title: Isolation and identification of 4, 4'-diapolycopene-4,4'-dioic acid produced by Bacillus firmus GB1 and its singlet oxygen quenching activity.
abstract: We succeeded in purifying the carotenoid produced by Bacillus firmus GB1 using chromatography on polystyrenic synthetic adsorbents, and identified it as 4,4'-diapolycopene-4,4'-dioic acid by HRESI-MS and NMR analyses of it and its dimethylester. In addition, we clarified the singlet oxygen (¹O₂) quenching activities of 4,4'-diapolycopene-4,4'-dioic acid and its methyl esters (mono and dimethyl ester). Their IC₅₀ values were 5.8 μM, 6.0 μM, and 6.2 μM, respectively. To our knowledge, this is the first report concerning the isolation and antioxidative activity of 4,4'-diapolycopene-4,4'-dioic acid, a product of the C30 carotenoid biosynthesis pathway.
authors.affiliation: Department of Food and Nutrition, Japan Women's University.
authors.forename: Ayako
authors.initials: A
authors.lastname: Osawa
authors.forename: Kanoko
authors.initials: K
authors.lastname: Iki
authors.forename: Gerhard
authors.initials: G
authors.lastname: Sandmann
authors.forename: Kazutoshi
authors.initials: K
authors.lastname: Shindo
mesh_terms: D000975:Antioxidants; D001407:Bacillus / Q000378:metabolism*; D002338:Carotenoids / Q000096:biosynthesis* / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002845:Chromatography; D004305:Dose-Response Relationship, Drug; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008738:Methyl Ethers / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D011137:Polystyrenes; D026082:Singlet Oxygen / Q000737:chemistry*
chemical_list: C588076:4,4'-diapolycopene-4,4'-dioic acid; D000975:Antioxidants; D008738:Methyl Ethers; D011137:Polystyrenes; D026082:Singlet Oxygen; D002338:Carotenoids