Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of Fluorescein Monoglucuronide
ISAO MATSUNAGASHIGETOSHI NAGATAKIZENZO TAMURA
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1984 Volume 32 Issue 7 Pages 2832-2835

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Abstract
Fluorescein monoglucuronide (III), the main metabolite of fluorescein (I), was chemically synthesized by means of the Koenigs-Knorr reaction. Nuclear magnetic resonance (NMR) spectra and mass spectra (MS) showed that the synthesized material was monoglucuronidated fluorescein. The changes in absorption spectra with pH indicated that this material was an "ether" glucuronide. The glucuronoside linkage was concluded to be β, since this material was hydrolyzed by β-glucuronidase. Thus, the synthesized material was confirmed to be fluorescein mono-β-D-glucuronide.
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© The Pharmaceutical Society of Japan
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