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Methyl-end desaturases with ∆12 and ω3 regioselectivities enable the de novo PUFA biosynthesis in the cephalopod Octopus vulgaris.
Biochim Biophys Acta Mol Cell Biol Lipids. 2019 08; 1864(8):1134-1144.BB

Abstract

The interest in understanding the capacity of aquatic invertebrates to biosynthesise omega-3 (ω3) long-chain (≥C20) polyunsaturated fatty acids (LC-PUFA) has increased in recent years. Using the common octopus Octopus vulgaris as a model species, we previously characterised a ∆5 desaturase and two elongases (i.e. Elovl2/5 and Elovl4) involved in the biosynthesis of LC-PUFA in molluscs. The aim of this study was to characterise both molecularly and functionally, two methyl-end (or ωx) desaturases that have been long regarded to be absent in most animals. O. vulgaris possess two ωx desaturase genes encoding enzymes with ∆12 and ω3 regioselectivities enabling the de novo biosynthesis of the C18 PUFA 18:2ω6 (LA, linoleic acid) and 18:3ω3 (ALA, α-linolenic acid), generally regarded as dietary essential for animals. The O. vulgaris ∆12 desaturase ("ωx2") mediates the conversion of 18:1ω9 (oleic acid) into LA, and subsequently, the ω3 desaturase ("ωx1") catalyses the ∆15 desaturation from LA to ALA. Additionally, the O. vulgaris ω3 desaturase has ∆17 capacity towards a variety of C20 ω6 PUFA that are converted to their ω3 PUFA products. Particularly relevant was the affinity of the ω3 desaturase towards 20:4ω6 (ARA, arachidonic acid) to produce 20:5ω3 (EPA, eicosapentaenoic acid), as supported by yeast heterologous expression, and enzymatic activity exhibited in vivo when paralarvae were incubated in the presence of [1-14C]20:4ω6. These results confirmed that several routes enabling EPA biosynthesis are operative in O. vulgaris whereas ARA and docosahexaenoic acid (DHA, 22:6ω3) should be considered essential fatty acids since endogenous production appears to be limited.

Authors+Show Affiliations

Centro Oceanográfico de Canarias, Instituto Español de Oceanografía, Santa Cruz de Tenerife, Tenerife, Spain.Department of Aquatic Bioscience, The University of Tokyo, Yayoi, Bunkyo-ku, Tokyo, Japan.Instituto de Acuicultura Torre de la Sal (IATS-CSIC), Ribera de Cabanes, Castellón, Spain.Instituto de Acuicultura Torre de la Sal (IATS-CSIC), Ribera de Cabanes, Castellón, Spain.Departamento de Biología Animal, Edafología y Geología, Universidad de La Laguna, San Cristóbal de La Laguna, Tenerife, Spain.Centro Oceanográfico de Canarias, Instituto Español de Oceanografía, Santa Cruz de Tenerife, Tenerife, Spain.Departamento de Biología Animal, Edafología y Geología, Universidad de La Laguna, San Cristóbal de La Laguna, Tenerife, Spain.Centro Oceanográfico de Canarias, Instituto Español de Oceanografía, Santa Cruz de Tenerife, Tenerife, Spain.Instituto de Acuicultura Torre de la Sal (IATS-CSIC), Ribera de Cabanes, Castellón, Spain. Electronic address: oscar.monroig@csic.es.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

