Enantioselective separation of all-E-astaxanthin and its determination in microbial sources

Grewe, Claudia; Menge, Sieglinde; Griehl, Carola

doi:10.1016/j.chroma.2007.08.002

Cited by 34 publications

(21 citation statements)

References 21 publications

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“…Application of comprehensive normal-phase×reversed-phase liquid chromatography system for the separation of red pepper carotenoids was recently demonsatrated by Cacciola et al (2012). Chiral stationary phase have also been used for the resolution of isomeric carotenoids from food and biological samples (Khachik et al 2002;Grewe et al 2007). Mostly, RP chromatography with both isocratic and gradient mobile phases is being used to profile carotenoid esters.…”

Section: Separation Detection and Quantificationmentioning

confidence: 99%

Red pepper (Capsicum annuum) carotenoids as a source of natural food colors: analysis and stability—a review

et al. 2014

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Carotenoids are increasingly drawing the attention of researchers as a major natural food color due to their inherent nutritional characteristics and the implicated possible role in prevention and protection against degenerative diseases. In this report, we review the role of red pepper as a source for natural carotenoids. The composition of the carotenoids in red pepper and the application of different methodologies for their analysis were discussed in this report. The stability of red pepper carotenoids during post-harvest processing and storage is also reviewed. This review highlights the potential of red pepper carotenoids as a source of natural food colors and also discusses the need for a standardized approach for the analysis and reporting of composition of carotenoids in plant products and designing model systems for stability studies.

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Section: Separation Detection and Quantificationmentioning

confidence: 99%

Red pepper (Capsicum annuum) carotenoids as a source of natural food colors: analysis and stability—a review

et al. 2014

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“…Due to the presence of two stereogenic carbon atoms at the C3 and C3' position, there are three stereoisomers for astaxanthin: a pair of enantiomers (3R,3'R-and 3S,3'S-astaxanthin) and an optically inactive mesoform (3R,3'S-astaxanthin). In nature, 3S,3'S-astaxanthin is the most abundant isomer and different organisms produce astaxanthin in different stereoisomeric ratios 3,16 . Synthetic astaxanthin has a stereoisomeric ratio of 1:2:1 for the 3R,3'R, 3R,3'S and 3S,3'S isomers, respectively 3,12,16 .…”

Section: Chemical Structure Of Astaxanthinmentioning

confidence: 99%

“…In nature, 3S,3'S-astaxanthin is the most abundant isomer and different organisms produce astaxanthin in different stereoisomeric ratios 3,16 . Synthetic astaxanthin has a stereoisomeric ratio of 1:2:1 for the 3R,3'R, 3R,3'S and 3S,3'S isomers, respectively 3,12,16 . The presence of stereoisomer by-products, in addition to the naturally occurring 3S,3'S, may have an inhibitory effect on the biological activity of astaxanthin, and synthetic astaxanthin may be contaminated by other reaction by-products or intermediates 18 .…”

Section: Chemical Structure Of Astaxanthinmentioning

confidence: 99%

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Astaxanthin: structural and functional aspects

Seabra

Pedrosa

2010

Rev. Nutr.

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1 Article based on L.M.J. SEABRA' s thesis project entitled "Litopenaeus vannamei shrimp: components of nutritional importance in meat and processing waste. A B S T R A C TAstaxanthin, a carotenoid belonging to the xanthophyll class, has stirred great interest due to its antioxidant capacity and its possible role in reducing the risk of some diseases. Astaxanthin occurs naturally in microalgae, such as Haematococcus pluvialis and the yeast Phaffia rhodozyma, and has also been considered to be the major carotenoid in salmon and crustaceans. Shrimp processing waste, which is generally discarded, is also an important source of astaxanthin. The antioxidant activity of astaxanthin has been observed to modulate biological functions related to lipid peroxidation, having beneficial effects on chronic diseases such as cardiovascular disease, macular degeneration and cancer. Researches have shown that both astaxanthin obtained from natural sources and its synthetic counterpart produce satisfactory effects, but studies in humans are limited to natural sources. There is no established nutritional recommendation regarding astaxanthin daily intake but most studies reported beneficial results from a daily intake of 4mg. Thus, this review discusses some aspects of the carotenoid astaxanthin, highlighting its chemical structure and antioxidant activity, and some studies that report its use in humans.Indexing terms: Antioxidants. Astaxanthin. Carotenoids. Chronic diseases. R E S U M O

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“…The entire UV-visible spectra were saved for all detectable peaks. Successful separation of the stereoisomers of astaxanthin (Grewe et al, 2007) was performed with a Chiralcel OD-RH column (5m, 150ϫ4.6mm i.d.) from Daicel (Tokyo, Japan) using 99:1 acetonitrile:phosphoric acid (3.5mmoll…”

Section: High-performance Liquid Chiral Chromatographymentioning

confidence: 99%

A novel function for a carotenoid: astaxanthin used as a polarizer for visual signalling in a mantis shrimp

Chiou

Place

Caldwell

et al. 2012

Journal of Experimental Biology

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SUMMARYBiological signals based on color patterns are well known, but some animals communicate by producing patterns of polarized light. Known biological polarizers are all based on physical interactions with light such as birefringence, differential reflection or scattering. We describe a novel biological polarizer in a marine crustacean based on linear dichroism of a carotenoid molecule. The red-colored, dichroic ketocarotenoid pigment astaxanthin is deposited in the antennal scale of a stomatopod crustacean, Odontodactylus scyllarus. Positive correlation between partial polarization and the presence of astaxanthin indicates that the antennal scale polarizes light with astaxanthin. Both the optical properties and the fine structure of the polarizationally active cuticle suggest that the dipole axes of the astaxanthin molecules are oriented nearly normal to the surface of the antennal scale. While dichroic retinoids are used as visual pigment chromophores to absorb and detect polarized light, this is the first demonstration of the use of a carotenoid to produce a polarizing signal. By using the intrinsic dichroism of the carotenoid molecule and orienting the molecule in tissue, nature has engineered a previously undescribed form of biological polarizer.

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Enantioselective separation of all-E-astaxanthin and its determination in microbial sources

Cited by 34 publications

References 21 publications

Red pepper (Capsicum annuum) carotenoids as a source of natural food colors: analysis and stability—a review

Red pepper (Capsicum annuum) carotenoids as a source of natural food colors: analysis and stability—a review

Astaxanthin: structural and functional aspects

A novel function for a carotenoid: astaxanthin used as a polarizer for visual signalling in a mantis shrimp

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