2.0 2012-10-10 13:28:11 -0600 2015-12-09 14:07:55 -0700 ECMDB23277 M2MDB003667 DG(16:0/10:0/0:0) DG(16:0/10:0/0:0) 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(16:0/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-hexadecanoyl-2-decanoyl-sn-glycerol 1-palmitoyl-2-decanoyl-sn-glycerol DAG(16:0/10:0) DAG(26:0) DG(16:0/10:0) DG(26:0) Diacylglycerol Diacylglycerol(16:0/10:0) Diacylglycerol(26:0) Diglyceride C29H56O5 484.762 484.412774903 (2R)-3-(decanoyloxy)-2-hydroxypropyl hexadecanoate (2R)-3-(decanoyloxy)-2-hydroxypropyl hexadecanoate [H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC InChI=1S/C29H56O5/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/h27,30H,3-26H2,1-2H3/t27-/m1/s1 PDEODYWQITXOOH-HHHXNRCGSA-N Membrane logp 8.77 ALOGPS logs -7.06 ALOGPS solubility 4.22e-05 g/l ALOGPS logp 9.34 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2R)-3-(decanoyloxy)-2-hydroxypropyl hexadecanoate ChemAxon average_mass 484.762 ChemAxon mono_mass 484.412774903 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC ChemAxon formula C29H56O5 ChemAxon inchi InChI=1S/C29H56O5/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/h27,30H,3-26H2,1-2H3/t27-/m1/s1 ChemAxon inchikey PDEODYWQITXOOH-HHHXNRCGSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 140.09 ChemAxon polarizability 63.17 ChemAxon rotatable_bond_count 28 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (PE(16:0/10:0(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. PW001741 Metabolic phospholipid biosynthesis CDP-DG(16:0/10:0) 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. PW001814 Metabolic Specdb::CMs 49192 Specdb::CMs 167289 Specdb::NmrOneD 301465 Specdb::NmrOneD 301466 Specdb::NmrOneD 301467 Specdb::NmrOneD 301468 Specdb::NmrOneD 301469 Specdb::NmrOneD 301470 Specdb::NmrOneD 301471 Specdb::NmrOneD 301472 Specdb::NmrOneD 301473 Specdb::NmrOneD 301474 Specdb::NmrOneD 301475 Specdb::NmrOneD 301476 Specdb::NmrOneD 301477 Specdb::NmrOneD 301478 Specdb::NmrOneD 301479 Specdb::NmrOneD 301480 Specdb::NmrOneD 301481 Specdb::NmrOneD 301482 Specdb::NmrOneD 301483 Specdb::NmrOneD 301484 Specdb::MsMs 2745416 Specdb::MsMs 2745417 Specdb::MsMs 2745418 Specdb::MsMs 2936093 Specdb::MsMs 2936094 Specdb::MsMs 2936095 Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A Phosphatidylglycerophosphatase B P0A924 PGPB_ECOLI pgpB http://ecmdb.ca/proteins/P0A924.xml Phosphatidate cytidylyltransferase P0ABG1 CDSA_ECOLI cdsA http://ecmdb.ca/proteins/P0ABG1.xml Diacylglycerol kinase P0ABN1 KDGL_ECOLI dgkA http://ecmdb.ca/proteins/P0ABN1.xml DG(16:0/10:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(16:0/10:0) + Pyrophosphate PW_R004683