alpha-linolenic-acid
Product of hydrlysis of acyl-glycerol by phospholipase A1 catalyzing the initial step of jasmonic acid biosynthesis, which synchronizes pollen maturation, anther dehiscence, and flower opening in Arabidopsis. Product of hydrolysis by Glycerolipase A1 for wound-triggered JA biosynthesis (Arabidopsis thaliana (Mouse-ear cress) Phospholipase A1-Ibeta2, chloroplastic DAD1-like PLA14
General
Type : Fatty acid
Chemical_Nomenclature : (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
Canonical SMILES : CCC=CCC=CCC=CCCCCCCCC(=O)O
InChI : InChI=1S\/C18H30O2\/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20\/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)\/b4-3-,7-6-,10-9-
InChIKey : DTOSIQBPPRVQHS-PDBXOOCHSA-N || DTOSIQBPPRVQHS-IUQGRGSQSA-N
Other name(s) : linolenic acid,alpha-Linolenic acid,linolenate,(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid,Elaidolinolenic acid,(9E,12E,15E)-octadeca-9,12,15-trienoic acid,linolenelaidic acid,Octadeca-9,12,15-trienoic acid
MW : 278.4
Formula : C18H30O2
CAS_number : 63-40-1 || 28290-79-1
UniChem : DTOSIQBPPRVQHS-PDBXOOCHSA-N || DTOSIQBPPRVQHS-IUQGRGSQSA-N
IUPHAR :
Wikipedia :
Target
Families : alpha-linolenic-acid ligand of proteins in family: Plant_phospholipase
Stucture :
Protein : nicat-d2stm8 || nicat-a0a1j6j5f9 || arath-AT4G16820
References (17)
| Title : Identification and characterization of GLYCEROLIPASE A1 for wound-triggered JA biosynthesis in Nicotiana benthamiana leaves - Holtsclaw_2024_Plant.Mol.Biol_114_4 |
| Author(s) : Holtsclaw RE , Mahmud S , Koo AJ |
| Ref : Plant Mol Biol , 114 :4 , 2024 |
| Abstract : Holtsclaw_2024_Plant.Mol.Biol_114_4 |
| ESTHER : Holtsclaw_2024_Plant.Mol.Biol_114_4 |
| PubMedSearch : Holtsclaw_2024_Plant.Mol.Biol_114_4 |
| PubMedID: 38227103 |
| Gene_locus related to this paper: nicat-d2stm8 , nicat-a0a1j6j5f9 |
| Title : Alpha-linolenic acid modulates systemic and adipose tissue-specific insulin sensitivity, inflammation, and the endocannabinoid system in dairy cows - Kra_2023_Sci.Rep_13_5280 |
| Author(s) : Kra G , Daddam JR , Moallem U , Kamer H , Mualem B , Levin Y , Kocvarova R , Nemirovski A , Contreras AG , Tam J , Zachut M |
| Ref : Sci Rep , 13 :5280 , 2023 |
| Abstract : Kra_2023_Sci.Rep_13_5280 |
| ESTHER : Kra_2023_Sci.Rep_13_5280 |
| PubMedSearch : Kra_2023_Sci.Rep_13_5280 |
| PubMedID: 37002295 |
| Title : Inhibitory Action of Omega-3 and Omega-6 Fatty Acids Alpha-Linolenic, Arachidonic and Linoleic acid on Human Erythrocyte Acetylcholinesterase - Akay_2022_Protein.J__ |
| Author(s) : Akay MB , Sener K , Sari S , Bodur E |
| Ref : Protein J , : , 2022 |
| Abstract : Akay_2022_Protein.J__ |
| ESTHER : Akay_2022_Protein.J__ |
| PubMedSearch : Akay_2022_Protein.J__ |
| PubMedID: 36538202 |
| Title : Lipase catalysis of alpha-linolenic acid-rich medium- and long-chain triacylglycerols from perilla oil and medium-chain triacylglycerols with reduced by-products - Huang_2020_J.Sci.Food.Agric_100_4565 |
| Author(s) : Huang Z , Cao Z , Guo Z , Chen L , Wang Z , Sui X , Jiang L |
| Ref : J Sci Food Agric , 100 :4565 , 2020 |
| Abstract : Huang_2020_J.Sci.Food.Agric_100_4565 |
| ESTHER : Huang_2020_J.Sci.Food.Agric_100_4565 |
| PubMedSearch : Huang_2020_J.Sci.Food.Agric_100_4565 |
| PubMedID: 32419135 |
| Title : The digestion of galactolipids and its ubiquitous function in Nature for the uptake of the essential alpha-linolenic acid - Sahaka_2020_Food.Funct_11_6710 |
