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Synthesis and study of the labeling of pregnenolone and progesterone specifically tritiated at the 17 position
Authors:P Kremers  J Denoel  C L Lapiere
Institution:1. Laboratory of medical chemistry Bd. de la Constitution, 151 University of Liege B-4000 LIEGE Belgium;7. NMR Center Institut de Physique, University of Liege B-4000 LIEGE Belgium;71. Laboratory of pharmaceutical organic chemistry Institut de Pharmacie, Rue Fusch, 5 University of Liege B-4000 LIEGE Belgium
Abstract:The action of tritiated acetic acid on 17-bromopreg-3H] nenolone acetate treated with zinc metal dust produces 17 pregnenolone acetate which is then hydrolyzed to form 17 3H] pregnenolone.The flavobacterium dehydrogenans transforms the 17-bromopregnenolone into 17-bromoprogesterone which can also be tritiated by tritiated acetic acid to obtain 17 3H] progesterone. The study of the label distribution by different analytic techniques (I.R., nuclear magnetic resonance, mass spectrometry) as well as the. chemical and selective biochemical reactions indicate a specific labeling higher than 85% on the 17 position.
Keywords:Pregnenolone  5 pregnen-3 ol — 20 one  Progesterone  4-pregnen — 3  20 dione  NADPH  -nicotinamide-adenine-dinucleotide phosphate reduced  PPO  2  5 diphenyloxazole  POPOP  1  4 bis-2-(5-phenyloxazolyl) — benzene  Eu (DPM)  tris (2  2  6  6 — tetramethylheptane — 3  5 dione) europium (III)
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