Astaxanthin dirhamnoside, a new astaxanthin derivative produced by a radio-tolerant bacterium, Sphingomonas astaxanthinifaciens

Asker, Dalal; Amano, Shoichi; Morita, Kaori; Tamura, Kouichi; Sakuda, Shohei; Kikuchi, Naoya; Furihata, Kazuo; Matsufuji, Hiroshi; Beppu, Teruhiko; Uéda, Kenji

doi:10.1038/ja.2009.50

Cited by 23 publications

(13 citation statements)

References 14 publications

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“…The natural composition of astaxanthin fatty acid esters is rather complex and some kinds of astaxanthin esters (such as astaxanthin dipalmitate) have been reported to give less pigmentation than free astaxanthin or other astaxanthin esters (such as n‐3 polyunsaturated fatty acids astaxanthin diesters) in rainbow trout and salmonid fish (Halldorsson and Haraldsson 2004). After the loss of fatty acid chains of astaxanthin esters, free astaxanthin is then able to be linked to specific fatty acids to produce easily pigmentated astaxanthin diesters or linked to water‐soluble groups (such as disodium disuccinate) through hydroxyl groups to form an antioxidant drug useful in the therapy of cardiovascular disease (Lockwood and others 2006; Rishton 2008; Asker and others 2009). …”

Section: Introductionmentioning

confidence: 99%

Astaxanthin Preparation by Lipase‐Catalyzed Hydrolysis of Its Esters from Haematococcus pluvialis Algal Extracts

Zhao¹,

Guan²,

Wang³

et al. 2011

Journal of Food Science

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Five of 8 fungal lipases screened were found to effectively hydrolyze astaxanthin esters from Haematococcus pluvialis algal cell extracts. Among these, an alkaline lipase from Penicillium cyclopium, expressed in Pichia pastoris, had the highest enzymolysis efficiency. Tween80 was shown to be an effective emulsifier in this lipase hydrolysis system for the 1st time. A series of experiments were performed to find optimal conditions for hydrolysis (pH, temperature, reaction time, lipase dosage). In the optimal reaction system, Tween80 and H. pluvialis extracts (mass ratio 1:1) were emulsified and added to the above lipase at a dosage of 4.6 U/μg (relative to total carotenoids), in phosphate buffer (0.1 M, pH 7.0), and incubated at 28 °C for 7 h, with agitation at 180 rpm. The free astaxanthin recovery ratio under these conditions was 63.2%.

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Section: Introductionmentioning

confidence: 99%

Astaxanthin Preparation by Lipase‐Catalyzed Hydrolysis of Its Esters from Haematococcus pluvialis Algal Extracts

Zhao¹,

Guan²,

Wang³

et al. 2011

Journal of Food Science

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“…The marine bacterium Fulvimarina pelagi was chosen due to its promising brownish-yellow color as a consequence of carotenoid accumulation [ 50 ] and the evolutionary distance to Brevundimonas . In addition, the red-pigmented marine bacterium Sphingomonas astaxanthinifaciens was selected since experimental evidence that astaxanthin is the major carotenoid produced by this bacterium has been reported [ 51 , 52 ].…”

Section: Resultsmentioning

confidence: 99%

Production of the Marine Carotenoid Astaxanthin by Metabolically Engineered Corynebacterium glutamicum

et al. 2016

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Astaxanthin, a red C40 carotenoid, is one of the most abundant marine carotenoids. It is currently used as a food and feed additive in a hundred-ton scale and is furthermore an attractive component for pharmaceutical and cosmetic applications with antioxidant activities. Corynebacterium glutamicum, which naturally synthesizes the yellow C50 carotenoid decaprenoxanthin, is an industrially relevant microorganism used in the million-ton amino acid production. In this work, engineering of a genome-reduced C. glutamicum with optimized precursor supply for astaxanthin production is described. This involved expression of heterologous genes encoding for lycopene cyclase CrtY, β-carotene ketolase CrtW, and hydroxylase CrtZ. For balanced expression of crtW and crtZ their translation initiation rates were varied in a systematic approach using different ribosome binding sites, spacing, and translational start codons. Furthermore, β-carotene ketolases and hydroxylases from different marine bacteria were tested with regard to efficient astaxanthin production in C. glutamicum. In shaking flasks, the C. glutamicum strains developed here overproduced astaxanthin with volumetric productivities up to 0.4 mg·L−1·h−1 which are competitive with current algae-based production. Since C. glutamicum can grow to high cell densities of up to 100 g cell dry weight (CDW)·L−1, the recombinant strains developed here are a starting point for astaxanthin production by C. glutamicum.

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“…For instance, the bacterium Sphingomonas astaxanthinifaciens TDMA-17 T (Fig. 8) uses the glucosyltransferase CRTX [428] to add glucoside residues on the astaxanthin backbone [429]. The resulting polar astaxanthin dirhamnoside presents a very high antioxidant activity [429].…”

Section: Discussionmentioning

confidence: 99%

Carotenoids of Microalgae Used in Food Industry and Medicine

Gâteau

Solymosi

Marchand

et al. 2017

MRMC

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Astaxanthin dirhamnoside, a new astaxanthin derivative produced by a radio-tolerant bacterium, Sphingomonas astaxanthinifaciens

Cited by 23 publications

References 14 publications

Astaxanthin Preparation by Lipase‐Catalyzed Hydrolysis of Its Esters from Haematococcus pluvialis Algal Extracts

Astaxanthin Preparation by Lipase‐Catalyzed Hydrolysis of Its Esters from Haematococcus pluvialis Algal Extracts

Production of the Marine Carotenoid Astaxanthin by Metabolically Engineered Corynebacterium glutamicum

Carotenoids of Microalgae Used in Food Industry and Medicine

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