2.02015-09-08 20:09:39 -06002015-12-09 14:07:50 -0700ECMDB24789M2MDB006906DG(15:0cyclo/18:1(9Z)/0:0)DG(15:0cyclo/18:1(9Z)/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/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C36H66O5578.919578.491025225(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCInChI=1S/C36H66O5/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-35(38)40-30-34(37)31-41-36(39)28-24-21-18-19-22-26-33-29-32(33)25-6-4-2/h12-13,32-34,37H,3-11,14-31H2,1-2H3/b13-12-/t32?,33?,34-/m1/s1GUTLIJQTNGSSPK-OROBCDJMSA-Nlogp9.85logs-7.52solubility1.76e-05 g/llogp11.31pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoateaverage_mass578.919mono_mass578.491025225smiles[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCformulaC36H66O5inchiInChI=1S/C36H66O5/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-35(38)40-30-34(37)31-41-36(39)28-24-21-18-19-22-26-33-29-32(33)25-6-4-2/h12-13,32-34,37H,3-11,14-31H2,1-2H3/b13-12-/t32?,33?,34-/m1/s1inchikeyGUTLIJQTNGSSPK-OROBCDJMSA-Npolar_surface_area72.83refractivity171.51polarizability74.61rotatable_bond_count32acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis CL(15:0cyclo/18:1(9Z)/15:0cyclo/18:1(9Z))"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."
PW001163MetabolicSpecdb::CMs1089639Specdb::NmrOneD305571Specdb::NmrOneD305572Specdb::NmrOneD305573Specdb::NmrOneD305574Specdb::NmrOneD305575Specdb::NmrOneD305576Specdb::NmrOneD305577Specdb::NmrOneD305578Specdb::NmrOneD305579Specdb::NmrOneD305580Specdb::NmrOneD305581Specdb::NmrOneD305582Specdb::NmrOneD305583Specdb::NmrOneD305584Specdb::NmrOneD305585Specdb::NmrOneD305586Specdb::NmrOneD305587Specdb::NmrOneD305588Specdb::NmrOneD305589Specdb::NmrOneD305590Specdb::MsMs1231693Specdb::MsMs1231694Specdb::MsMs1231695Specdb::MsMs1347229Specdb::MsMs1347230Specdb::MsMs1347231Yurtsever 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(15:0cyclo/18:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(18:1(9Z)/18:1(9Z)) + Pyrophosphate + PyrophosphatePW_R005710