2.02015-09-08 20:09:21 -06002015-12-09 14:07:42 -0700ECMDB24784M2MDB006901DG(15:0cyclo/14:0/0:0)DG(15:0cyclo/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(15:0cyclo/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C32H60O5524.827524.444075032(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl tetradecanoate(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl tetradecanoate[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCInChI=1S/C32H60O5/c1-3-5-7-8-9-10-11-12-13-16-19-23-31(34)36-26-30(33)27-37-32(35)24-20-17-14-15-18-22-29-25-28(29)21-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m1/s1OAZPHWGBKHFNSJ-QGVFFIPKSA-Nlogp9.24logs-7.25solubility2.95e-05 g/llogp9.89pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl tetradecanoateaverage_mass524.827mono_mass524.444075032smiles[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCformulaC32H60O5inchiInChI=1S/C32H60O5/c1-3-5-7-8-9-10-11-12-13-16-19-23-31(34)36-26-30(33)27-37-32(35)24-20-17-14-15-18-22-29-25-28(29)21-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m1/s1inchikeyOAZPHWGBKHFNSJ-QGVFFIPKSA-Npolar_surface_area72.83refractivity151.99polarizability67.73rotatable_bond_count29acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis CL(16:0/15:0cyclo/15:0cyclo/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."PW001221MetabolicSpecdb::CMs1088383Specdb::EiMs4083Specdb::NmrOneD314101Specdb::NmrOneD314102Specdb::NmrOneD314103Specdb::NmrOneD314104Specdb::NmrOneD314105Specdb::NmrOneD314106Specdb::NmrOneD314107Specdb::NmrOneD314108Specdb::NmrOneD314109Specdb::NmrOneD314110Specdb::NmrOneD314111Specdb::NmrOneD314112Specdb::NmrOneD314113Specdb::NmrOneD314114Specdb::NmrOneD314115Specdb::NmrOneD314116Specdb::NmrOneD314117Specdb::NmrOneD314118Specdb::NmrOneD314119Specdb::NmrOneD314120Specdb::MsMs1305832Specdb::MsMs1305833Specdb::MsMs1305834Specdb::MsMs1420351Specdb::MsMs1420352Specdb::MsMs1420353Yurtsever 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(15:0cyclo/14:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(15:0cyclo/14:0) + PyrophosphatePW_R005680