2.02012-10-10 13:28:14 -06002015-12-09 14:08:26 -0700ECMDB23290M2MDB003680DG(16:1(9Z)/16:0/0:0)DG(16:1(9Z)/16:0/0:0) 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(16:1(9Z)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.1-(9Z-hexadecenoyl)-2-hexadecanoyl-sn-glycerol1-palmitoleoyl-2-palmitoyl-sn-glycerolDAG(16:1/16:0)DAG(16:1n7/16:0)DAG(16:1w7/16:0)DAG(32:1)DG(16:1/16:0)DG(16:1n7/16:0)DG(16:1w7/16:0)DG(32:1)DiacylglycerolDiacylglycerol(16:1/16:0)Diacylglycerol(16:1n7/16:0)Diacylglycerol(16:1w7/16:0)Diacylglycerol(32:1)DiglycerideC35H66O5566.908566.491025225(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl (9Z)-hexadec-9-enoate(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl (9Z)-hexadec-9-enoate[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCInChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-33(36)32-40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,33,36H,3-12,14,16-32H2,1-2H3/b15-13-/t33-/m0/s1PQZXYGLMCAIBJP-ZWOXTJJBSA-NMembranelogp9.84logs-7.46solubility1.98e-05 g/llogp11.64pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl (9Z)-hexadec-9-enoateaverage_mass566.908mono_mass566.491025225smiles[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCformulaC35H66O5inchiInChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-33(36)32-40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,33,36H,3-12,14,16-32H2,1-2H3/b15-13-/t33-/m0/s1inchikeyPQZXYGLMCAIBJP-ZWOXTJJBSA-Npolar_surface_area72.83refractivity168.82polarizability74.51rotatable_bond_count33acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis CL(16:1(9Z)/16:0/16:1(9Z)/16:0)"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 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."PW001486MetabolicSpecdb::CMs1087227Specdb::NmrOneD255588Specdb::NmrOneD255589Specdb::NmrOneD255590Specdb::NmrOneD255591Specdb::NmrOneD255592Specdb::NmrOneD255593Specdb::NmrOneD255594Specdb::NmrOneD255595Specdb::NmrOneD255596Specdb::NmrOneD255597Specdb::NmrOneD255598Specdb::NmrOneD255599Specdb::NmrOneD255600Specdb::NmrOneD255601Specdb::NmrOneD255602Specdb::NmrOneD255603Specdb::NmrOneD255604Specdb::NmrOneD255605Specdb::NmrOneD255606Specdb::NmrOneD255607Specdb::MsMs1260943Specdb::MsMs1260944Specdb::MsMs1260945Specdb::MsMs1376065Specdb::MsMs1376066Specdb::MsMs1376067HMDB07127Yurtsever 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(16:1(9Z)/16:0/0:0) + Cytidine triphosphate + Hydrogen ion + 2 DG(16:1(9Z)/16:0/0:0) >2 CDP-DG(16:1(9Z)/16:0) + PyrophosphatePW_R005695