2.02012-10-10 13:28:21 -06002015-12-09 14:20:17 -0700ECMDB23318M2MDB003708DG(19:1(9Z)/16:1(9Z)/0:0)DG(19:1(9Z)/16:1(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(19:1(9Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.1-(9Z-nonadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycerol1-9Z-nonadecenoyl-2-palmitoleoyl-sn-glycerolDAG(19:1/16:1)DAG(35:2)DG(19:1/16:1)DG(35:2)DiacylglycerolDiacylglycerol(19:1/16:1)Diacylglycerol(35:2)DiglycerideC38H70O5606.973606.522325354(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-hydroxypropyl (9Z)-nonadec-9-enoate(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-hydroxypropyl (9Z)-nonadec-9-enoate[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCCInChI=1S/C38H70O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,18-19,36,39H,3-13,15,17,20-35H2,1-2H3/b16-14-,19-18-/t36-/m1/s1SDIREOOUFASUDR-QYZSMWKLSA-NMembranelogp10.15logs-7.67solubility1.31e-05 g/llogp12.61pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-hydroxypropyl (9Z)-nonadec-9-enoateaverage_mass606.973mono_mass606.522325354smiles[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCCformulaC38H70O5inchiInChI=1S/C38H70O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,18-19,36,39H,3-13,15,17,20-35H2,1-2H3/b16-14-,19-18-/t36-/m1/s1inchikeySDIREOOUFASUDR-QYZSMWKLSA-Npolar_surface_area72.83refractivity183.74polarizability79.41rotatable_bond_count35acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis (CL(19:1(9Z)/16:1(9Z)/19:1(9Z)/16:1(9Z)))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.
PW001995MetabolicSpecdb::CMs1089802Specdb::NmrOneD257668Specdb::NmrOneD257669Specdb::NmrOneD257670Specdb::NmrOneD257671Specdb::NmrOneD257672Specdb::NmrOneD257673Specdb::NmrOneD257674Specdb::NmrOneD257675Specdb::NmrOneD257676Specdb::NmrOneD257677Specdb::NmrOneD257678Specdb::NmrOneD257679Specdb::NmrOneD257680Specdb::NmrOneD257681Specdb::NmrOneD257682Specdb::NmrOneD257683Specdb::NmrOneD257684Specdb::NmrOneD257685Specdb::NmrOneD257686Specdb::NmrOneD257687Specdb::MsMs3623562Specdb::MsMs3623563Specdb::MsMs3623564Specdb::MsMs3623565Specdb::MsMs3623566Specdb::MsMs3623567Yurtsever 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.xml2 DG(19:1(9Z)/16:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(19:1(9Z)/16:1(9Z)) + PyrophosphatePW_R005616