| Author(s) : Sahaka M , Amara S , Wattanakul J , Gedi MA , Aldai N , Parsiegla G , Lecomte J , Christeller JT , Gray D , Gontero B , Villeneuve P , Carriere F |
| Ref : Food Funct , 11 :6710-6744 , 2020 |
| Abstract : Sahaka_2020_Food.Funct_11_6710 |
| ESTHER : Sahaka_2020_Food.Funct_11_6710 |
| PubMedSearch : Sahaka_2020_Food.Funct_11_6710 |
| PubMedID: 32687132 |
| Gene_locus related to this paper: helam-a0a2w1b5z2 , cavpo-2plrp |
| Title : Synthesis of alpha-linolenic acid-rich triacylglycerol using a newly prepared immobilized lipase - Kim_2017_Food.Chem_237_654 |
| Author(s) : Kim H , Choi N , Oh SW , Kim Y , Hee Kim B , Kim IH |
| Ref : Food Chem , 237 :654 , 2017 |
| Abstract : Kim_2017_Food.Chem_237_654 |
| ESTHER : Kim_2017_Food.Chem_237_654 |
| PubMedSearch : Kim_2017_Food.Chem_237_654 |
| PubMedID: 28764049 |
| Title : Effects of Triacylglycerol Molecular Species on the Oxidation Behavior of Oils Containing alpha-Linolenic Acid - Dote_2016_J.Oleo.Sci_65_193 |
| Author(s) : Dote S , Yamamoto Y , Hara S |
| Ref : J Oleo Sci , 65 :193 , 2016 |
| Abstract : Dote_2016_J.Oleo.Sci_65_193 |
| ESTHER : Dote_2016_J.Oleo.Sci_65_193 |
| PubMedSearch : Dote_2016_J.Oleo.Sci_65_193 |
| PubMedID: 26935948 |
| Title : Alpha-Linolenic Acid-Induced Increase in Neurogenesis is a Key Factor in the Improvement in the Passive Avoidance Task After Soman Exposure - Piermartiri_2015_Neuromolecular.Med_17_251 |
| Author(s) : Piermartiri TC , Pan H , Chen J , McDonough J , Grunberg N , Apland JP , Marini AM |
| Ref : Neuromolecular Med , 17 :251 , 2015 |
| Abstract : Piermartiri_2015_Neuromolecular.Med_17_251 |
| ESTHER : Piermartiri_2015_Neuromolecular.Med_17_251 |
| PubMedSearch : Piermartiri_2015_Neuromolecular.Med_17_251 |
| PubMedID: 25920465 |
| Title : Repeated systemic administration of the nutraceutical alpha-linolenic acid exerts neuroprotective efficacy, an antidepressant effect and improves cognitive performance when given after soman exposure - Pan_2015_Neurotoxicol_51_38 |
| Author(s) : Pan H , Piermartiri TC , Chen J , McDonough J , Oppel C , Driwech W , Winter K , McFarland E , Black K , Figueiredo T , Grunberg N , Marini AM |
| Ref : Neurotoxicology , 51 :38 , 2015 |
| Abstract : Pan_2015_Neurotoxicol_51_38 |
| ESTHER : Pan_2015_Neurotoxicol_51_38 |
| PubMedSearch : Pan_2015_Neurotoxicol_51_38 |
| PubMedID: 26386148 |
| Title : alpha-Linolenic Acid, A Nutraceutical with Pleiotropic Properties That Targets Endogenous Neuroprotective Pathways to Protect against Organophosphate Nerve Agent-Induced Neuropathology - Piermartiri_2015_Molecules_20_20355 |
| Author(s) : Piermartiri T , Pan H , Figueiredo TH , Marini AM |
| Ref : Molecules , 20 :20355 , 2015 |
| Abstract : Piermartiri_2015_Molecules_20_20355 |
| ESTHER : Piermartiri_2015_Molecules_20_20355 |
| PubMedSearch : Piermartiri_2015_Molecules_20_20355 |
| PubMedID: 26569216 |
| Title : Wound-induced expression of DEFECTIVE IN ANTHER DEHISCENCE1 and DAD1-like lipase genes is mediated by both CORONATINE INSENSITIVE1-dependent and independent pathways in Arabidopsis thaliana - Rudus_2014_Plant.Cell.Rep_33_849 |
| Author(s) : Rudus I , Terai H , Shimizu T , Kojima H , Hattori K , Nishimori Y , Tsukagoshi H , Kamiya Y , Seo M , Nakamura K , Kepczynski J , Ishiguro S |
| Ref : Plant Cell Rep , 33 :849 , 2014 |
