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3-苯并[a]芘基-β-D-葡萄糖醛酸的制备、分离、分析及表征:一种具有潜在高致癌活性的3-羟基苯并[a]芘代谢物

Preparation, isolation, analysis, and characterization of 3-benzo[a]pyrenyl-beta-D-glucopyranosiduronic acid: a metabolite of 3-hydroxybenzo[a]pyrene with potentially high carcinogenic activity.

作者信息

Johnson D B, Engel J F, Murrill E E, Guire P E, Barker C W, Bardwell C M, Shan A Y, Swanson M J, Stone-Heurner J G

机构信息

Midwest Research Institute, Kansas City, Missouri 64110, USA.

出版信息

Anal Biochem. 1978 Nov;91(1):138-45. doi: 10.1016/0003-2697(78)90824-2.

DOI:10.1016/0003-2697(78)90824-2
PMID:9762092
Abstract

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.

摘要

在尿苷5'-二磷酸葡糖醛酸和兔肝微粒体存在的情况下,糖苷配基3-羟基苯并[a]芘被代谢为3-苯并[a]芘基-β-D-葡糖醛酸苷。通过荧光法和反相、离子对高压液相色谱法(HPLC)跟踪生物合成反应过程。此外,在分离过程中,HPLC系统还用于分析葡糖醛酸苷和3-羟基苯并[a]芘。利用HPLC系统,通过放射性示踪和酶技术确定了3-羟基苯并[a]芘葡糖醛酸苷的存在。采用场解吸和直接进样质谱技术对3-羟基苯并[a]芘葡糖醛酸苷进行表征。

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