Synthesis of high specific activity tritium labeled (E)-6-(bromomethylene)-tetrahydro-3-(1-naphthalenyl)-2H-pyran-2-one as a selective probe for calcium-independent phospholipase a2
✍ Scribed by Richard C. Durley; Barry L. Parnas; Randy H. Weiss
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- French
- Weight
- 360 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
The synthesis of (E)‐6‐(bromomethylene)‐tetrahydro‐3‐([4‐^3^H]‐1‐naphthalenyl)‐2__H__‐pyran‐2‐one at a specific activity of 24.0 Ci/mmol is described. This probe was synthesized to determine whether (E)‐6‐(bromomethylene)‐tetrahydro‐3‐(1‐naphthalenyl)‐2__H__‐pyran‐2‐one inhibits calcium‐independent myocardial phospholipase A~2~ irreversibly via covalent modification. The material was synthesized in four steps from 1‐naphthalene acetic acid via [4‐^3^H]‐1‐naphthaleneacetic acid. The yield from [4‐^3^H]‐1‐naphthaleneacetic acid was 29.7%. The radiochemical purity of the HPLC‐purified final product was 99.5%.