β-Apo-8'-carotenal
β-Apo-8'-carotenal structure
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Common Name | β-Apo-8'-carotenal | ||
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| CAS Number | 1107-26-2 | Molecular Weight | 416.638 | |
| Density | 0.9±0.1 g/cm3 | Boiling Point | 575.7±19.0 °C at 760 mmHg | |
| Molecular Formula | C30H40O | Melting Point | 138-141ºC | |
| MSDS | USA | Flash Point | 273.8±13.8 °C | |
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The formation, occurrence, and function of β-apocarotenoids: β-carotene metabolites that may modulate nuclear receptor signaling.
Am. J. Clin. Nutr. 96(5) , 1189S-92S, (2012) β-Carotene is the major dietary source of provitamin A. Central cleavage of β-carotene yields 2 molecules of retinal followed by further oxidation to retinoic acid. Eccentric cleavage of β-carotene occurs at double bonds other than the central double bond, an... |
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Structural basis of carotenoid cleavage: from bacteria to mammals.
Arch. Biochem. Biophys. 539(2) , 203-13, (2013) Carotenoids and their metabolic derivatives serve critical functions in both prokaryotic and eukaryotic cells, including pigmentation, photoprotection and photosynthesis as well as cell signaling. These organic compounds are also important for visual function... |
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beta-Apo-8'-carotenal, but not beta-carotene, is a strong inducer of liver cytochromes P4501A1 and 1A2 in rat.
Xenobiotica 26(9) , 909-19, (1996) 1. The catalytic activities of several phase I and II xenobiotic-metabolizing enzymes and their immunochemical detection have been investigated in liver microsomes and cytosol of the male rat, which had been fed for 15 days with diets containing 300 mg/kg bet... |
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Retinoids and related compounds. XI. Synthesis and stereochemistry of (+/-)-C22-acetylenic and allenic apocarotenals.
Chem. Pharm. Bull. 36(9) , 3328-40, (1988)
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The ORF slr0091 of Synechocystis sp. PCC6803 encodes a high-light induced aldehyde dehydrogenase converting apocarotenals and alkanals.
FEBS J. 280(15) , 3685-96, (2013) Oxidative cleavage of carotenoids and peroxidation of lipids lead to apocarotenals and aliphatic aldehydes called alkanals, which react with vitally important compounds, promoting cytotoxicity. Although many enzymes have been reported to deactivate alkanals b... |
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Peroral challenge tests with food additives in urticaria and atopic dermatitis.
Int. J. Dermatol. 25(3) , 178-80, (1986) Double-blind, placebo controlled challenge tests with benzoic acid butylhydroxytoluene, butylhydroxyanisole, beta-carotene, beta-8-apo-carotenal, and sodium metabisulfite were made in 44 cases of chronic urticaria, 91 cases of atopic dermatitis, and 123 cases... |
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Excited-state dynamics of 12'-apo-beta-caroten-12'-al and 8'-apo-beta-caroten-8'-al in supercritical CO2, N2O, and CF3H.
J. Phys. Chem. B 112(51) , 16690-700, (2008) The ultrafast excited-state dynamics of the two carbonyl carotenoids 12'-apo-beta-caroten-12'-al (12'C) and 8'-apo-beta-caroten-8'-al (8'C) have been investigated in supercritical (sc) fluids by femtosecond transient absorption spectroscopy. CO2, N2O, and CF3... |
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Effects of provitamin A or non-provitamin A carotenoids on liver xenobiotic-metabolizing enzymes in mice.
Nutr. Cancer 27(3) , 245-9, (1997) To determine whether carotenoids can modulate xenobiotic-metabolizing enzymes in mice, catalytic activities of several phase I and phase II enzymes have been measured in liver microsomes and cytosol of male Swiss mice fed diets containing beta-carotene, beta-... |
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Detection of bixin, lycopene, canthaxanthin, and beta-apo-8'-carotenal in products derived from red pepper.
J. AOAC Int. 78(2) , 491-6, (1995) An analytical method using either thin layer or liquid chromatography is proposed for the detection of 4 pigments (bixin, lycopene, canthaxanthin and beta-apo-8'-carotenal) that can be used fraudulently to intensify the natural color of products derived from ... |
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Beta-carotene and apocarotenals promote retinoid signaling in BEAS-2B human bronchioepithelial cells.
Arch. Biochem. Biophys. 455(1) , 48-60, (2006) High dose beta-carotene supplementation of smokers was associated with increased lung cancer risk in two intervention trials. It was proposed that generation of apocarotenals in smoke-exposed lungs impaired retinoic acid (RA) signaling, leading to squamous me... |