Anthracene Isocyanate as a New Fluorescent Label for Compounds with an Alcoholic Group

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Abstract
Anthracene isocyanate is used as a new fluoresceing reagent for the derivatization of compounds with an alcoholic hydroxyl. The reactivity of anthracene isocyanate and the fluorescence intensity of the resulting derivatives are compared with naphthyl isocyanate and the naphthylurethanes, respectively. Although the reactivity of anthracene isocyanate is only insignificantly lower, the formation of the anthracenecarbamicacidesters with primary and secondary alcohols may also be performed in the same way as the reaction with naphthyl isocyanate in 30 minutes at 95°C in xylene or toluene. The derivatization of substances possessing a tertiary alcoholic group is achieved at 140°C in xylene within 2 hours. The method shows good reproducibility and high sensitivity. The detection limits obtained with the anthraceneurethanes are in the low picomole range and are, in some cases, better by a factor of 10 than those of the naphthylurethanes.