Preparation, isolation, analysis, and characterization of 3-benzo[a]pyrenyl-β-d-glucopyranosiduronic acid: A metabolite of 3-hydroxybenzo[a]pyrene with potentially high carcinogenic activity
✍ Scribed by David B. Johnson; James F. Engel; Evelyn E. Murrill; Patrick E. Guire; Charles W. Barker; Cindy M. Bardwell; Alice Y. Shan; Melvin J. Swanson; Jacqueline G. Stone-Heurner
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- English
- Weight
- 431 KB
- Volume
- 91
- Category
- Article
- ISSN
- 0003-2697
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✦ Synopsis
The aglycone, 3-hydroxybenzo[a]pyrene, was metabolized to 3-benzo[a]pyrenyl-beta-D-glucopyranosiduronic acid in the presence of uridine 5'-diphosphoglucuronic acid and rabbit liver microsomes. The course of the biosynthetic reaction was followed by fluorimetry and reverse-phase, paired-ion high pressure liquid chromatography (HPLC). Also, the HPLC system was used to analyze for glucuronide and 3-hydroxybenzo[a]pyrene during the isolation procedure. The existence of a glucuronide of 3-hydroxybenzo[a]pyrene was determined by radiotracer and enzymic techniques, utilizing the HPLC system. Field desorption and direct inlet mass spectral techniques were used to characterize the 3-hydroxybenzo[a]pyrene glucuronide.