2.02015-09-08 20:09:58 -06002015-12-09 14:08:06 -0700ECMDB24794M2MDB006911DG(16:0/17:0cycw7c/0:0)DG(16:0/17:0cycw7c/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(16:0/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C36H68O5580.935580.50667529(2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl hexadecanoate(2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl hexadecanoate[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCCInChI=1S/C36H68O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34,37H,3-31H2,1-2H3/t32?,33?,34-/m0/s1YBNIAIIOOPIOLO-PZIMRNDGSA-Nlogp9.97logs-7.48solubility1.93e-05 g/llogp11.67pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl hexadecanoateaverage_mass580.935mono_mass580.50667529smiles[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCCformulaC36H68O5inchiInChI=1S/C36H68O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34,37H,3-31H2,1-2H3/t32?,33?,34-/m0/s1inchikeyYBNIAIIOOPIOLO-PZIMRNDGSA-Npolar_surface_area72.83refractivity170.39polarizability76.19rotatable_bond_count33acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis (CL(18:1(9Z)/16:0/16:0/17:0cycw7c))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.
PW002012MetabolicSpecdb::CMs1089580Specdb::EiMs4334Specdb::MsMs1249273Specdb::MsMs1249274Specdb::MsMs1249275Specdb::MsMs1364578Specdb::MsMs1364579Specdb::MsMs1364580Yurtsever 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(16:0/17:0cycw7c/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(16:0/17:0cycw7c) + PyrophosphatePW_R005670