2.02015-09-08 20:06:58 -06002015-12-09 12:15:18 -0700ECMDB24740M2MDB006857DG(10:0(3-OH)/12:0(3-OH)/0:0)DG(10:0(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(10:0(3-OH)/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C25H48O7460.652460.340003886(2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl 3-hydroxydodecanoate(2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl 3-hydroxydodecanoate[H][C@](O)(COC(=O)CC(O)CCCCCCC)COC(=O)CC(O)CCCCCCCCCInChI=1S/C25H48O7/c1-3-5-7-9-10-12-14-16-22(27)18-25(30)32-20-23(28)19-31-24(29)17-21(26)15-13-11-8-6-4-2/h21-23,26-28H,3-20H2,1-2H3/t21?,22?,23-/m0/s1UJAVGDFJYBLZGG-VNXZQDSDSA-Nlogp4.94logs-4.67solubility9.94e-03 g/llogp5.1pka_strongest_acidic13.6pka_strongest_basic-2.8iupac(2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl 3-hydroxydodecanoateaverage_mass460.652mono_mass460.340003886smiles[H][C@](O)(COC(=O)CC(O)CCCCCCC)COC(=O)CC(O)CCCCCCCCCformulaC25H48O7inchiInChI=1S/C25H48O7/c1-3-5-7-9-10-12-14-16-22(27)18-25(30)32-20-23(28)19-31-24(29)17-21(26)15-13-11-8-6-4-2/h21-23,26-28H,3-20H2,1-2H3/t21?,22?,23-/m0/s1inchikeyUJAVGDFJYBLZGG-VNXZQDSDSA-Npolar_surface_area113.29refractivity124.72polarizability56.55rotatable_bond_count24acceptor_count5donor_count3physiological_charge0formal_charge0phospholipid biosynthesis (CL(10:0(3-OH)/12:0(3-OH)/10:0(3-OH)/12:0(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.PW001900MetabolicSpecdb::CMs1083863Specdb::NmrOneD299425Specdb::NmrOneD299426Specdb::NmrOneD299427Specdb::NmrOneD299428Specdb::NmrOneD299429Specdb::NmrOneD299430Specdb::NmrOneD299431Specdb::NmrOneD299432Specdb::NmrOneD299433Specdb::NmrOneD299434Specdb::NmrOneD299435Specdb::NmrOneD299436Specdb::NmrOneD299437Specdb::NmrOneD299438Specdb::NmrOneD299439Specdb::NmrOneD299440Specdb::NmrOneD299441Specdb::NmrOneD299442Specdb::NmrOneD299443Specdb::NmrOneD299444Specdb::MsMs3624033Specdb::MsMs3624034Specdb::MsMs3624035Specdb::MsMs3624036Specdb::MsMs3624037Specdb::MsMs3624038Yurtsever 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.xml2 DG(10:0(3-OH)/12:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(10:0(3-OH)/12:0(3-OH)) + PyrophosphatePW_R005285