2.02015-09-08 20:07:04 -06002015-12-09 12:15:20 -0700ECMDB24742M2MDB006859DG(10:0(3-OH)/15:0cyclo/0:0)DG(10:0(3-OH)/15:0cyclo/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)/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C28H52O6484.718484.376389394(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxydecanoate(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxydecanoate[H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CC(O)CCCCCCCInChI=1S/C28H52O6/c1-3-5-7-9-13-17-25(29)20-28(32)34-22-26(30)21-33-27(31)18-14-11-8-10-12-16-24-19-23(24)15-6-4-2/h23-26,29-30H,3-22H2,1-2H3/t23?,24?,25?,26-/m1/s1BLSZLDFQBXPTAF-BDSJNSOASA-Nlogp6.58logs-5.73solubility8.94e-04 g/llogp6.88pka_strongest_acidic13.61pka_strongest_basic-2.8iupac(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxydecanoateaverage_mass484.718mono_mass484.376389394smiles[H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CC(O)CCCCCCCformulaC28H52O6inchiInChI=1S/C28H52O6/c1-3-5-7-9-13-17-25(29)20-28(32)34-22-26(30)21-33-27(31)18-14-11-8-10-12-16-24-19-23(24)15-6-4-2/h23-26,29-30H,3-22H2,1-2H3/t23?,24?,25?,26-/m1/s1inchikeyBLSZLDFQBXPTAF-BDSJNSOASA-Npolar_surface_area93.06refractivity135.1polarizability60.31rotatable_bond_count25acceptor_count4donor_count2physiological_charge0formal_charge0phospholipid biosynthesis (CL(10:0(3-OH)/15:0cyclo/10:0(3-OH)/15:0cyclo))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.
PW001902MetabolicSpecdb::CMs1088180Specdb::EiMs4365Specdb::NmrOneD317001Specdb::NmrOneD317002Specdb::NmrOneD317003Specdb::NmrOneD317004Specdb::NmrOneD317005Specdb::NmrOneD317006Specdb::NmrOneD317007Specdb::NmrOneD317008Specdb::NmrOneD317009Specdb::NmrOneD317010Specdb::NmrOneD317011Specdb::NmrOneD317012Specdb::NmrOneD317013Specdb::NmrOneD317014Specdb::NmrOneD317015Specdb::NmrOneD317016Specdb::NmrOneD317017Specdb::NmrOneD317018Specdb::NmrOneD317019Specdb::NmrOneD317020Specdb::MsMs3616182Specdb::MsMs3616183Specdb::MsMs3616184Specdb::MsMs3616185Specdb::MsMs3616186Specdb::MsMs3616187Yurtsever 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)/15:0cyclo/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(10:0(3-OH)/15:0cyclo) + PyrophosphatePW_R005293