2.02015-09-08 20:07:59 -06002015-12-09 12:15:48 -0700ECMDB24760M2MDB006877DG(12:0(3-OH)/19:0cycv8c/0:0)DG(12:0(3-OH)/19:0cycv8c/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)/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C34H64O6568.88568.470289781(2R)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-hydroxypropyl 3-hydroxydodecanoate(2R)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-hydroxypropyl 3-hydroxydodecanoate[H][C@@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCCInChI=1S/C34H64O6/c1-3-5-7-9-11-15-19-23-31(35)26-34(38)40-28-32(36)27-39-33(37)24-20-16-13-10-12-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35-36H,3-28H2,1-2H3/t29?,30?,31?,32-/m1/s1IKRUFIAHWULUAM-KIHBOBKYSA-Nlogp8.72logs-6.92solubility6.83e-05 g/llogp9.55pka_strongest_acidic13.61pka_strongest_basic-2.8iupac(2R)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-hydroxypropyl 3-hydroxydodecanoateaverage_mass568.88mono_mass568.470289781smiles[H][C@@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCCformulaC34H64O6inchiInChI=1S/C34H64O6/c1-3-5-7-9-11-15-19-23-31(35)26-34(38)40-28-32(36)27-39-33(37)24-20-16-13-10-12-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35-36H,3-28H2,1-2H3/t29?,30?,31?,32-/m1/s1inchikeyIKRUFIAHWULUAM-KIHBOBKYSA-Npolar_surface_area93.06refractivity162.71polarizability72.96rotatable_bond_count31acceptor_count4donor_count2physiological_charge0formal_charge0phospholipid biosynthesis (CL(12:0(3-OH)/19:0cycv8c/12:0(3-OH)/19:0cycv8c))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.
PW001925MetabolicSpecdb::CMs1089784Specdb::EiMs5066Specdb::NmrOneD324912Specdb::NmrOneD324913Specdb::NmrOneD324914Specdb::NmrOneD324915Specdb::NmrOneD324916Specdb::NmrOneD324917Specdb::NmrOneD324918Specdb::NmrOneD324919Specdb::NmrOneD324920Specdb::NmrOneD324921Specdb::NmrOneD324922Specdb::NmrOneD324923Specdb::NmrOneD324924Specdb::NmrOneD324925Specdb::NmrOneD324926Specdb::NmrOneD324927Specdb::NmrOneD324928Specdb::NmrOneD324929Specdb::NmrOneD324930Specdb::NmrOneD324931Specdb::MsMs3620382Specdb::MsMs3620383Specdb::MsMs3620384Specdb::MsMs3620385Specdb::MsMs3620386Specdb::MsMs3620387Yurtsever 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)/19:0cycv8c/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(12:0(3-OH)/19:0cycv8c) + PyrophosphatePW_R005392