2.02015-09-08 20:07:44 -06002015-12-09 12:15:44 -0700ECMDB24755M2MDB006872DG(12:0(3-OH)/14:0/0:0)DG(12:0(3-OH)/14:0/0:0) 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(12:0(3-OH)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C29H56O6500.761500.407689523(2R)-2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl tetradecanoate(2R)-2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl tetradecanoate[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCInChI=1S/C29H56O6/c1-3-5-7-9-11-12-13-14-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-15-10-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m1/s1FRMYSONWRLIQMF-SSYAZFEXSA-Nlogp7.75logs-6.30solubility2.50e-04 g/llogp8.1pka_strongest_acidic13.61pka_strongest_basic-2.8iupac(2R)-2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl tetradecanoateaverage_mass500.761mono_mass500.407689523smiles[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCformulaC29H56O6inchiInChI=1S/C29H56O6/c1-3-5-7-9-11-12-13-14-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-15-10-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m1/s1inchikeyFRMYSONWRLIQMF-SSYAZFEXSA-Npolar_surface_area93.06refractivity141.61polarizability64.22rotatable_bond_count28acceptor_count4donor_count2physiological_charge0formal_charge0phospholipid biosynthesis (CL(12:0(3-OH)/14:0/12:0(3-OH)/14:0))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.
PW001919MetabolicSpecdb::CMs1088075Specdb::NmrOneD306551Specdb::NmrOneD306552Specdb::NmrOneD306553Specdb::NmrOneD306554Specdb::NmrOneD306555Specdb::NmrOneD306556Specdb::NmrOneD306557Specdb::NmrOneD306558Specdb::NmrOneD306559Specdb::NmrOneD306560Specdb::NmrOneD306561Specdb::NmrOneD306562Specdb::NmrOneD306563Specdb::NmrOneD306564Specdb::NmrOneD306565Specdb::NmrOneD306566Specdb::NmrOneD306567Specdb::NmrOneD306568Specdb::NmrOneD306569Specdb::NmrOneD306570Specdb::MsMs3638583Specdb::MsMs3638584Specdb::MsMs3638585Specdb::MsMs3638586Specdb::MsMs3638587Specdb::MsMs3638588Yurtsever 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(3-OH)/14:0/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(12:0(3-OH)/14:0) + PyrophosphatePW_R005366