Comparative and functional analysis of desaturase FADS1 (∆5) and FADS2 (∆6) orthologues of marine organisms

Abdul-Hamid, 2016, Isolation and functional characterisation of a fads2 in rainbow trout (Oncorhynchus mykiss) with Δ5 desaturase activity, PLoS ONE, 11, 10.1371/journal.pone.0150770 Calder, 2006, n-3 polyunsaturated fatty acids, inflammation, and inflammatory diseases, Am. J. Clin. Nutr., 83, 1505S, 10.1093/ajcn/83.6.1505S Castro, 2012, Functional desaturase Fads1 (Δ5) and Fads2 (Δ6) orthologues evolved before the origin of jawed vertebrates, PLoS ONE, 7, 10.1371/journal.pone.0031950 Castro, 2016, Long-chain polyunsaturated fatty acid biosynthesis in chordates: insights into the evolution of Fads and Elovl gene repertoire, Prog. Lipid Res., 62, 25, 10.1016/j.plipres.2016.01.001 Chen, 2017, The expression of the ∆6 fatty acyl desaturase-lie gene from the pacific white shrimp (Litopenaeus vannamei) under different salinities and dietary lipid composition, J. Shellfish Res., 36, 501, 10.2983/035.036.0221 Cho, 1999, Cloning, expression, and fatty acid regulation of the human delta-5 desaturase, J. Biol. Chem., 274, 37335, 10.1074/jbc.274.52.37335 Cook, 2004, Fatty acid desaturation and chain elongation in eukaryotes, 181 Dong, 2017, Regulation of FADS2 transcription by SREBP-1 and PPAR-α influences LC-PUFA biosynthesis in fish, Sci. Rep., 7 Dong, 2018, Cloning and characterization of ∆6/∆5 fatty acyl desaturase (Fad) gene promoter in the marine teleost Siganus canaliculatus, Gene, 647, 174, 10.1016/j.gene.2018.01.031 Ferraz, 2019, A complete enzymatic capacity for long-chain polyunsaturated fatty acid biosynthesis is present in the Amazonian teleost tambaqui, Colossoma macropomum, Comp. Biochem. Physiol. Part B: Biochem. Mol. Biol., 227, 90, 10.1016/j.cbpb.2018.09.003 Fonseca-Madrigal, 2014, Diversification of substrate specificities in teleostei Fads2: characterization of Δ4 and Δ6Δ5 desaturases of Chirostoma estor, J. Lipid Res., 55, 1408, 10.1194/jlr.M049791 Garrido, 2019, Functional diversification of teleost Fads2 fatty acyl desaturases occurs independently of the trophic level, Sci. Rep., 9, 10.1038/s41598-019-47709-0 Gasteiger, 2005, Protein identification and analysis tools on the ExPASy server, 571 Geay, 2016, Cloning and functional characterization of d6 fatty acid desaturase (FADS2) in Eurasian perch (Perca fluviatilis), Comp. Biochem. Physiol. Part B, 191, 112, 10.1016/j.cbpb.2015.10.004 Ghioni, 1999, Low C18 to C20 fatty acid elongase activity and limited conversion of stearidonic acid, 18:4(n-3), to eicosapentaenoic acid, 20:5(n-3), in a cell line from the turbot, Scophthalmus maximus, Biochim. Biophys. Acta, 1437, 170, 10.1016/S1388-1981(99)00010-4 González-Rovira, 2009, Molecular and functional characterization and expression analysis of a Δ6 fatty acyl desaturase cDNA of European sea bass (Dicentrarchus labrax L.), Aquaculture, 298, 90, 10.1016/j.aquaculture.2009.10.012 Haas, 2003, Improving the Arabidopsis genome annotation using maximal transcript alignment assemblies, Nucleic Acids Res., 31, 5654, 10.1093/nar/gkg770 Hastings, 2001, A vertebrate fatty acid desaturase with Δ6 and Δ5 activities, Proc. Natl. Acad. Sci. U. S. A., 98, 14304, 10.1073/pnas.251516598 Hastings, 2004, Molecular cloning and functional characterization of fatty acyl desaturase and elongase cDNAs involved in the production of eicosapentaenoic and docosahexaenoic acids from α-linolenic acid in Atlantic salmon (Salmo salar), Mar. Biotechnol. (NY), 6, 463, 10.1007/s10126-004-3002-8 Heilmann, 2004, Switching desaturase enzyme specificity by alternate subcellular targeting, Proc. Natl. Acad. Sci. U. S. A., 101, 10266, 10.1073/pnas.0402200101 Horton, 2006, Protein subcellular localization prediction with WoLF PSORT, 39 Huang, 2017, Cloning, tissue distribution, functional characterization and nutritional regulation of Δ6 fatty acyl desaturase in chu's croaker Nibea coibor, Aquaculture, 479, 208, 10.1016/j.aquaculture.2017.05.041 Janaranjani, 2018, Capacity for eicosapentaenoic acid and arachidonic acid biosynthesis in silver