2.02012-10-10 13:28:05 -06002015-12-09 12:15:37 -0700ECMDB23247M2MDB003637DG(10:0/18:0/0:0)DG(10:0/18:0/0:0) 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(10:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.1-decanoyl-2-octadecanoyl-sn-glycerol1-decanoyl-2-stearoyl-sn-glycerolDAG(10:0/18:0)DAG(28:0)DG(10:0/18:0)DG(28:0)DiacylglycerolDiacylglycerol(10:0/18:0)Diacylglycerol(28:0)DiglycerideC31H60O5512.816512.444075032(2S)-3-(decanoyloxy)-2-hydroxypropyl octadecanoate(2S)-3-(decanoyloxy)-2-hydroxypropyl octadecanoate[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCInChI=1S/C31H60O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1SNTBWBRHDLOYGC-LJAQVGFWSA-NMembranelogp9.24logs-7.28solubility2.71e-05 g/llogp10.22pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2S)-3-(decanoyloxy)-2-hydroxypropyl octadecanoateaverage_mass512.816mono_mass512.444075032smiles[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCformulaC31H60O5inchiInChI=1S/C31H60O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1inchikeySNTBWBRHDLOYGC-LJAQVGFWSA-Npolar_surface_area72.83refractivity149.29polarizability67.47rotatable_bond_count30acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis CDP-DG(10:0/18:0)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 PS (16:1(9z)/18:1(11z))L-1-phosphatidylserine or a L-1-phosphatidy PE(16:1(9z)/18:1(11z)) (phosphatidylethanolamine) through a phosphatidylserine decarboxylase, on the other hand PGP(16:1(9z)/18:1(11z)) L-1-phosphatidylglycerol-phosphate gets transformed into a PG(16:1(9z)/18:1(11z)) 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.PW001754Metabolicphospholipid biosynthesis CDP-DG(10:0/18:0) IIIPhospholipids 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 PS (16:1(9z)/18:1(11z))L-1-phosphatidylserine or a L-1-phosphatidy PE(16:1(9z)/18:1(11z)) (phosphatidylethanolamine) through a phosphatidylserine decarboxylase, on the other hand PGP(16:1(9z)/18:1(11z)) L-1-phosphatidylglycerol-phosphate gets transformed into a PG(16:1(9z)/18:1(11z)) 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.PW001833MetabolicSpecdb::CMs49969Specdb::NmrOneD335318Specdb::NmrOneD335319Specdb::NmrOneD335320Specdb::NmrOneD335321Specdb::NmrOneD335322Specdb::NmrOneD335323Specdb::NmrOneD335324Specdb::NmrOneD335325Specdb::NmrOneD335326Specdb::NmrOneD335327Specdb::NmrOneD335328Specdb::NmrOneD335329Specdb::NmrOneD335330Specdb::NmrOneD335331Specdb::NmrOneD335332Specdb::NmrOneD335333Specdb::NmrOneD335334Specdb::NmrOneD335335Specdb::NmrOneD335336Specdb::NmrOneD335337Specdb::MsMs2689529Specdb::MsMs2689530Specdb::MsMs2689531Specdb::MsMs2989079Specdb::MsMs2989080Specdb::MsMs2989081Yurtsever 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.xmlDG(10:0/18:0/0:0) + Hydrogen ion + Cytidine triphosphate > CDP-DG(10:0/18:0) + PyrophosphatePW_R004704