CHUNG, BC MALLAMO, JP JUNIEWICZ, PE SHACKLETON, CHL 2024-01-21T23:05:16Z 2024-01-21T23:05:16Z 2021-08-31 1992-11 0039-128X https://pubs.kist.re.kr/handle/201004/146366 Using unlabeled androsterone as starting material, 5alpha-[16,16-H-2(2)]androstan-3alpha-ol-17-one was synthesized by exchange using deuterated potassium methoxide. This labeled androsterone product was reduced by sodium borodeuteride, which gave predominantly trideuterated 5alpha-androstane-3alpha, 17beta-diol. The labeled androstanediol was conjugated with glucuronide by using the Koenig-Knorr reaction with methyl-1-bromo-1-deoxy-2,3,4-tri-O-acetyl-alpha-D-glucopyranosuronate. The dominant product was identified by thermospray high-performance liquid chromatography/mass spectrometry (MS) and electrospray MS as 5alpha-[16,16,17-H-2(3)]androstane-3alpha, 17beta-diol, 17beta-glucuronide. English BUTTERWORTH-HEINEMANN ANDROSTANEDIOL GLUCURONIDE IDIOPATHIC HIRSUTISM PLASMA WOMEN CLEARANCE RATES SYNTHESIS OF DEUTERIUM-LABELED 5-ALPHA-ANDROSTANE-3-ALPHA,17-BETA-DIOL AND ITS 17-BETA-GLUCURONIDE Article 1 STEROIDS, v.57, no.11, pp.530 - 536 STEROIDS 57 11 530 536 scie scopus A1992JW65700003 Biochemistry & Molecular Biology Endocrinology & Metabolism Biochemistry & Molecular Biology Endocrinology & Metabolism Article ANDROSTANEDIOL GLUCURONIDE IDIOPATHIC HIRSUTISM PLASMA WOMEN CLEARANCE RATES ANDROSTANEDIOL GLUCURONIDE STABLE ISOTOPE GAS CHROMATOGRAPHY MASS SPECTROMETRY HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY ELECTROSPRAY MASS SPECTROMETRY PLASMA STEROIDS