2.02015-09-08 20:09:44 -06002015-12-09 14:07:53 -0700ECMDB24790M2MDB006907DG(15:0cyclo/19:0cycv8c/0:0)DG(15:0cyclo/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(15:0cyclo/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C37H68O5592.946592.50667529(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 10-(2-hexylcyclopropyl)decanoate(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 10-(2-hexylcyclopropyl)decanoate[H][C@@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCCC1CC1CCCCInChI=1S/C37H68O5/c1-3-5-7-16-22-33-28-34(33)24-17-12-9-8-10-14-19-25-36(39)41-29-35(38)30-42-37(40)26-20-15-11-13-18-23-32-27-31(32)21-6-4-2/h31-35,38H,3-30H2,1-2H3/t31?,32?,33?,34?,35-/m1/s1KAAWSEQWJWYGRV-UASZDJHLSA-Nlogp9.36logs-7.71solubility1.17e-05 g/llogp11.33pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 10-(2-hexylcyclopropyl)decanoateaverage_mass592.946mono_mass592.50667529smiles[H][C@@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCCC1CC1CCCCformulaC37H68O5inchiInChI=1S/C37H68O5/c1-3-5-7-16-22-33-28-34(33)24-17-12-9-8-10-14-19-25-36(39)41-29-35(38)30-42-37(40)26-20-15-11-13-18-23-32-27-31(32)21-6-4-2/h31-35,38H,3-30H2,1-2H3/t31?,32?,33?,34?,35-/m1/s1inchikeyKAAWSEQWJWYGRV-UASZDJHLSA-Npolar_surface_area72.83refractivity173.09polarizability76.58rotatable_bond_count32acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis CL(15:0cyclo/19:0cycv8c/16:0/16:0)"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."PW001189MetabolicSpecdb::CMs1088981Specdb::NmrOneD291195Specdb::NmrOneD291196Specdb::NmrOneD291197Specdb::NmrOneD291198Specdb::NmrOneD291199Specdb::NmrOneD291200Specdb::NmrOneD291201Specdb::NmrOneD291202Specdb::NmrOneD291203Specdb::NmrOneD291204Specdb::NmrOneD291205Specdb::NmrOneD291206Specdb::NmrOneD291207Specdb::NmrOneD291208Specdb::NmrOneD291209Specdb::NmrOneD291210Specdb::NmrOneD291211Specdb::NmrOneD291212Specdb::NmrOneD291213Specdb::NmrOneD291214Specdb::MsMs1244263Specdb::MsMs1244264Specdb::MsMs1244265Specdb::MsMs1359628Specdb::MsMs1359629Specdb::MsMs1359630Yurtsever 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(15:0cyclo/19:0cycv8c/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(15:0cyclo/19:0cycv8c) + PyrophosphatePW_R005684