2.02015-09-08 20:07:35 -06002015-12-09 12:15:41 -0700ECMDB24752M2MDB006869DG(12:0(3-OH)/12:0(3-OH)/0:0)DG(12:0(3-OH)/12:0(3-OH)/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(12:0(3-OH)/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C27H52O7488.706488.3713040142-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl 3-hydroxydodecanoate2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl 3-hydroxydodecanoate[H]C(O)(COC(=O)CC(O)CCCCCCCCC)COC(=O)CC(O)CCCCCCCCCInChI=1S/C27H52O7/c1-3-5-7-9-11-13-15-17-23(28)19-26(31)33-21-25(30)22-34-27(32)20-24(29)18-16-14-12-10-8-6-4-2/h23-25,28-30H,3-22H2,1-2H3WPHCIGICHVDTAS-UHFFFAOYSA-Nlogp5.73logs-5.08solubility4.10e-03 g/llogp5.98pka_strongest_acidic13.6pka_strongest_basic-2.8iupac2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl 3-hydroxydodecanoateaverage_mass488.706mono_mass488.371304014smiles[H]C(O)(COC(=O)CC(O)CCCCCCCCC)COC(=O)CC(O)CCCCCCCCCformulaC27H52O7inchiInChI=1S/C27H52O7/c1-3-5-7-9-11-13-15-17-23(28)19-26(31)33-21-25(30)22-34-27(32)20-24(29)18-16-14-12-10-8-6-4-2/h23-25,28-30H,3-22H2,1-2H3inchikeyWPHCIGICHVDTAS-UHFFFAOYSA-Npolar_surface_area113.29refractivity133.92polarizability60.86rotatable_bond_count26acceptor_count5donor_count3physiological_charge0formal_charge0phospholipid biosynthesis (CL(12:0(3-OH)/12:0(3-OH)/12:0/12:0))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.
PW001915MetabolicSpecdb::CMs1083714Specdb::NmrOneD299685Specdb::NmrOneD299686Specdb::NmrOneD299687Specdb::NmrOneD299688Specdb::NmrOneD299689Specdb::NmrOneD299690Specdb::NmrOneD299691Specdb::NmrOneD299692Specdb::NmrOneD299693Specdb::NmrOneD299694Specdb::NmrOneD299695Specdb::NmrOneD299696Specdb::NmrOneD299697Specdb::NmrOneD299698Specdb::NmrOneD299699Specdb::NmrOneD299700Specdb::NmrOneD299701Specdb::NmrOneD299702Specdb::NmrOneD299703Specdb::NmrOneD299704Specdb::MsMs3633036Specdb::MsMs3633037Specdb::MsMs3633038Specdb::MsMs3633039Specdb::MsMs3633040Specdb::MsMs3633041Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.APhosphatidate cytidylyltransferaseP0ABG1CDSA_ECOLIcdsAhttp://ecmdb.ca/proteins/P0ABG1.xmlDG(12:0(3-OH)/12:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(12:0(3-OH)/12:0(3-OH)) + PyrophosphatePW_R005347