2.02015-09-08 20:10:00 -06002015-12-09 14:08:10 -0700ECMDB24795M2MDB006912DG(16:0/19:0cycv8c/0:0)DG(16:0/19:0cycv8c/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(16:0/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C38H72O5608.989608.537975418(2S)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-hydroxypropyl hexadecanoate(2S)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-hydroxypropyl hexadecanoate[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCC1CC1CCCCCCInChI=1S/C38H72O5/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-19-16-17-20-24-28-35-31-34(35)27-23-8-6-4-2/h34-36,39H,3-33H2,1-2H3/t34?,35?,36-/m0/s1LBGDLBOASCBVHW-ONHAVXAHSA-Nlogp10.22logs-7.56solubility1.69e-05 g/llogp12.56pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2S)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-hydroxypropyl hexadecanoateaverage_mass608.989mono_mass608.537975418smiles[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCC1CC1CCCCCCformulaC38H72O5inchiInChI=1S/C38H72O5/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-19-16-17-20-24-28-35-31-34(35)27-23-8-6-4-2/h34-36,39H,3-33H2,1-2H3/t34?,35?,36-/m0/s1inchikeyLBGDLBOASCBVHW-ONHAVXAHSA-Npolar_surface_area72.83refractivity179.59polarizability80.48rotatable_bond_count35acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis CL(16:0/16:0/16:0/19:0cycv8c)"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."PW001259MetabolicSpecdb::CMs1088205Specdb::NmrOneD305591Specdb::NmrOneD305592Specdb::NmrOneD305593Specdb::NmrOneD305594Specdb::NmrOneD305595Specdb::NmrOneD305596Specdb::NmrOneD305597Specdb::NmrOneD305598Specdb::NmrOneD305599Specdb::NmrOneD305600Specdb::NmrOneD305601Specdb::NmrOneD305602Specdb::NmrOneD305603Specdb::NmrOneD305604Specdb::NmrOneD305605Specdb::NmrOneD305606Specdb::NmrOneD305607Specdb::NmrOneD305608Specdb::NmrOneD305609Specdb::NmrOneD305610Specdb::MsMs1247272Specdb::MsMs1247273Specdb::MsMs1247274Specdb::MsMs1362604Specdb::MsMs1362605Specdb::MsMs1362606Yurtsever 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(16:0/19:0cycv8c/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(16:0/19:0cycv8c) + PyrophosphatePW_R005691