2.02012-10-10 13:28:20 -06002015-12-09 14:10:46 -0700ECMDB23311M2MDB003701DG(18:1(9Z)/18:1(9Z)/0:0)DG(18:1(9Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.1,2-di(9Z-octadecenoyl)-rac-glycerol1,2-Diolein1,2-dioleoyl-rac-glycerol3-hydroxy-2-(Z)-octadec-9-enoyloxypropyl (Z)-octadec-9-enoate3-Hydroxy-2-(Z)-octadec-9-enoyloxypropyl (Z)-octadec-9-enoic acid9-Octadecenoate (Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester9-octadecenoic acid (Z)-, 1-(hydroxymethyl)-1,2-ethanediyl esterDAG(18:1/18:1)DAG(36:2)DG(18:1/18:1)DG(36:2)DiacylglycerolDiacylglycerol(18:1/18:1)Diacylglycerol(36:2)DiglycerideGLYCEROL DIOLEATEGLYCEROL dioleic acidC39H72O5620.986620.5379754142-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-octadec-9-enoateCCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC\C=C/CCCCCCCCInChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18-DRAWQKGUORNASA-CLFAGFIQSA-NMembranelogp10.28logs-7.71solubility1.20e-05 g/llogp13.06pka_strongest_acidic13.63pka_strongest_basic-3.4iupac2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-octadec-9-enoateaverage_mass620.986mono_mass620.537975414smilesCCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC\C=C/CCCCCCCCformulaC39H72O5inchiInChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18-inchikeyDRAWQKGUORNASA-CLFAGFIQSA-Npolar_surface_area72.83refractivity188.34polarizability81.4rotatable_bond_count36acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis (CL(18:1/18:1/18:1/18:1))"Phospholipids are membrane components in E. coli.
The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions.
The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase.
Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a 1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase.
This compound is then converted into a CPD-diacylglycerol through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin and a ethanolamine.
The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin."
PW001027MetabolicSpecdb::CMs47791Specdb::CMs544309Specdb::CMs792815Specdb::NmrOneD282039Specdb::NmrOneD282040Specdb::NmrOneD282041Specdb::NmrOneD282042Specdb::NmrOneD282043Specdb::NmrOneD282044Specdb::NmrOneD282045Specdb::NmrOneD282046Specdb::NmrOneD282047Specdb::NmrOneD282048Specdb::NmrOneD282049Specdb::NmrOneD282050Specdb::NmrOneD282051Specdb::NmrOneD282052Specdb::NmrOneD282053Specdb::NmrOneD282054Specdb::NmrOneD282055Specdb::NmrOneD282056Specdb::NmrOneD282057Specdb::NmrOneD282058Specdb::MsMs2426203Specdb::MsMs2426204Specdb::MsMs2426205Specdb::MsMs2509621Specdb::MsMs2509622Specdb::MsMs2509623Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.APhosphatidylglycerophosphatase BP0A924PGPB_ECOLIpgpBhttp://ecmdb.ca/proteins/P0A924.xmlPhosphatidate cytidylyltransferaseP0ABG1CDSA_ECOLIcdsAhttp://ecmdb.ca/proteins/P0ABG1.xmlDiacylglycerol kinaseP0ABN1KDGL_ECOLIdgkAhttp://ecmdb.ca/proteins/P0ABN1.xml1-acyl-sn-glycerol-3-phosphate acyltransferaseP26647PLSC_ECOLIplsChttp://ecmdb.ca/proteins/P26647.xmlLPA(18:1(9Z)/0:0) + Stearoyl-CoA + Stearoyl-CoA > Coenzyme A + DG(18:1(9Z)/18:1(9Z)/0:0) + DG(18:1(9Z)/18:1(9Z)/0:0)PW_R003826LPA(18:1(9Z)/0:0) + acyl-[acp] > a holo-[acyl-carrier protein] + DG(18:1(9Z)/18:1(9Z)/0:0) + DG(18:1(9Z)/18:1(9Z)/0:0)PW_R003827DG(18:1(9Z)/18:1(9Z)/0:0) + Hydrogen ion + Cytidine triphosphate + DG(18:1(9Z)/18:1(9Z)/0:0) > Pyrophosphate + CDP-DG(18:1(9Z)/18:0) + CDP-DG(18:1(9Z)/18:0)PW_R003828