2.02012-10-10 13:28:21 -06002015-12-09 14:20:07 -0700ECMDB23316M2MDB003706DG(19:1(9Z)/15:0/0:0)DG(19:1(9Z)/15:0/0:0) 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(19:1(9Z)/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.1-(9Z-nonadecenoyl)-2-pentadecanoyl-sn-glycerol1-9Z-nonadecenoyl-2-pentadecanoyl-sn-glycerolDAG(19:1/15:0)DAG(34:1)DG(19:1/15:0)DG(34:1)DiacylglycerolDiacylglycerol(19:1/15:0)Diacylglycerol(34:1)DiglycerideC37H70O5594.962594.522325354(2R)-2-hydroxy-3-(pentadecanoyloxy)propyl (9Z)-nonadec-9-enoate(2R)-2-hydroxy-3-(pentadecanoyloxy)propyl (9Z)-nonadec-9-enoate[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCCInChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h18-19,35,38H,3-17,20-34H2,1-2H3/b19-18-/t35-/m1/s1LCXRDDMAKHWEOK-MXRVBTIQSA-NMembranelogp10.13logs-7.54solubility1.70e-05 g/llogp12.53pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2R)-2-hydroxy-3-(pentadecanoyloxy)propyl (9Z)-nonadec-9-enoateaverage_mass594.962mono_mass594.522325354smiles[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCCformulaC37H70O5inchiInChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h18-19,35,38H,3-17,20-34H2,1-2H3/b19-18-/t35-/m1/s1inchikeyLCXRDDMAKHWEOK-MXRVBTIQSA-Npolar_surface_area72.83refractivity178.02polarizability78.72rotatable_bond_count35acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis (CL(15:0cyclo/15:0cyclo/19:0cycv8c/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.
PW001789MetabolicSpecdb::CMs1087688Specdb::NmrOneD288455Specdb::NmrOneD288456Specdb::NmrOneD288457Specdb::NmrOneD288458Specdb::NmrOneD288459Specdb::NmrOneD288460Specdb::NmrOneD288461Specdb::NmrOneD288462Specdb::NmrOneD288463Specdb::NmrOneD288464Specdb::NmrOneD288465Specdb::NmrOneD288466Specdb::NmrOneD288467Specdb::NmrOneD288468Specdb::NmrOneD288469Specdb::NmrOneD288470Specdb::NmrOneD288471Specdb::NmrOneD288472Specdb::NmrOneD288473Specdb::NmrOneD288474Specdb::MsMs3612978Specdb::MsMs3612979Specdb::MsMs3612980Specdb::MsMs3612981Specdb::MsMs3612982Specdb::MsMs3612983Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.APhosphatidylglycerophosphatase BP0A924PGPB_ECOLIpgpBhttp://ecmdb.ca/proteins/P0A924.xmlPhosphatidate cytidylyltransferaseP0ABG1CDSA_ECOLIcdsAhttp://ecmdb.ca/proteins/P0ABG1.xmlDiacylglycerol kinaseP0ABN1KDGL_ECOLIdgkAhttp://ecmdb.ca/proteins/P0ABN1.xmlDG(19:1(9Z)/15:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(19:1(9Z)/15:0) + PyrophosphatePW_R004760