barb (Barbonymus gonionotus): functional characterisation of a Δ6/Δ8/Δ5 Fads2 desaturase and Elovl5 elongase, Aquaculture, 497, 469, 10.1016/j.aquaculture.2018.08.019 Kim, 2013, Isolation and functional characterization of a delta 6-desaturase gene from the pike eel (Muraenesox cinereus), J. Microbiol., 51, 807, 10.1007/s12275-013-3144-3 Kuah, 2015, BBA, 1851, 248 Leonard, 2000, cDNA cloning and characterization of human Delta5-desaturase involved in the biosynthesis of arachidonic acid, Biochem. J., 347, 719, 10.1042/bj3470719 Li, 2010, Vertebrate fatty acyl desaturase with Δ4 activity, Proc. Natl. Acad. Sci. U. S. A., 107, 16840, 10.1073/pnas.1008429107 Li, 2013, Characterization of two Δ5 fatty acyl desaturases in abalone (Haliotis discus hannai Ino), Aquaculture, 416-417, 48, 10.1016/j.aquaculture.2013.08.030 Li, 2016, Classification and substrate head-group specificity of membrane fatty acid desaturases, Comput. Struct. Biotec., 14, 341, 10.1016/j.csbj.2016.08.003 Lim, 2014, Four amino acid residues influence the substrate chain-length and regioselectivity of Siganus canaliculatus Δ4 and Δ5/6 desaturases, Lipids, 49, 357, 10.1007/s11745-014-3880-0 Liu, 2014, Functional characterization of a Δ5-like fatty acyl desaturase and its expression during early embryogenesis in the noble scallop Chlamys nobilis Reeve, Mol. Biol. Rep., 41, 7437, 10.1007/s11033-014-3633-4 Lopes-Marques, 2018, Retention of fatty acyl desaturase 1 (fads1) in Elopomorpha and Cyclostomata provides novel insights into the evolution of long-chain polyunsaturated fatty acid biosynthesis in vertebrates, BMC Evol. Biol., 18, 157, 10.1186/s12862-018-1271-5 López Alonso, 2003, Evolution of the membrane-bound fatty acid desaturases, Biochem. Syst. Ecol., 31, 1111, 10.1016/S0305-1978(03)00041-3 Marquardt, 2000, cDNA cloning, genomic structure, and chromosomal localization of three members of the human fatty acid desaturase family, Genomics, 66, 175, 10.1006/geno.2000.6196 Meesapyodsuk, 2012, The front-end desaturase: structure, function, evolution and biotechnological use, Lipids, 47, 227, 10.1007/s11745-011-3617-2 Michaelson, 1998, Functional identification of a fatty acid Δ5 desaturase gene from Caenorhabditis elegans, FEBS Lett., 439, 10.1016/S0014-5793(98)01385-4 Mitchell, 1995, A novel cytochrome b5-like domain is linked to the carboxyl terminus of the Saccharomyces cerevisiae d-9 fatty acid desaturase, J. Biol. Chem., 270, 29766, 10.1074/jbc.270.50.29766 Mohd-Yusof, 2010, Investigation of highly unsaturated fatty acid metabolism in the Asian sea bass, Lates calcarifer, Fish Physiol. Biochem., 36, 827, 10.1007/s10695-010-9409-4 Monroig, 2018, Desaturases and elongases involved in polyunsaturated fatty acid biosynthesis in aquatic invertebrates: a comprehensive review, Fish. Sci., 84, 911, 10.1007/s12562-018-1254-x Monroig, 2009, Expression patterns of genes of long-chain polyunsaturated fatty acid (LC-PUFA) biosynthesis during embryonic development of zebrafish Danio rerio, Biochim. Biophys. Acta, 1791, 1093, 10.1016/j.bbalip.2009.07.002 Monroig, 2010, Multiple genes for functional d6 fatty acyl desaturases (Fad) in Atlantic salmon (Salmo salar L.): Gene and cDNA characterization, functional expression, tissue distribution and nutritional regulation, Biochim. Biophys. Acta, 1801, 1072, 10.1016/j.bbalip.2010.04.007 Monroig, 2011, Delta-8 desaturation activity varies among fatty acyl desaturases of teleost fish: high activity in delta-6 desaturases of marine species, Comp. Biochem. Physiol., 159, 206, 10.1016/j.cbpb.2011.04.007 Monroig, 2012, Identification of a Δ5-like fatty acyl desaturase from the cephalopod Octopus vulgaris (Cuvier 1797) involved in the biosynthesis of essential fatty acids, Mar. Biotechnol., 14, 411, 10.1007/s10126-011-9423-2 Monroig, 2016, Evolutionary functional elaboration of the Elovl2/5 gene family in chordates, Sci. Rep., 9 Nakamura, 2004, Structure, function, and dietary regulation of Δ6, Δ5, and Δ9 desaturases, Annu. Rev. Nutr., 24, 345, 10.1146/annurev.nutr.24.121803.063211 Napier, 1998, Identification of a Caenorhabditis