2.02015-09-08 20:12:30 -06002015-09-14 11:20:15 -0600ECMDB24828M2MDB006945DG(19:iso/10:0/0:0)DG(19:iso/10:0/0:0) 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(19:iso/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C32H62O5526.843526.4597250962-(decanoyloxy)-3-hydroxypropyl 17-methyloctadecanoate2-(decanoyloxy)-3-hydroxypropyl 17-methyloctadecanoateCCCCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)CInChI=1S/C32H62O5/c1-4-5-6-7-15-20-23-26-32(35)37-30(27-33)28-36-31(34)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-29(2)3/h29-30,33H,4-28H2,1-3H3QGBHXWNSUXLQQU-UHFFFAOYSA-Nlogp9.29logs-7.28solubility2.76e-05 g/llogp10.51pka_strongest_acidic14.58pka_strongest_basic-3iupac2-(decanoyloxy)-3-hydroxypropyl 17-methyloctadecanoateaverage_mass526.843mono_mass526.459725096smilesCCCCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)CformulaC32H62O5inchiInChI=1S/C32H62O5/c1-4-5-6-7-15-20-23-26-32(35)37-30(27-33)28-36-31(34)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-29(2)3/h29-30,33H,4-28H2,1-3H3inchikeyQGBHXWNSUXLQQU-UHFFFAOYSA-Npolar_surface_area72.83refractivity153.84polarizability69.1rotatable_bond_count30acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis (CL(19:iso/10:0/19:iso/10:0))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.
PW001998MetabolicSpecdb::CMs1090186Specdb::NmrOneD249068Specdb::NmrOneD249069Specdb::NmrOneD249070Specdb::NmrOneD249071Specdb::NmrOneD249072Specdb::NmrOneD249073Specdb::NmrOneD249074Specdb::NmrOneD249075Specdb::NmrOneD249076Specdb::NmrOneD249077Specdb::NmrOneD249078Specdb::NmrOneD249079Specdb::NmrOneD249080Specdb::NmrOneD249081Specdb::NmrOneD249082Specdb::NmrOneD249083Specdb::NmrOneD249084Specdb::NmrOneD249085Specdb::NmrOneD249086Specdb::NmrOneD249087Specdb::MsMs28076Specdb::MsMs28077Specdb::MsMs28078Specdb::MsMs34634Specdb::MsMs34635Specdb::MsMs34636Yurtsever 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(19:iso/10:0/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(19:iso/10:0) + PyrophosphatePW_R005625