Stereochemistry of astaxanthin biosynthesis in the marine harpacticoid copepod tigriopus Californicus

Prado-Cabrero, Alfonso and Saefurahman, Ganjar and Nolan, John M. (2020) Stereochemistry of astaxanthin biosynthesis in the marine harpacticoid copepod tigriopus Californicus. Marine Drugs, 18 (10). ISSN 1660-3397

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Abstract

The harpacticoid copepod Tigriopus californicus has been recognized as a model organism for the study of marine pollutants. Furthermore, the nutritional profile of this copepod is of interest to the aquafeed industry. Part of this interest lies in the fact that Tigriopus produces astaxanthin, an essential carotenoid in salmonid aquaculture. Here, we study for the first time the stereochemistry of the astaxanthin produced by this copepod. We cultured T. californicus with different feeding sources and used chiral high-performance liquid chromatography with diode array detection (HPLC-DAD) to determine that T. californicus synthesizes pure 3S,3'S-astaxanthin. Using mesozeaxanthin as feed, we found that the putative ketolase enzyme from T. californicus can work with β-rings with either 3R- or 3S-oriented hydroxyl groups. Despite this ability, experiments in the presence of hydroxylated and non-hydroxylated carotenoids suggest that T. californicus prefers to use the latter to produce 3S,3'S-astaxanthin. We suggest that the biochemical tools described in this work can be used to study the mechanistic aspects of the recently identified avian ketolase.

Item Type:	Article
Additional Information:	Funding Information: This research was funded by the ERC-OA-2013-PoC-European Research Council ERC Proof of Concept under the program FP7-IDEAS-ERC, with Grant Agreement ID: 630671. This research also received funding from Enterprise Ireland Commercialization Fund Program, co-funded by the European Regional Development Fund (ERDF) and Ireland's European Structural and Investment Funds Programs 2014-2020, with grant number CF20160426. G. S. was supported for this work by Industrial Organica S.A. (IOSA, Monterrey, Mexico) and Nutralgae Ltd (Waterford, Ireland). A.P.-C. and G. S. were supported by the cited Grant from Enterprise Ireland. A.P.-C. was supported by a joint research center grant from the Science Foundation Ireland (SFI) and the Department of Agriculture, Food, and Marine on behalf of the government of Ireland under grant number 16/RC/3835-Vistamilk. Funding Information: Funding: This research was funded by the ERC-OA-2013-PoC—European Research Council ERC Proof of Concept under the program FP7-IDEAS-ERC, with Grant Agreement ID: 630671. This research also received funding from Enterprise Ireland Commercialization Fund Program, co-funded by the European Regional Development Fund (ERDF) and Ireland’s European Structural and Investment Funds Programs 2014–2020, with grant number CF20160426. G. S. was supported for this work by Industrial Organica S.A. (IOSA, Monterrey, Mexico) and Nutralgae Ltd (Waterford, Ireland). A.P.-C. and G. S. were supported by the cited Grant from Enterprise Ireland. A.P.-C. was supported by a joint research center grant from the Science Foundation Ireland (SFI) and the Department of Agriculture, Food, and Marine on behalf of the government of Ireland under grant number 16/RC/3835—Vistamilk. Publisher Copyright: © 2020 by the authors.
Uncontrolled Keywords:	/dk/atira/pure/subjectarea/asjc/3000/3002
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Depositing User:	Admin SSL
Date Deposited:	19 Oct 2022 23:08
Last Modified:	04 Aug 2023 19:15
URI:	http://repository-testing.wit.ie/id/eprint/4301

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