Investigation of carotenoid reactions on Micro-Cel C

Ritacco, Robert P.; Rodriguez, Delia B.; Britton, George; Lee, Tung Ching; Chichester, C. O.; Simpson, Kenneth L.

doi:10.1021/jf00122a030

Cited by 5 publications

(16 citation statements)

References 3 publications

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“…Table I shows that optimum reactivity for ßapo-S'-carotenal occurs at a water content of about 4%, with good reactivity at levels of from 2 to about 10%. Micro-Cel C was shown to lose about 7% of its weight when placed in an oven at 130 °C for 24 h (Ritacco et al, 1984). However, this observation was for 1 specific day and the water content may actually vary with atmospheric humidity causing a subsequent variation in reactivity.…”

Section: Resultsmentioning

confidence: 99%

“…Effect of the Water Content of Micro-Cel C. Substitution of the hydroxy function at the allylic 4-position of the carotenoid /3-ring has been shown to be dependent upon the presence of water with Micro-Cel C (Ritacco et al, 1984). Table I shows that optimum reactivity for ßapo-S'-carotenal occurs at a water content of about 4%, with good reactivity at levels of from 2 to about 10%.…”

Section: Resultsmentioning

confidence: 99%

“…In previous studies, our laboratory reported on the reactivity of Micro-Cel C (a common chromatographic adsorbent) with various carotenoids to yield hydroxides, epoxides, and, in one noted case, cleavage products, when exposed in the presence of a nonpolar solvent (Rodriguez et al, 1976;Ritacco et al, 1984). The hydroxides produced were specific to the 4-position of the cyclic carotenoids and epoxidation predominantly occurred between the 5,8-and 5,6-carbons in the cyclic and acyclic carotenoids, respectively.…”

mentioning

confidence: 99%

“…The /3-apo-8'-carotenal and ß-carotene required purification prior to use [preparative TLC as previously described (Ritacco et al, 1984)]. Retinol was prepared by the sodium borohydride reduction of retinal (Davies, 1976).…”

mentioning

confidence: 99%

“…Except in the retinol reaction, the Micro-Cel C was oven-dried at 130 °C for a minimum of 24 h and either left Exposure to Micro-Cel C. A measured amount of carotenoid was dissolved in petroleum ether (PE) and exposed to Micro-Cel C as previously described (Rodriguez et al, 1976). The products were extracted with acetone and isolated by preparative TLC (Ritacco et al, 1984).…”

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confidence: 99%

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A proposed mechanism for the hydroxylation of carotenoids on Micro-Cel C

Ritacco¹,

Britton²,

Simpson³

1984

J. Agric. Food Chem.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

See 3 more Smart Citations

A proposed mechanism for the hydroxylation of carotenoids on Micro-Cel C

Ritacco¹,

Britton²,

Simpson³

1984

J. Agric. Food Chem.

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[18] Separation and quantification of carotenoids in human plasma

Khachik

Beecher²,

Goli³

et al. 1992

Methods in Enzymology

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Separation and identification of carotenoids and their oxidation products in the extracts of human plasma

Khachik

Beecher²,

Goli³

et al. 1992

Anal. Chem.

273

164

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Eighteen carotenoids as well as vitamin A and two forms of vitamin E (gamma- and alpha-tocopherol) have been separated from extracts of human plasma by high-performance liquid chromatography (HPLC) on reversed-phase and sillca-based nitrile-bonded columns. In the order of chromatographic elution on a C18 reversed-phase column, the carotenoids were identified as (3R,3'R,6'R)-beta, epsilon-carotene-3,3'-diol [(3R,3'R,6'R)-lutein], (3R,3'R)-beta, beta-carotene-3,3'-diol [(3R,3'R)-zeaxanthin], 5,6-dihydroxy-5,6-dihydro-psi,psi-carotene, 3-hydroxy-2',3'-didehydro-beta,epsilon-caroten-3-ol, 3-hydroxy-beta-carotene,psi,psi-carotene, 7,8-dihydro-psi,psi-carotene, beta,psi-carotene, 7,8,7',8'-tetrahydro-psi,psi-carotene, beta,epsilon-carotene, beta,beta-carotene, 7,8,11,12,7',8'-hexahydro-psi,psi-carotene, and 7,8,11,12,7',8'-11',12'-octahydro-psi,psi-carotene. The polar carotenoids, which eluted in the vicinity of lutein and were unresolved on the C18 column, have been separated on a nitrile-bonded column employing isocratic HPLC conditions. In the order of elution, the carotenoids were epsilon,epsilon-carotene-3,3'-dione, 3'-hydroxy-epsilon,epsilon-caroten-3-one, 5,6-dihydroxy-5,6-dihydro-psi,psi-carotene, 3-hydroxy-beta,epsilon-caroten-3'-one, (all-E,3R,3'R,6'R)-lutein, (all-E,3R,3'R)-zeaxanthin, and (all-E,3R,3'S,6'R)-beta,epsilon-carotene-3,3'-diol (3'-epilutein) followed by several geometrical isomers of lutein and zeaxanthin.

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Investigation of carotenoid reactions on Micro-Cel C

Cited by 5 publications

References 3 publications

A proposed mechanism for the hydroxylation of carotenoids on Micro-Cel C

A proposed mechanism for the hydroxylation of carotenoids on Micro-Cel C

[18] Separation and quantification of carotenoids in human plasma

Separation and identification of carotenoids and their oxidation products in the extracts of human plasma

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