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Synthesis of 17α-[(E)-2-[125I]iodoethenyl]androsta-4,6-dien-17β-ol-3-one, an active-site-directed photoaffinity radiolabel for androgen-binding proteins

✍ Scribed by Pablo J. Diaz Cruz; Howard E. Smith; Benjamin J. Danzo; Jeffrey A. Clanton; N. Scott Mason

Publisher
John Wiley and Sons
Year
1993
Tongue
French
Weight
441 KB
Volume
33
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The active‐site‐directed photoaffinity radiolabel for androgen‐binding proteins, 17α‐[(E)‐2‐[^125^I]iodoethenyl]androsta‐4,6‐dien‐17β‐ol‐3‐ one, was prepared by reaction of 17α‐[(E)‐2‐tributyltin(IV)ethenyl]androsta‐4,6‐dien‐17β‐ol‐3‐one with carrier added sodium iodide‐125 in the presence of hydrogen peroxide and acetic acid. Purification by HPLC gave the radiolabeled steroid in 52% radiochemical yield with a specific activity of 27 Ci/mmol and 100% radiochemical purity.

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Synthesis of 17α-[125I]iodoethynyl-4,6-a
Synthesis of 17α-[125I]iodoethynyl-4,6-androstadien-17β-OL-3-ONE, an active-site-directed photoaffinity radiolabel for androgen-binding proteins
✍ N. Scott Mason; Howard E. Smith; Benjamin J. Danzo; Jeffrey A. Clanton 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 French ⚖ 460 KB

## Abstract 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]io