2.02015-09-08 20:08:06 -06002015-12-09 12:15:49 -0700ECMDB24762M2MDB006879DG(12:0/10:0(3-OH)/0:0)DG(12:0/10:0(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(12:0/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C25H48O6444.653444.345089266(2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl dodecanoate(2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl dodecanoate[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCInChI=1S/C25H48O6/c1-3-5-7-9-10-11-12-14-16-18-24(28)30-20-23(27)21-31-25(29)19-22(26)17-15-13-8-6-4-2/h22-23,26-27H,3-21H2,1-2H3/t22?,23-/m0/s1CFXOJTJNUWKJTO-WCSIJFPASA-Nlogp6.16logs-5.36solubility1.94e-03 g/llogp6.33pka_strongest_acidic13.61pka_strongest_basic-2.8iupac(2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl dodecanoateaverage_mass444.653mono_mass444.345089266smiles[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCformulaC25H48O6inchiInChI=1S/C25H48O6/c1-3-5-7-9-10-11-12-14-16-18-24(28)30-20-23(27)21-31-25(29)19-22(26)17-15-13-8-6-4-2/h22-23,26-27H,3-21H2,1-2H3/t22?,23-/m0/s1inchikeyCFXOJTJNUWKJTO-WCSIJFPASA-Npolar_surface_area93.06refractivity123.2polarizability55.64rotatable_bond_count24acceptor_count4donor_count2physiological_charge0formal_charge0phospholipid biosynthesis (CL(12:0/10:0(3-OH)/12:0/10:0(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.
PW001928MetabolicSpecdb::CMs1087315Specdb::NmrOneD338328Specdb::NmrOneD338329Specdb::NmrOneD338330Specdb::NmrOneD338331Specdb::NmrOneD338332Specdb::NmrOneD338333Specdb::NmrOneD338334Specdb::NmrOneD338335Specdb::NmrOneD338336Specdb::NmrOneD338337Specdb::NmrOneD338338Specdb::NmrOneD338339Specdb::NmrOneD338340Specdb::NmrOneD338341Specdb::NmrOneD338342Specdb::NmrOneD338343Specdb::NmrOneD338344Specdb::NmrOneD338345Specdb::NmrOneD338346Specdb::NmrOneD338347Specdb::MsMs3620676Specdb::MsMs3620677Specdb::MsMs3620678Specdb::MsMs3620679Specdb::MsMs3620680Specdb::MsMs3620681Yurtsever 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(12:0/10:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(12:0/10:0(3-OH)) + PyrophosphatePW_R005400