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Synthesis of all-trans-[10′-3H]-8′-apo-β-carotenoic acid

✍ Scribed by Pulgam Veera Reddy; Monsterrat Rabago-Smith; Babak Borhan

Publisher
John Wiley and Sons
Year
2002
Tongue
French
Weight
121 KB
Volume
45
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The enzyme, 15,15′‐β‐carotene dioxygenase (BCDOX), facilitates the oxidation of β‐carotene to yield retinal. This is a remarkable process in which one of 11 double bonds in β‐carotene is selectively oxidized. To further probe the mechanistic aspects of BCDOX, the synthesis of all‐trans‐[10′‐^3^H]‐8′‐apo‐β‐carotenoic acid is reported. This compound will be used as a photoaffinity labeling reagent to probe the β‐carotene binding pocket within BCDOX. The synthesis outlines a simple and efficient route for the incorporation of tritium at the 10′ olefinic carbon of 8′‐apo‐β‐carotenoic acid. Copyright © 2002 John Wiley & Sons, Ltd.

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