| Abstract : Rudus_2014_Plant.Cell.Rep_33_849 |
| ESTHER : Rudus_2014_Plant.Cell.Rep_33_849 |
| PubMedSearch : Rudus_2014_Plant.Cell.Rep_33_849 |
| PubMedID: 24430866 |
| Gene_locus related to this paper: arath-AT2G42690 , arath-AT4G16820 , arath-PLA11 , arath-PLA12 , arath-PLA13 , arath-PLA15 , arath-PLA16 , arath-PLA17 |
| Title : Enzymatic production of zero-trans plastic fat rich in alpha-linolenic acid and medium-chain fatty acids from highly hydrogenated soybean oil, Cinnamomum camphora seed oil, and perilla oil by lipozyme TL IM - Zhao_2013_J.Agric.Food.Chem_61_1189 |
| Author(s) : Zhao ML , Tang L , Zhu XM , Hu JN , Li HY , Luo LP , Lei L , Deng ZY |
| Ref : Journal of Agricultural and Food Chemistry , 61 :1189 , 2013 |
| Abstract : Zhao_2013_J.Agric.Food.Chem_61_1189 |
| ESTHER : Zhao_2013_J.Agric.Food.Chem_61_1189 |
| PubMedSearch : Zhao_2013_J.Agric.Food.Chem_61_1189 |
| PubMedID: 23350869 |
| Title : Studies of reaction variables for lipase-catalyzed production of alpha-linolenic acid enriched structured lipid and oxidative stability with antioxidants - Mitra_2012_J.Food.Sci_77_C39 |
| Author(s) : Mitra K , Shin JA , Lee JH , Kim SA , Hong ST , Sung CK , Xue CL , Lee KT |
| Ref : J Food Sci , 77 :C39 , 2012 |
| Abstract : Mitra_2012_J.Food.Sci_77_C39 |
| ESTHER : Mitra_2012_J.Food.Sci_77_C39 |
| PubMedSearch : Mitra_2012_J.Food.Sci_77_C39 |
| PubMedID: 22122200 |
| Title : Alpha-linolenic acid is a potent neuroprotective agent against soman-induced neuropathology - Pan_2012_Neurotoxicol_33_1219 |
| Author(s) : Pan H , Hu XZ , Jacobowitz DM , Chen C , McDonough J , Van Shura K , Lyman M , Marini AM |
| Ref : Neurotoxicology , 33 :1219 , 2012 |
| Abstract : Pan_2012_Neurotoxicol_33_1219 |
| ESTHER : Pan_2012_Neurotoxicol_33_1219 |
| PubMedSearch : Pan_2012_Neurotoxicol_33_1219 |
| PubMedID: 22884490 |
| Title : Retailoring docosahexaenoic acid-containing phospholipid species during impaired neurogenesis following omega-3 alpha-linolenic acid deprivation - Brand_2010_J.Neurochem_114_1393 |
| Author(s) : Brand A , Crawford MA , Yavin E |
| Ref : Journal of Neurochemistry , 114 :1393 , 2010 |
| Abstract : Brand_2010_J.Neurochem_114_1393 |
| ESTHER : Brand_2010_J.Neurochem_114_1393 |
| PubMedSearch : Brand_2010_J.Neurochem_114_1393 |
| PubMedID: 20557429 |
| Title : DONGLE and DEFECTIVE IN ANTHER DEHISCENCE1 lipases are not essential for wound- and pathogen-induced jasmonate biosynthesis: redundant lipases contribute to jasmonate formation - Ellinger_2010_Plant.Physiol_153_114 |
| Author(s) : Ellinger D , Stingl N , Kubigsteltig, II , Bals T , Juenger M , Pollmann S , Berger S , Schuenemann D , Mueller MJ |
| Ref : Plant Physiol , 153 :114 , 2010 |
| Abstract : Ellinger_2010_Plant.Physiol_153_114 |
| ESTHER : Ellinger_2010_Plant.Physiol_153_114 |
| PubMedSearch : Ellinger_2010_Plant.Physiol_153_114 |
| PubMedID: 20348210 |
| Gene_locus related to this paper: arath-AT4G16820 , arath-PLA11 , arath-PLA12 , arath-PLA13 , arath-PLA15 , arath-PLA16 , arath-PLA17 |
| Title : Phospholipid-derived signaling mediated by phospholipase A in plants - |
| Author(s) : Ryu SB |
| Ref : Trends Plant Sci , 9 :229 , 2004 |
| PubMedID: 15130548 |
| Gene_locus related to this paper: arath-AT2G42690 , arath-AT4G16820 , arath-F9P14.11 , arath-PLA11 , arath-PLA12 , arath-PLA13 , arath-PLA15 , arath-PLA16 , arath-PLA17 , arath-PLA19 , arath-At1g30370 |