences

Y. Dandiker

Department of Biological Sciences

M.A. Slifkin

Department of Electronic and Electrical Engineering, University of Salford, Salford, M5 4WT, United Kingdom

In an attempt to understand the chemistry of the light-induced staining of children's teeth by tetracycline, we studied the photochemical behavior of tetracycline adsorbed on hydroxyapatite, as a simple model of enamel. Tetracycline was strongly bound by hydroxyapatite to give a pale yellow material which, under ultraviolet light, showed a bright yellow fluorescence ({lambda}max 525 nm). On exposure of this material to the radiation from a medium-pressure mercury lamp, the fluorescence gradually disappeared, and a red-purple product was formed. Photo-acoustic spectroscopy was employed to follow the disappearance of tetracycline and the concomitant formation of the red-purple product, the spectrum of which ({lambda}max 530 nm) led to the conclusion that it was 4{alpha}, 12{alpha}-anhydro-4-oxo-4-dedimethylaminotetracycline (AODTC). This assignment was supported by the observation that 1 mole of oxygen was absorbed per mole of adsorbed tetracycline converted to the red-purple product.

It is suggested that the formation of AODTC on hydroxyapatite probably takes place by a mechanism of photo-oxidation similar to that already proposed for solutions of tetracycline, and that the formation of AODTC in children's teeth is responsible for the light-induced staining caused by tetracycline.

Journal of Dental Research, Vol. 64, No. 6, 936-939 (1985)
DOI: 10.1177/00220345850640061701
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