Reaction Process: PlantCyc:BREADWHEAT_PWY-5995

linoleate biosynthesis I (plants) related metabolites

find 5 related metabolites which is associated with chemical reaction(pathway) linoleate biosynthesis I (plants)

a glycerolipid + linoleoyl-CoA ⟶ a [glycerolipid]-linoleate + coenzyme A

PC(18:3(9Z,12Z,15Z)/18:2(9Z,12Z))

trimethyl(2-{[(2R)-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphonato]oxy}ethyl)azanium

C44H78NO8P (779.5464757999999)


PC(18:3(9Z,12Z,15Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/18:2(9Z,12Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. 1-18:3-2-18:2-phosphatidylcholine is also known as phosphatidylcholine (1-18:3-2-18:2) or 18:3-18:2-pc. 1-18:3-2-18:2-phosphatidylcholine is practically insoluble (in water) and a moderately acidic compound (based on its pKa). 1-18:3-2-18:2-phosphatidylcholine can be found in a number of food items such as black raspberry, yardlong bean, swiss chard, and sunburst squash (pattypan squash), which makes 1-18:3-2-18:2-phosphatidylcholine a potential biomarker for the consumption of these food products. 1-18:3-2-18:2-phosphatidylcholine can be found primarily in blood and saliva, as well as throughout all human tissues. In humans, 1-18:3-2-18:2-phosphatidylcholine is involved in few metabolic pathways, which include alpha linolenic acid and linoleic acid metabolism, phosphatidylcholine biosynthesis PC(18:3(9Z,12Z,15Z)/18:2(9Z,12Z)), and phosphatidylethanolamine biosynthesis PE(18:3(9Z,12Z,15Z)/18:2(9Z,12Z)).

   

Lecithin

1-Eicosadienoyl-2-myristoyl-sn-glycero-3-phosphocholine

C42H80NO8P (757.562125)


Lecithin (/ˈlɛsɪθɪn/ LESS-ith-in; from the Ancient Greek λέκιθος lékithos "yolk") is a generic term to designate any group of yellow-brownish fatty substances occurring in animal and plant tissues which are amphiphilic – they attract both water and fatty substances (and so are both hydrophilic and lipophilic), and are used for smoothing food textures, emulsifying, homogenizing liquid mixtures, and repelling sticking materials.[1][2] Lecithins are mixtures of glycerophospholipids including phosphatidylcholine, phosphatidylethanolamine, phosphatidylinositol, phosphatidylserine, and phosphatidic acid.[3] Lecithin was first isolated in 1845 by the French chemist and pharmacist Théodore Gobley.[4] In 1850, he named the phosphatidylcholine lécithine.[5] Gobley originally isolated lecithin from egg yolk and established the complete chemical formula of phosphatidylcholine in 1874;[6] in between, he demonstrated the presence of lecithin in a variety of biological materials, including venous blood, human lungs, bile, roe, and brains of humans, sheep and chicken. Lecithin can easily be extracted chemically using solvents such as hexane, ethanol, acetone, petroleum ether or benzene; or extraction can be done mechanically. Common sources include egg yolk,[7] marine foods, soybeans,[7] milk, rapeseed, cottonseed, and sunflower oil. It has low solubility in water, but is an excellent emulsifier. In aqueous solution, its phospholipids can form either liposomes, bilayer sheets, micelles, or lamellar structures, depending on hydration and temperature. This results in a type of surfactant that usually is classified as amphipathic. Lecithin is sold as a food additive and dietary supplement. In cooking, it is sometimes used as an emulsifier and to prevent sticking, for example in non-stick cooking spray. D013501 - Surface-Active Agents > D054709 - Lecithins Lecithin is regarded as a safe, conventional phospholipid source. Phospholipids are reported to alter the fatty acid composition and microstructure of the membranes in animal cells. Lecithin is regarded as a safe, conventional phospholipid source. Phospholipids are reported to alter the fatty acid composition and microstructure of the membranes in animal cells.

   

coenzyme A(4-)

coenzyme A(4-)

C21H32N7O16P3S-4 (763.0839062)


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