[34] Carotenoid glycoside ester from Rhodococcus rhodochrous

Takaichi, Shinichi; Ishidsu, Jun-ichi

doi:10.1016/0076-6879(92)13138-n

Cited by 36 publications

(28 citation statements)

References 22 publications

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“…), dried, and dissolved in n-hexane. They were analyzed by an HPLC system equipped with a p Bondapak C,, column (Waters; carotenoids were eluted with methanol [20]), or a Novapak C,, column [Waters; carotenes were eluted with acetonitrile/methanol/tetrahydrofuran (58 : 3.5 : 7, by vol.)]. When the crude cxtract of carotenoids was submitted to silica-gel-60 (Merck) column chromatography, carotenes were eluted with nhexane and xanthophylls with mixtures of n-hexanelchloroform and chloroform/methanol.…”

Section: Methodsmentioning

confidence: 99%

The Carotenoid 7, 8‐Dihydro‐ψ end Group can be Cyclized by the Lycopene Cyclases from the Bacterium Erwinia Uredovora and the Higher Plant Capsicum Annuum

Takaichi

Sandmann

Schnurr

et al. 1996

European Journal of Biochemistry

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The genes for geranylgeranyl diphosphate synthase (crtE) and phytoene synthase (crtB) from the epiphytic bacterium Erwinia uredovora and the phytoene desaturase gene from the photosynthetic bacterium Rhodobacter capsulatus (Rc‐crtI) were introduced into Escherichia coli, which resulted in the accumulation of the acyclic carotenoid, neurosporene. Further introduction of the lycopene cyclase gene from E. uredovora (crtY) or the higher plant Capsicum annuum (Icy) resulted in the production of a bicyclic carotenoid, 7,8‐dihydro‐β‐carotene, via monocyclic β‐zeacarotene. ζ‐Carotene was also found to be cyclized to bicyclic 7,8,7′,8′‐tetrahydro‐β‐carotene by the Erwinia cyclase. These results indicate that both lycopene cyclases can cyclize a 7,8‐dihydro‐ψ end group to a 7,8‐dihydro‐β end group, in addition to the usual cyclization of the ψ end group to the β end group. Furthermore, β‐carotene hydroxylase from Enwnia (CrtZ) was able to add a hydroxyl group to the 7,8‐dihydro‐β end group and the β end group.

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Section: Methodsmentioning

confidence: 99%

The Carotenoid 7, 8‐Dihydro‐ψ end Group can be Cyclized by the Lycopene Cyclases from the Bacterium Erwinia Uredovora and the Higher Plant Capsicum Annuum

Takaichi

Sandmann

Schnurr

et al. 1996

European Journal of Biochemistry

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“…The polar carotenoids were purified by silica gel thin-layer chromatography (Merck, Germany) using dichloromethane-ethyl acetate-acetone-methanol (2:4: 2:1, vol/vol/vol/vol) as the eluent and were finally collected from the HPLC apparatus described above (37). Acetylation of the polar carotenoids was carried out as described previously (35).…”

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confidence: 99%

Substrate Specificities and Availability of Fucosyltransferase and β-Carotene Hydroxylase for Myxol 2′-Fucoside Synthesis in Anabaena sp. Strain PCC 7120 Compared with Synechocystis sp. Strain PCC 6803

et al. 2008

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To elucidate the biosynthetic pathways of carotenoids, especially myxol 2-glycosides, in cyanobacteria, Anabaena sp. strain PCC 7120 (also known as Nostoc sp. strain PCC 7120) and Synechocystis sp. strain PCC 6803 deletion mutants lacking selected proposed carotenoid biosynthesis enzymes and GDP-fucose synthase (WcaG), which is required for myxol 2-fucoside production, were analyzed. The carotenoids in these mutants were identified using high-performance liquid chromatography, field desorption mass spectrometry, and Cyanobacteria synthesize carotenoids, as do all phototrophic organisms. The carotenoids in cyanobacteria are not limited to just the common carotenoids, such as ␤-carotene, but also include some unique ketocarotenoids and carotenoid glycosides, which are not found in higher plants (6). It has become evident from several recent studies that these unique carotenoids are different in different cyanobacterial species, and cyanobacteria can be classified into several groups based on their unique carotenoids (39). Members of the first group, which includes the genera Anabaena and Nostoc, contain ␤-carotene, keto derivatives of ␤-carotene such as echinenone, and myxol glycosides, but little or no zeaxanthin. Members of the second group, including Synechocystis sp. strain PCC 6803 and Thermosynechococcus elongatus strain BP-1, contain these carotenoids as well as zeaxanthin. Members of the third group, which includes the genera Synechococcus and Prochlorococcus, contain ␤-carotene, zeaxanthin, and nostoxanthin but lack both ketocarotenoids and carotenoid glycosides. Prochlorococcus also contains ␣-carotene, and the lycopene cyclases in these genera have homology to those of plants.We recently identified the molecular structures of carotenoids in some Anabaena and Nostoc strains, and we proposed carotenogenesis pathways and genes (37,38). In these genera, the major carotenoids were ␤-carotene and echinenone, and the polar carotenoids were myxol and 4-ketomyxol glycosides.

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“…The production of compounds 2 and 3 by R. rhodochrous has previously been reported, 17) this strain being devoid of carotenoids with phenyl end groups. The production of compound 1 possessing a phenyl end group has been reported for R. fascians.…”

Section: Discussionmentioning

confidence: 99%

Isolation of a Novel Carotenoid, OH-chlorobactene Glucoside Hexadecanoate, and Related Rare Carotenoids fromRhodococcussp. CIP and Their Antioxidative Activities

Osawa

Kasahara

Mastuoka

et al. 2011

Bioscience, Biotechnology, and Biochemistry

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[34] Carotenoid glycoside ester from Rhodococcus rhodochrous

Cited by 36 publications

References 22 publications

The Carotenoid 7, 8‐Dihydro‐ψ end Group can be Cyclized by the Lycopene Cyclases from the Bacterium Erwinia Uredovora and the Higher Plant Capsicum Annuum

The Carotenoid 7, 8‐Dihydro‐ψ end Group can be Cyclized by the Lycopene Cyclases from the Bacterium Erwinia Uredovora and the Higher Plant Capsicum Annuum

Substrate Specificities and Availability of Fucosyltransferase and β-Carotene Hydroxylase for Myxol 2′-Fucoside Synthesis in Anabaena sp. Strain PCC 7120 Compared with Synechocystis sp. Strain PCC 6803

Isolation of a Novel Carotenoid, OH-chlorobactene Glucoside Hexadecanoate, and Related Rare Carotenoids fromRhodococcussp. CIP and Their Antioxidative Activities

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