Thermal isomerization of lycopene

Chemistry of hydrocarbon compounds – Alicyclic compound synthesis – Carotene or derivative

Reexamination Certificate

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Reexamination Certificate

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07126036

ABSTRACT:
The present invention relates to a process for the thermal isomerization of a mixture of all-E-lycopene and its Z isomers of any composition to increase the proportion of all-E, wherein the isomerization takes place in a polar solvent in which lycopene is only slightly soluble.

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Polgar, A. et al., “Isomerization of β-Carotene. Isolation of a Stereoisomer with Increased Adsorption Affinity”, J. Am. Chem. Soc., 1942, vol. 64, 1856-1861.
Doering et al., “Thermal Interconversions among 15-cis, 13-cis and all-trans-β-Carotene: Kinetics, Arrhenius Parameters, Thermochemistry, and Potential Relevance to Anticarcinogenicity of all-trans-β-Carotene”, J. Am. Chem. Soc., 1995, vol. 117, 2747-2757.
Muller et al., “(E/Z)-Isomeric carotenes”, Pure & Appl. Chem., 1997, vol. 69, No. 10, 2039-2046.

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