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Synthesis of 17α‐[ 125 I]iodoethynyl‐4,6‐androstadien‐17β‐OL‐3‐ONE, an active‐site‐directed photoaffinity radiolabel for androgen‐binding proteins
Author(s) -
Mason N. Scott,
Smith Howard E.,
Danzo Benjamin J.,
Clanton Jeffrey A.
Publication year - 1992
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580311002
Subject(s) - chemistry , photoaffinity labeling , stereochemistry , androgen , biochemistry , binding site , hormone
17α‐[ 125 I]Iodoethynyl‐4,6‐androstadien‐17β‐ol‐3‐one with a specific radioactivity of 24 Ci/mmol was prepared as an active‐site‐directed photoaffinity radiolabel for androgen‐binding proteins. The iodinated steroid was formed by the silver nitrate‐catalyzed reaction of N ‐[ 125 I]iodosuccinimide and 17α‐ethynyl‐4,6‐androstadien‐17β‐ol‐3‐one in acetone. N ‐[ 125 I]Iodosuccinimide was prepared by reaction of silver succinimide with iodine‐125 in dioxane, the latter being formed by oxidation of sodium iodide‐125 with sodium nitrite‐nitric acid in water‐hexane.
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