2.02012-10-10 13:28:13 -06002015-12-09 14:08:19 -0700ECMDB23286M2MDB003676DG(16:1(9Z)/10:0/0:0)DG(16:1(9Z)/10:0/0:0) 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)/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.1-(9Z-hexadecenoyl)-2-decanoyl-sn-glycerol1-palmitoleoyl-2-decanoyl-sn-glycerolDAG(16:1/10:0)DAG(26:1)DG(16:1/10:0)DG(26:1)DiacylglycerolDiacylglycerol(16:1/10:0)Diacylglycerol(26:1)DiglycerideC29H54O5482.746482.397124839(2R)-3-(decanoyloxy)-2-hydroxypropyl (9Z)-hexadec-9-enoate(2R)-3-(decanoyloxy)-2-hydroxypropyl (9Z)-hexadec-9-enoate[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCInChI=1S/C29H54O5/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(32)34-26-27(30)25-33-28(31)23-21-19-17-10-8-6-4-2/h12-13,27,30H,3-11,14-26H2,1-2H3/b13-12-/t27-/m1/s1RRCKOPRDFJZIHY-MEOKJUQFSA-NMembranelogp8.49logs-7.04solubility4.43e-05 g/llogp8.97pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2R)-3-(decanoyloxy)-2-hydroxypropyl (9Z)-hexadec-9-enoateaverage_mass482.746mono_mass482.397124839smiles[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCformulaC29H54O5inchiInChI=1S/C29H54O5/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(32)34-26-27(30)25-33-28(31)23-21-19-17-10-8-6-4-2/h12-13,27,30H,3-11,14-26H2,1-2H3/b13-12-/t27-/m1/s1inchikeyRRCKOPRDFJZIHY-MEOKJUQFSA-Npolar_surface_area72.83refractivity141.21polarizability61.68rotatable_bond_count27acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis (PE(16:1(9Z)/10:0(3-OH)))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.
PW001753MetabolicSpecdb::CMs1088490Specdb::MsMs1287241Specdb::MsMs1287242Specdb::MsMs1287243Specdb::MsMs1402021Specdb::MsMs1402022Specdb::MsMs1402023Yurtsever 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(16:1(9Z)/10:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(16:1(9Z)/10:0) + PyrophosphatePW_R004699