elegans ∆6-fatty-acid-desaturase by heterologous expression in Saccharomyces cerevisiae, Biochem. J., 330, 611, 10.1042/bj3300611 Nara, 2002, The E-box like sterol regulatory element mediates the suppression of human delta-6 desaturase gene by highly unsaturated fatty acids, Biochem. Biophys. Res. Commun., 296, 111, 10.1016/S0006-291X(02)00851-3 Nordahl, 2011, SignalP 4.0: discriminating signal peptides from transmembrane regions, Nat. Methods, 8, 785, 10.1038/nmeth.1701 Ntambi, 1995, The regulation of stearoyl-CoA desaturase (SCD), Prog. Lipid Res., 34, 139, 10.1016/0163-7827(94)00010-J Oboh, 2016, Biosynthesis of long-chain polyunsaturated fatty acids in the African catfish Clarias gariepinus: molecular cloning and functional characterisation of fatty acyl desaturase (fads2) and elongase (elovl2) cDNAs7, Aquaculture, 462, 70, 10.1016/j.aquaculture.2016.05.018 Rasal, 2016, Molecular cloning and nutritional regulation of putative ∆6 desaturase mRNA from striped catfish (Pangasianodon hypophthalmus), Aquaculture, 451, 413, 10.1016/j.aquaculture.2015.10.003 Sargent, 1995, Requirement criteria for essential fatty acids, J. Appl. Ichthyol., 11, 183, 10.1111/j.1439-0426.1995.tb00018.x Sayanova, 2000, Mutagenesis of the borage delta(6) fatty acid desaturase, Biochem. Soc. Trans., 28, 636, 10.1042/bst0280636 Sayanova, 2003, Mutagenesis and heterologous expression in yeast of a plant ∆6-fatty acid desaturase, J. Exp. Bot., 52, 1581, 10.1093/jexbot/52.360.1581 Shanklin, 1998, Desaturation and related modifications of fatty acids1, Annu. Rev. Plant Physiol. Plant Mol. Biol., 49, 611, 10.1146/annurev.arplant.49.1.611 Sperling, 2001, Desaturases fused to their electron donor, Eur. J. Lipid Sci. Technol., 103, 158, 10.1002/1438-9312(200103)103:3<158::AID-EJLT158>3.0.CO;2-1 Sperling, 2003, The evolution of desaturases, Prostaglandins Leukot. Essent. Fat. Acids, 68, 73, 10.1016/S0952-3278(02)00258-2 Surm, 2018, Insights into the phylogenetic and molecular evolutionary histories of Fad and Elovl gene families in Actiniaria, Ecol. Evol., 8, 5323, 10.1002/ece3.4044 Tang, 2003, Regulation of human delta-6 desaturase gene transcription: identification of a functional direct repeat-1 element, J. Lipid Res., 44, 686, 10.1194/jlr.M200195-JLR200 Tanomman, 2013, Characterization of fatty acid delta-6 desaturase gene in Nile tilapia and heterogenous expression in Saccharomyces cerevisiae, Comp. Biochem. Physiol. B Biochem. Mol. Biol., 166, 148, 10.1016/j.cbpb.2013.07.011 Tocher, 2003, Metabolism and functions of lipids and fatty acids in teleost fish, Rev. Fish. Sci., 11, 107, 10.1080/713610925 Tocher, 1999, Fatty acid metabolism in marine fish: low activity of fatty acyl d5 desaturation in gilthead sea bream (Sparus aurata) cells, Lipids, 34, 433, 10.1007/s11745-999-0382-8 Tocher, 2006, Highly unsaturated fatty acid synthesis in marine fish: cloning, functional characterization, and nutritional regulation of fatty acyl delta 6 desaturase of Atlantic cod (Gadus morhua L.), Lipids, 41, 1003, 10.1007/s11745-006-5051-4 Watanabe, 2016, Identification of amino acid residues that determine the substrate specificity of mammalian membrane-bound front-end fatty acid desaturases, J. Lipid Res., 57, 89, 10.1194/jlr.M064121 Xie, 2014, Regulation of d6 fatty acyl desaturase in the herbivorous euryhaline teleost Scatophagus argus, PLoS ONE, 9 Yadav, 1993, Cloning of higher plant omega-3 fatty acid desaturases, Plant Physiol., 103, 467, 10.1104/pp.103.2.467 Zheng, 2004, Characterization and comparison of fatty acyl Δ6 desaturase cDNAs from freshwater and marine teleost fish species, Comp. Biochem. Physiol. Part B: Biochem. Mol. Biol., 139, 269, 10.1016/j.cbpc.2004.08.003 Zheng, 2009, Characterisation of cDNA of fatty acyl ∆6 desaturase and elovl5 elongase of cobia (Rachycentron canadum), Aquaculture, 290, 122, 10.1016/j.aquaculture.2009.02.010 Zhu, 2018, Identification of fatty acid desaturase 6 in golden pompano Trachinotus ovatus (Linnaeus 1758) and its regulation by the PPARαb transcription factor, Int. J. Mol. Sci., 20, 23, 10.3390/ijms20010023