2.02012-10-10 13:28:12 -06002015-12-09 14:08:01 -0700ECMDB23280M2MDB003670DG(16:0/15:0/0:0)DG(16:0/15:0/0:0) 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(16:0/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.1-hexadecanoyl-2-pentadecanoyl-sn-glycerol1-palmitoyl-2-pentadecanoyl-sn-glycerolDAG(16:0/15:0)DAG(31:0)DG(16:0/15:0)DG(31:0)DiacylglycerolDiacylglycerol(16:0/15:0)Diacylglycerol(31:0)DiglycerideC34H66O5554.897554.491025225(2R)-2-hydroxy-3-(pentadecanoyloxy)propyl hexadecanoate(2R)-2-hydroxy-3-(pentadecanoyloxy)propyl hexadecanoate[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCInChI=1S/C34H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,35H,3-31H2,1-2H3/t32-/m1/s1LXYIVDPMVSFSBA-JGCGQSQUSA-NMembranelogp9.79logs-7.42solubility2.13e-05 g/llogp11.56pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2R)-2-hydroxy-3-(pentadecanoyloxy)propyl hexadecanoateaverage_mass554.897mono_mass554.491025225smiles[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCformulaC34H66O5inchiInChI=1S/C34H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,35H,3-31H2,1-2H3/t32-/m1/s1inchikeyLXYIVDPMVSFSBA-JGCGQSQUSA-Npolar_surface_area72.83refractivity163.1polarizability73.78rotatable_bond_count33acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis (CDP-DG(16:0/15:0))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.
PW001745MetabolicSpecdb::CMs47704Specdb::CMs281830Specdb::CMs339742Specdb::NmrOneD322292Specdb::NmrOneD322293Specdb::NmrOneD322294Specdb::NmrOneD322295Specdb::NmrOneD322296Specdb::NmrOneD322297Specdb::NmrOneD322298Specdb::NmrOneD322299Specdb::NmrOneD322300Specdb::NmrOneD322301Specdb::NmrOneD322302Specdb::NmrOneD322303Specdb::NmrOneD322304Specdb::NmrOneD322305Specdb::NmrOneD322306Specdb::NmrOneD322307Specdb::NmrOneD322308Specdb::NmrOneD322309Specdb::NmrOneD322310Specdb::NmrOneD322311Specdb::MsMs2315531Specdb::MsMs2315532Specdb::MsMs2315533Specdb::MsMs2620508Specdb::MsMs2620509Specdb::MsMs2620510HMDB07097Yurtsever 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(16:0/15:0/0:0) + Cytidine triphosphate + Hydrogen ion + DG(16:0/15:0/0:0) > CDP-DG(16:0/15:0) + PyrophosphatePW_R004690