2.02012-10-10 13:28:18 -06002015-12-09 14:10:04 -0700ECMDB23306M2MDB003696DG(18:1(9Z)/14:0/0:0)DG(18:1(9Z)/14:0/0:0) 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(18:1(9Z)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.1-(9Z-octadecenoyl)-2-tetradecanoyl-sn-glycerol1-oleoyl-2-myristoyl-sn-glycerolDAG(18:1/14:0)DAG(18:1n9/14:0)DAG(18:1w9/14:0)DAG(32:1)DG(18:1/14:0)DG(18:1n9/14:0)DG(18:1w9/14:0)DG(32:1)DiacylglycerolDiacylglycerol(18:1/14:0)Diacylglycerol(18:1n9/14:0)Diacylglycerol(18:1w9/14:0)Diacylglycerol(32:1)DiglycerideC35H66O5566.908566.491025225(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl (9Z)-octadec-9-enoate(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl (9Z)-octadec-9-enoate[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCInChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-32-33(36)31-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,33,36H,3-15,18-32H2,1-2H3/b17-16-/t33-/m1/s1DPKKTCYRXHCYKZ-NTEJXHNLSA-NMembranelogp9.84logs-7.46solubility1.98e-05 g/llogp11.64pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl (9Z)-octadec-9-enoateaverage_mass566.908mono_mass566.491025225smiles[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCformulaC35H66O5inchiInChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-32-33(36)31-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,33,36H,3-15,18-32H2,1-2H3/b17-16-/t33-/m1/s1inchikeyDPKKTCYRXHCYKZ-NTEJXHNLSA-Npolar_surface_area72.83refractivity168.82polarizability74.41rotatable_bond_count33acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis (CL(18:1(9Z)/14:0/19:0cycv8c/19:0cycv8c) 2)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.PW001781MetabolicSpecdb::CMs47685Specdb::CMs247398Specdb::CMs282165Specdb::CMs362739Specdb::NmrOneD276378Specdb::NmrOneD276379Specdb::NmrOneD276380Specdb::NmrOneD276381Specdb::NmrOneD276382Specdb::NmrOneD276383Specdb::NmrOneD276384Specdb::NmrOneD276385Specdb::NmrOneD276386Specdb::NmrOneD276387Specdb::NmrOneD276388Specdb::NmrOneD276389Specdb::NmrOneD276390Specdb::NmrOneD276391Specdb::NmrOneD276392Specdb::NmrOneD276393Specdb::NmrOneD276394Specdb::NmrOneD276395Specdb::NmrOneD276396Specdb::NmrOneD276397Specdb::MsMs2664235Specdb::MsMs2664236Specdb::MsMs2664237Specdb::MsMs3017589Specdb::MsMs3017590Specdb::MsMs3017591HMDB07211Yurtsever 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(18:1(9Z)/14:0/0:0) + Cytidine triphosphate + Hydrogen ion + DG(18:1(9Z)/14:0/0:0) > CDP-DG(18:1(9Z)/14:0) + PyrophosphatePW_R004745