31048041

Citation

Garrido, Diego, et al. "Methyl-end Desaturases With ∆12 and Ω3 Regioselectivities Enable the De Novo PUFA Biosynthesis in the Cephalopod Octopus Vulgaris." Biochimica Et Biophysica Acta. Molecular and Cell Biology of Lipids, vol. 1864, no. 8, 2019, pp. 1134-1144.
Garrido D, Kabeya N, Hontoria F, et al. Methyl-end desaturases with ∆12 and ω3 regioselectivities enable the de novo PUFA biosynthesis in the cephalopod Octopus vulgaris. Biochim Biophys Acta Mol Cell Biol Lipids. 2019;1864(8):1134-1144.
Garrido, D., Kabeya, N., Hontoria, F., Navarro, J. C., Reis, D. B., Martín, M. V., Rodríguez, C., Almansa, E., & Monroig, Ó. (2019). Methyl-end desaturases with ∆12 and ω3 regioselectivities enable the de novo PUFA biosynthesis in the cephalopod Octopus vulgaris. Biochimica Et Biophysica Acta. Molecular and Cell Biology of Lipids, 1864(8), 1134-1144. https://doi.org/10.1016/j.bbalip.2019.04.012
Garrido D, et al. Methyl-end Desaturases With ∆12 and Ω3 Regioselectivities Enable the De Novo PUFA Biosynthesis in the Cephalopod Octopus Vulgaris. Biochim Biophys Acta Mol Cell Biol Lipids. 2019;1864(8):1134-1144. PubMed PMID: 31048041.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Methyl-end desaturases with ∆12 and ω3 regioselectivities enable the de novo PUFA biosynthesis in the cephalopod Octopus vulgaris. AU - Garrido,Diego, AU - Kabeya,Naoki, AU - Hontoria,Francisco, AU - Navarro,Juan C, AU - Reis,Diana B, AU - Martín,M Virginia, AU - Rodríguez,Covadonga, AU - Almansa,Eduardo, AU - Monroig,Óscar, Y1 - 2019/04/30/ PY - 2019/01/23/received PY - 2019/04/18/revised PY - 2019/04/26/accepted PY - 2019/5/3/pubmed PY - 2020/1/28/medline PY - 2019/5/4/entrez KW - Biosynthesis KW - Essential fatty acids KW - Methyl-end desaturases KW - Octopus vulgaris SP - 1134 EP - 1144 JF - Biochimica et biophysica acta. Molecular and cell biology of lipids JO - Biochim Biophys Acta Mol Cell Biol Lipids VL - 1864 IS - 8 N2 - The interest in understanding the capacity of aquatic invertebrates to biosynthesise omega-3 (ω3) long-chain (≥C20) polyunsaturated fatty acids (LC-PUFA) has increased in recent years. Using the common octopus Octopus vulgaris as a model species, we previously characterised a ∆5 desaturase and two elongases (i.e. Elovl2/5 and Elovl4) involved in the biosynthesis of LC-PUFA in molluscs. The aim of this study was to characterise both molecularly and functionally, two methyl-end (or ωx) desaturases that have been long regarded to be absent in most animals. O. vulgaris possess two ωx desaturase genes encoding enzymes with ∆12 and ω3 regioselectivities enabling the de novo biosynthesis of the C18 PUFA 18:2ω6 (LA, linoleic acid) and 18:3ω3 (ALA, α-linolenic acid), generally regarded as dietary essential for animals. The O. vulgaris ∆12 desaturase ("ωx2") mediates the conversion of 18:1ω9 (oleic acid) into LA, and subsequently, the ω3 desaturase ("ωx1") catalyses the ∆15 desaturation from LA to ALA. Additionally, the O. vulgaris ω3 desaturase has ∆17 capacity towards a variety of C20 ω6 PUFA that are converted to their ω3 PUFA products. Particularly relevant was the affinity of the ω3 desaturase towards 20:4ω6 (ARA, arachidonic acid) to produce 20:5ω3 (EPA, eicosapentaenoic acid), as supported by yeast heterologous expression, and enzymatic activity exhibited in vivo when paralarvae were incubated in the presence of [1-14C]20:4ω6. These results confirmed that several routes enabling EPA biosynthesis are operative in O. vulgaris whereas ARA and docosahexaenoic acid (DHA, 22:6ω3) should be considered essential fatty acids since endogenous production appears to be limited. SN - 1879-2618 UR - https://www.unboundmedicine.com/medline/citation/31048041/Methyl_end_desaturases_with_∆12_and_ω3_regioselectivities_enable_the_de_novo_PUFA_biosynthesis_in_the_cephalopod_Octopus_vulgaris_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S1388-1981(19)30065-4 DB - PRIME DP - Unbound Medicine ER -