2.02012-07-30 14:55:10 -06002015-12-09 12:07:07 -0700ECMDB21266M2MDB001673PG(14:1(7Z)/14:1(7Z))PG(14:1(7Z)/14:1(7Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(7Z)/14:1(7Z)), in particular, consists of two 7Z,tetradecenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.1,2-di(7Z-tetradecenoyl)-rac-glycero-3-phospho-(1'-glycerol)1,2-di(7Z-tetradecenoyl)-rac-glycero-3-phosphoglycerol1,2-di7Z-tetradecenoyl-rac-glycero-3-phosphoglycerolGPG(14:1/14:1)GPG(28:2)PG(14:1/14:1)PG(28:2)Phosphatidylglycerol(14:1/14:1)Phosphatidylglycerol(28:2)C34H63O10P662.842662.415885227[(2R)-2,3-bis[(7Z)-tetradec-7-enoyloxy]propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid(2R)-2,3-bis[(7Z)-tetradec-7-enoyloxy]propoxy((2S)-2,3-dihydroxypropoxy)phosphinic acid[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/CCCCCC)OC(=O)CCCCC\C=C/CCCCCCInChI=1S/C34H63O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,31-32,35-36H,3-12,17-30H2,1-2H3,(H,39,40)/b15-13-,16-14-/t31-,32+/m0/s1CBUSDRUVJCLICO-OZGVVRQRSA-NSolidMembranelogp6.58logs-6.28solubility3.44e-04 g/llogp8.43pka_strongest_acidic1.89pka_strongest_basic-3iupac[(2R)-2,3-bis[(7Z)-tetradec-7-enoyloxy]propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acidaverage_mass662.842mono_mass662.415885227smiles[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/CCCCCC)OC(=O)CCCCC\C=C/CCCCCCformulaC34H63O10PinchiInChI=1S/C34H63O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,31-32,35-36H,3-12,17-30H2,1-2H3,(H,39,40)/b15-13-,16-14-/t31-,32+/m0/s1inchikeyCBUSDRUVJCLICO-OZGVVRQRSA-Npolar_surface_area148.82refractivity179.14polarizability75.82rotatable_bond_count34acceptor_count6donor_count3physiological_charge-1formal_charge0Glycerophospholipid metabolismec00564Specdb::CMs1086343Specdb::NmrOneD318771Specdb::NmrOneD318772Specdb::NmrOneD318773Specdb::NmrOneD318774Specdb::NmrOneD318775Specdb::NmrOneD318776Specdb::NmrOneD318777Specdb::NmrOneD318778Specdb::NmrOneD318779Specdb::NmrOneD318780Specdb::NmrOneD318781Specdb::NmrOneD318782Specdb::NmrOneD318783Specdb::NmrOneD318784Specdb::NmrOneD318785Specdb::NmrOneD318786Specdb::NmrOneD318787Specdb::NmrOneD318788Specdb::NmrOneD318789Specdb::NmrOneD318790Specdb::MsMs1267630Specdb::MsMs1267631Specdb::MsMs1267632Specdb::MsMs1382668Specdb::MsMs1382669Specdb::MsMs1382670Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.22080510Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.ALysophospholipase L2P07000PLDB_ECOLIpldBhttp://ecmdb.ca/proteins/P07000.xmlPhospholipase A1P0A921PA1_ECOLIpldAhttp://ecmdb.ca/proteins/P0A921.xmlPhosphatidylglycerophosphatase BP0A924PGPB_ECOLIpgpBhttp://ecmdb.ca/proteins/P0A924.xmlPhosphatidylglycerophosphatase AP18200PGPA_ECOLIpgpAhttp://ecmdb.ca/proteins/P18200.xmlBifunctional protein aasP31119AAS_ECOLIaashttp://ecmdb.ca/proteins/P31119.xmlLipid A export ATP-binding/permease protein msbAP60752MSBA_ECOLImsbAhttp://ecmdb.ca/proteins/P60752.xmlCardiolipin synthaseP0A6H8CLS_ECOLIclshttp://ecmdb.ca/proteins/P0A6H8.xmlPutative cardiolipin synthase ybhOP0AA84YBHO_ECOLIybhOhttp://ecmdb.ca/proteins/P0AA84.xmlLipid A export ATP-binding/permease protein msbAP60752MSBA_ECOLImsbAhttp://ecmdb.ca/proteins/P60752.xmlWater + PGP(14:1(7Z)/14:1(7Z)) > PG(14:1(7Z)/14:1(7Z)) + Phosphate2 PG(14:1(7Z)/14:1(7Z)) <> cardiolipin (tetratetradec-7-enoyl, n-C14:1) + GlycerolAdenosine triphosphate + Water + PG(14:1(7Z)/14:1(7Z)) > ADP + Hydrogen ion + Phosphate + PG(14:1(7Z)/14:1(7Z))Adenosine triphosphate + Water + PG(14:1(7Z)/14:1(7Z)) > ADP + Hydrogen ion + Phosphate + PG(14:1(7Z)/14:1(7Z))2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) + Adenosine triphosphate + Tetradecenoate (N-C14:1) > Adenosine monophosphate + PG(14:1(7Z)/14:1(7Z)) + PyrophosphateWater + PG(14:1(7Z)/14:1(7Z)) > 1-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) + Hydrogen ion + Tetradecenoate (N-C14:1)Water + PG(14:1(7Z)/14:1(7Z)) > 2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) + Hydrogen ion + Tetradecenoate (N-C14:1)2-Acyl-sn-glycero-3-phosphoethanolamine (N-C14:1) + PG(14:1(7Z)/14:1(7Z)) > Acyl phosphatidylglycerol (N-C14:1) + Glycerylphosphorylethanolamine2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) + PG(14:1(7Z)/14:1(7Z)) > Acyl phosphatidylglycerol (N-C14:1) + Glycerophosphoglycerol