Evaluation and improvement of storage stability of astaxanthin isomers in oils and fats

Honda, Masaki; Kageyama, Hakuto; Hibino, Takashi; Osawa, Yukiko; Kawashima, Yuki; Hirasawa, Kazuaki; Kuroda, Ikuo

doi:10.1016/j.foodchem.2021.129371

Cited by 36 publications

(39 citation statements)

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“…With increasing processing temperature and time, the ratio of (9 Z )-astaxanthin, which has excellent storage stability and biological activity compared to the other astaxanthin isomers, ,,, increased (Figure E–H). On the other hand, the 13 Z -isomer showed an opposite trend to that of the 9 Z -isomer, and the 15 Z -isomer did not increase much under any condition.…”

Section: Resultsmentioning

confidence: 99%

“…High concentrations of (13 Z )-astaxanthin were obtained in the range of 80 to 120 °C, whereas (9 Z )-astaxanthin and the di- Z -isomers markedly increased at temperatures above 140 °C (Table S2). Several studies have reported that (9 Z )-astaxanthin has higher storage stability and biological activity than the other Z -isomers; ,,, thus, high-temperature treatment would be effective in producing a high value-added astaxanthin material. However, such high-temperature processing promoted astaxanthin degradation, and when heated at 200 °C, all astaxanthin was degraded (Figure B).…”

Section: Resultsmentioning

confidence: 99%

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Rapid and Continuous Astaxanthin Isomerization in Subcritical Ethanol

Honda

Murakami

Zhang

et al. 2021

Ind. Eng. Chem. Res.

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Recent studies have shown that Z-isomers of astaxanthin have greater bioavailability and biological activity than the all-E-isomer. Hence, it is important to develop efficient and practical Z-isomerization methods. This study attempted to establish a continuous-flow isomerization system for (all-E)-astaxanthin in subcritical ethanol. Specifically, the effects of temperature, pressure, time, and addition of antioxidants and a natural catalyst, allyl isothiocyanate, on the Z-isomerization and degradation were investigated. Continuous high-temperature processing (>140 °C) efficiently promoted astaxanthin Z-isomerization within a few minutes, but simultaneously accelerated its degradation. We found that the thermal degradation could be inhibited by adding specific antioxidants, especially ascorbic acid. Finally, using the continuous-flow system with ascorbic acid, 60.3% of total Z-isomer ratio of astaxanthin was achieved while inhibiting the degradation at 200 °C and 10 MPa in just 30 s. This efficient and environmentally friendly isomerization technology is an effective means for the production of Z-isomer-rich astaxanthin materials.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Rapid and Continuous Astaxanthin Isomerization in Subcritical Ethanol

Honda

Murakami

Zhang

et al. 2021

Ind. Eng. Chem. Res.

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“…Thus, the improvement of their stability is an important aspect that must be overcome for the practical use of carotenoid Z-isomers. We reported that specific vegetable oils (e.g., sesame and rice bran oils) and antioxidants (e.g., α-tocopherol and butylated hydroxytoluene) improved the storage stability of Z-isomers of lycopene and astaxanthin 84,85) . However, despite these efforts, the stability of carotenoid Z-isomers has not been sufficiently improved, and further technical development is required.…”

Section: Conclusion and Future Perspectivesmentioning

confidence: 99%

Application of <i>E/Z</i>-Isomerization Technology for Enhancing Processing Efficiency, Health-Promoting Effects, and Usability of Carotenoids: A Review and Future Perspectives

Honda

2022

J. Oleo Sci.

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This is the review by the winner of 55 th Award for Prominent Studies, The Japan Oil Chemists' Society (JOCS).quality and protect humans against ultraviolet (UV) radiation-induced skin damage 8,9) . Therefore, carotenoids offer a wide range of applications, not only in foods but also in animal feeds and cosmetics. These varied applications have enhanced the demand for carotenoid-rich products; their global market was valued at USD 1.5 billion in 2019 and is forecasted to reach USD 2.0 billion in 2027, at a compound annual growth rate (CAGR) of 4.2％ during this period 10) .The bioavailability of carotenoids is generally very low because of their unique physicochemical properties (e.g., high hydrophobicity and crystallinity) 11,12) , which has posed a serious problem in their industrial use. To improve Abstract: Carotenoids are naturally occurring pigments whose presence in the diet is beneficial to human health. Moreover, they have a wide range of applications in the food, cosmetic, and animal feed industries. As carotenoids contain multiple conjugated double bonds in the molecule, a large number of geometric (E/Z, trans/cis) isomers are theoretically possible. In general, (all-E)-carotenoids are the most predominant geometric isomer in nature, and they have high crystallinity and low solubility in various mediums, resulting in their low processing efficiency and bioavailability. Technological developments for improving the processing efficiency and bioavailability of carotenoids utilizing the Z-isomerization have recently been gaining traction. Namely, Z-isomerization of carotenoids induces a significant change in their physicochemical properties (e.g., solubility and crystallinity), leading to improved processing efficiency and bioavailability as well as several biological activities. For the practical use of isomerization technology for carotenoids, the development of efficient isomerization methods and an acute understanding of the changes in biological activity are required. This review highlights the recent advancements in various conventional and unconventional methods for carotenoid isomerization, such as thermal treatment, light irradiation, microwave irradiation, and catalytic treatment, as well as environment-friendly isomerization methods. Current progress in the improvement of processing efficiency and biological activity utilizing isomerization technology and an application development of carotenoid Z-isomers for the feed industry are also described. In addition, future research challenges in the context of carotenoid isomerization have been elaborated upon.

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“…AST is known as a super antioxidant, which can effectively remove free radicals from the body, and promote a variety of physiological functions, such as suppressing oxidation, lowering lipid and enhancing immunity activities ( Liu and Huang, 2016 , Visioli and Artaria, 2017 ). Therefore, it has recently attracted a lot of attention in both scientific research and applied areas ( Ambati et al, 2014 , de Bruijn et al, 2016 , Honda et al, 2021a , Honda et al, 2021b , Liu et al, 2016 , Visioli and Artaria, 2017 , Yang et al, 2021 , Yu and Liu, 2020 ). Currently, AST products have been commercially used in safe food additives, nutritional products, cosmetics, aquaculture ( Ambati et al, 2014 , Yang et al, 2021 ).…”

Section: Introductionmentioning

confidence: 99%

“…The 9- cis and 13- cis ASTs show a higher protection against oxidative stress than all- trans AST against oxidative stress ( Yang et al, 2017 ). The 9- cis has higher storage stability than the other cis -isomers in oils and fats, because during storage, the 13- cis and 15- cis isomers will be isomerized into all- trans isomer during the storage but 9- cis AST is barely isomerized ( Honda et al, 2021a ). It is known that isomers of other carotenoids also exhibit different biological properties.…”

Section: Introductionmentioning

confidence: 99%