54422-80-9

Basic information

• Product Name: anhydrolutein
• Synonyms: anhydrolutein
• CAS NO: 54422-80-9
• Molecular Weight: 550.868
• Mol File: 54422-80-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: anhydrolutein(CAS DataBase Reference)
• NIST Chemistry Reference: anhydrolutein(54422-80-9)
• EPA Substance Registry System: anhydrolutein(54422-80-9)

Safety Data

• Hazardous Substances Data: 54422-80-9(Hazardous Substances Data)

Upstream product

• 127-40-2 lutein 
• 92760-20-8 (3R,6'R)-3-hydroxy-3',4'-didehydro-β,γ-carotene 
• 851854-29-0 (3R,3'R,6'R)-lutein 3'-propyl ether 
• 144-68-3 zeaxanthin 

Downstream Products

• 144-68-3 zeaxanthin 
• 472-70-8 (3R)-cryptoxanthin 
• 24480-38-4 zeinoxanthin 
• 144-68-3 lutein 
• 4441-42-3 (3R,6'RS)-β,ε-caroten-3-ol 
• 108589-97-5 (3R,4'RS)-β,β-carotene-3,4'-diol 
• 1187923-67-6 (3R,3'S)-zeaxanthin-3-acetate 
• 115406-45-6 (all-E,3R,3'R)-β,β-carotene-3,3'-diol 3,3'-diacetate 

Relevant articles and documents

Synthesis of (3 R,3 R)-zeaxanthin and its meso -stereoisomer from (3 R,3 R,6 R)-lutein via (3 R)-3,4-anhydrolutein

A process has been developed for the partial synthesis of (3R,3R)-zeaxanthin and (3R,3S; meso)-zeaxanthin from commercially available (3R,3R,6R)-lutein. This involves the regioselective hydroboration of a dehydration product of lutein, namely (3R)-3,4-didehydro-,-caroten-3-ol [(3R)-3,4-anhydrolutein], to yield a mixture of (3R,3R)-zeaxanthin and (3R,3S; meso)-zeaxanthin followed by separation of these carotenoids by enzyme-mediated acylation. (3R,3R,6R)-Lutein, (3R,3R)-zeaxanthin and its meso-isomer accumulate in human ocular tissues and have been implicated in the prevention of age-related macular degeneration (AMD). Georg Thieme Verlag Stuttgart New York.

PROCESS FOR THE PREPARATION OF ALPHA- AND BETA-CRYPTOXANTHIN

The present invention relates to a process for converting lutein and/or lutein esters to β-cryptoxanthin and α-cryptoxanthin, suitable for human consumption as dietary supplements, by employing safe and environmentally friendly reagents. In the first synthetic step, commercially available lutein and/or lutein esters are transformed into a mixture of dehydration products of lutein (anhydroluteins) in the presence of a catalytic amount of an acid. The resulting anhydroluteins are then converted to β-cryptoxanthin (major product) and α-cryptoxanthin (minor product) by heterogeneous catalytic hydrogenation employing transition elements of group VIII in a variety of organic solvents under atmospheric pressure of hydrogen. A novel feature of this invention is the regioselective hydrogenation of anhydroluteins while the highly conjugated polyene chain of these carotenoids remains intact.