2.02015-09-08 20:12:05 -06002015-12-09 14:27:36 -0700ECMDB24824M2MDB006941DG(19:0cycv8c/18:1(9Z)/0:0)DG(19:0cycv8c/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(19:0cycv8c/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.C40H74O5635.027634.553625483(2S)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate(2S)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate[H][C@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCInChI=1S/C40H74O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-39(42)44-34-38(41)35-45-40(43)32-28-24-21-18-19-22-26-30-37-33-36(37)29-25-8-6-4-2/h13-14,36-38,41H,3-12,15-35H2,1-2H3/b14-13-/t36?,37?,38-/m1/s1FBLCWCMVDGQAQP-REWKPPRKSA-Nlogp10.39logs-7.72solubility1.22e-05 g/llogp13.09pka_strongest_acidic13.63pka_strongest_basic-3.4iupac(2S)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoateaverage_mass635.027mono_mass634.553625483smiles[H][C@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCformulaC40H74O5inchiInChI=1S/C40H74O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-39(42)44-34-38(41)35-45-40(43)32-28-24-21-18-19-22-26-30-37-33-36(37)29-25-8-6-4-2/h13-14,36-38,41H,3-12,15-35H2,1-2H3/b14-13-/t36?,37?,38-/m1/s1inchikeyFBLCWCMVDGQAQP-REWKPPRKSA-Npolar_surface_area72.83refractivity189.91polarizability83.26rotatable_bond_count36acceptor_count3donor_count1physiological_charge0formal_charge0phospholipid biosynthesis (CL(19:0cycv8c/18:1(9Z)/14:0/18:1(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.PW001415Metabolicphospholipid biosynthesis (CL(19:0cycv8c/18:1(9Z)/17:0cycw7c/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.PW001422MetabolicSpecdb::CMs1084770Specdb::NmrOneD264908Specdb::NmrOneD264909Specdb::NmrOneD264910Specdb::NmrOneD264911Specdb::NmrOneD264912Specdb::NmrOneD264913Specdb::NmrOneD264914Specdb::NmrOneD264915Specdb::NmrOneD264916Specdb::NmrOneD264917Specdb::NmrOneD264918Specdb::NmrOneD264919Specdb::NmrOneD264920Specdb::NmrOneD264921Specdb::NmrOneD264922Specdb::NmrOneD264923Specdb::NmrOneD264924Specdb::NmrOneD264925Specdb::NmrOneD264926Specdb::NmrOneD264927Specdb::MsMs3632160Specdb::MsMs3632161Specdb::MsMs3632162Specdb::MsMs3632163Specdb::MsMs3632164Specdb::MsMs3632165Yurtsever 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(19:0cycv8c/18:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(19:0cycv8c/18:1(9Z)) + PyrophosphatePW_R005263