Synthesis of tritium-labeled vitamin A and its analogs

Conference · Thu Oct 31 23:00:00 EST 1985 · Trans. Am. Nucl. Soc.; (United States)

OSTI ID:5015469

Rhee, S W; Bubb, J E

Metabolic and pharmacologic studies of Vitamin A and its analogs related to the prevention of lung cancer and other epithelial cancers required tritium-labeled Vitamin A analogs and ..beta..-carotene at high specific activity. Syntheses of some of the isomers were therefore developed in the laboratory, as described in the paper. The advantages of the scheme shown are that : 1. Tritiums are introduced into the molecule by catalytic hydrogenation, thus affording high specific activity. 2. It uses an allylic rearrangement of tritiated vinyl-..beta..-ionol to C/sub 15/-phosphonium salt, which is condensed with C/sub 5/-nitrile to give C/sub 20/-skeleton of retinonitrile. 3. It permits the development of milder methods to convert tritium-labeled retinaldehyde, as a common intermediate, to the other retinoids (i.e., retinoic acid, retinol, and retinyl acetate). Furthermore, tritium-labeled all-trans-..beta..-carotene, an important carotenoid, has been obtained from the retinaldehyde.

• Research Organization: SRI International
• OSTI ID: 5015469
• Report Number(s): CONF-851115-
• Journal Information: Trans. Am. Nucl. Soc.; (United States), Journal Name: Trans. Am. Nucl. Soc.; (United States) Vol. 50; ISSN TANSA
• Country of Publication: United States
• Language: English

Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400700* -- Radiochemistry & Nuclear Chemistry
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
HYDROGEN ISOTOPES
ISOTOPES
KINETICS
LABELLED COMPOUNDS
LABELLING
LIGHT NUCLEI
NUCLEI
ODD-EVEN NUCLEI
RADIOISOTOPES
REACTION KINETICS
SYNTHESIS
THERMODYNAMIC ACTIVITY
TRITIUM
VITAMIN A
VITAMINS
YEARS LIVING RADIOISOTOPES