ArticlePlant physiology2002
Transgenic production of epoxy fatty acids by expression of a cytochrome P450 enzyme from Euphorbia lagascae seed.
Article in Plant physiology, 2002. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers, 1 of them a synthesis that pooled it.
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Who cites it
28 citing papers in PubMed, 1 synthesis or guideline pooled it, 119 citations in OpenAlex.
- A toolkit for plant lipid engineering: Surveying the efficacies of lipogenic factors for accumulating specialty lipids.Frontiers in plant science · 2022Pooled it
- Studying the molecular mechanisms of tef (Journal of functional foods · 2025Article
- Review
- Critical metabolic pathways and genes cooperate for epoxy fatty acid-enriched oil production in developing seeds of Vernonia galamensis, an industrial oleaginous plant.Biotechnology for biofuels and bioproducts · 2022Article
- Oxidative Stability of Vegetal Oil-Based Lubricants.ACS sustainable chemistry & engineering · 2021Review
- Metabolic Engineering a Model OilseedFrontiers in plant science · 2020Review
- GhFAD2-3 is required for anther development in Gossypium hirsutum.BMC plant biology · 2019Article
- Seeds as oil factories.Plant reproduction · 2018Review
- P450s controlling metabolic bifurcations in plant terpene specialized metabolism.Phytochemistry reviews : proceedings of the Phytochemical Society of Europe · 2018Article
- In vitro synthesis of 9,10-dihydroxyhexadecanoic acid using recombinant Escherichia coli.Microbial cell factories · 2017Article
- Phospholipase Dζ Enhances Diacylglycerol Flux into Triacylglycerol.Plant physiology · 2017Article
- Oxidation and cyclization of casbene in the biosynthesis of Euphorbia factors from mature seeds of Euphorbia lathyris L.Proceedings of the National Academy of Sciences of the United States of America · 2016Article
- An integrative "omics" approach identifies new candidate genes to impact aroma volatiles in peach fruit.BMC genomics · 2013Article
- High level accumulation of gamma linolenic acid (C18:3Δ6.9,12 cis) in transgenic safflower (Carthamus tinctorius) seeds.Transgenic research · 2012Article
- Recent advances in soybean transformation and their application to molecular breeding and genomic analysis.Breeding science · 2012Article
- A peroxygenase pathway involved in the biosynthesis of epoxy fatty acids in oat.Plant physiology · 2011Article
- Mining the bitter melon (momordica charantia l.) seed transcriptome by 454 analysis of non-normalized and normalized cDNA populations for conjugated fatty acid metabolism-related genes.BMC plant biology · 2010Article
- Seed-expressed casein kinase I acts as a positive regulator of the SeFAD2 promoter via phosphorylation of the SebHLH transcription factor.Plant molecular biology · 2010Article
- DGAT1, DGAT2 and PDAT expression in seeds and other tissues of epoxy and hydroxy fatty acid accumulating plants.Lipids · 2010Article
- Article
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Authors and funding
4 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Seed oils of a number of Asteraceae and Euphorbiaceae species are enriched in 12-epoxyoctadeca-cis-9-enoic acid (vernolic acid), an unusual 18-carbon Delta(12)-epoxy fatty acid with potential industrial value. It has been previously demonstrated that the epoxy group of vernolic acid is synthesized by the activity of a Delta(12)-oleic acid desaturase-like enzyme in seeds of the Asteraceae Crepis palaestina and Vernonia galamensis. In contrast, results from metabolic studies have suggested the involvement of a cytochrome P450 enzyme in vernolic acid synthesis in seeds of the Euphorbiaceae species Euphorbia lagascae. To clarify the biosynthetic origin of vernolic acid in E. lagascae seed, an expressed sequence tag analysis was conducted. Among 1,006 randomly sequenced cDNAs from developing E. lagascae seeds, two identical expressed sequence tags were identified that encode a cytochrome P450 enzyme classified as CYP726A1. Consistent with the seed-specific occurrence of vernolic acid in E. lagascae, mRNA corresponding to the CYP726A1 gene was abundant in developing seeds, but was not detected in leaves. In addition, expression of the E. lagascae CYP726A1 cDNA in Saccharomyces cerevisiae was accompanied by production of vernolic acid in cultures supplied with linoleic acid and an epoxy fatty acid tentatively identified as 12-epoxyoctadeca-9,15-dienoic acid (12-epoxy-18:2Delta(9,15)) in cultures supplied with alpha-linolenic acid. Consistent with this, expression of CYP726A1 in transgenic tobacco (Nicotiana tabacum) callus or somatic soybean (Glycine max) embryos resulted in the accumulation of vernolic acid and 12-epoxy-18:2Delta(9,15). Overall, these results conclusively demonstrate that Asteraceae species and the Euphorbiaceae E. lagascae have evolved structurally unrelated enzymes to generate the Delta(12)-epoxy group of vernolic acid.
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