title: Detailed biosynthetic pathway to decaprenoxanthin diglucoside in Corynebacterium glutamicum and identification of novel intermediates.
abstract: Carotenogenic mutants of Corynebacterium glutamicum were analyzed for their carotenoid content. Mutant MV10 accumulated the same carotenoids as the wild-type, decaprenoxanthin, decaprenoxanthin monoglucoside, and (2R,6R,2'R,6'R)-decaprenoxanthin di-(beta-D)-glucoside, but in three-fold higher amounts. In addition, decaprenoxanthin diglucoside fatty acid esters and the intermediates nonaprene, 2-(3-methyl-2-butenyl)-epsilon,psi-carotene, and sarcinene, 2,2'-bis(3-methyl-2-butenyl)-epsilon,epsilon-carotene were identified as minor carotenoids. The pink mutants MV40 and MV60 synthesized only lycopene. From another pink mutant, MV70, novel C(50)-carotenoids were isolated. By NMR and mass spectroscopy, nonaflavuxanthin, 2-(4-hydroxy-3-methyl-2-butenyl)-1,16-didehydro-1,2-dihydro-psi,psi-carotene, and flavuxanthin, 2,2'-bis(4-hydroxy-3-methyl-2-butenyl)-1,16,1',16'-tetradehydro-1,2,1',2'-tetrahydro-psi,psi-carotene, were identified. The identification of these intermediates revealed the detailed pathway for the formation of decaprenoxanthin derivatives in Corynebacterium glutamicum.
authors.affiliation: Botanisches Institut, J.W. Goethe Universität, P.O. Box 111932, 60054 Frankfurt, Germany.
authors.forename: P
authors.initials: P
authors.lastname: Krubasik
authors.forename: S
authors.initials: S
authors.lastname: Takaichi
authors.forename: T
authors.initials: T
authors.lastname: Maoka
authors.forename: M
authors.initials: M
authors.lastname: Kobayashi
authors.forename: K
authors.initials: K
authors.lastname: Masamoto
authors.forename: G
authors.initials: G
authors.lastname: Sandmann
mesh_terms: D002338:Carotenoids / Q000096:biosynthesis* / Q000737:chemistry; D003352:Corynebacterium / Q000235:genetics / Q000378:metabolism*; D008956:Models, Chemical; D015394:Molecular Structure; D009154:Mutation; D024341:Xanthophylls
chemical_list: D024341:Xanthophylls; C011431:decaprenoxanthin; D002338:Carotenoids