Record Information
Version 1.0
Update Date 1/22/2018 11:54:53 AM
Metabolite IDPAMDB000791
Identification
Name: PG(16:0/16:0)
Description:PG(16:0/16:0) 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(16:0/16:0), in particular, consists of two hexadecanoyl chains at positions C-1 and C-2. In Pseudomonas aeruginosa 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.
Structure
Thumb
Synonyms:
  • 1,2-Dihexadecanoyl-rac-glycero-3-phospho-(1'-glycerol)
  • 1,2-dihexadecanoyl-rac-glycero-3-phospho-(1'-rac-glycerol)
  • 1,2-dihexadecanoyl-rac-glycero-3-phosphoglycerol
  • 1,2-Dipalmitoyl-rac-glycero-3-phosphoglycerol
  • 1-phosphatidylglycerol
  • 3(3-phosphatidyl-)glycerol
  • 3-(3-sn-phosphatidyl)glycerol
  • 3-(3-sn-Phosphatidyl)glycerol
  • GPG(16:0/16:0)
  • GPG(32:0)
  • PG(16:0/16:0)
  • PG(32:0)
  • Phosphatidylglycerol
  • Phosphatidylglycerol(16:0/16:0)
  • Phosphatidylglycerol(32:0)
Chemical Formula: C38H75O10P
Average Molecular Weight: 722.982
Monoisotopic Molecular Weight: 722.509785613
InChI Key: BIABMEZBCHDPBV-LQFQNGICSA-N
InChI:InChI=1S/C38H75O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35-36,39-40H,3-34H2,1-2H3,(H,43,44)/t35-,36-/m1/s1
CAS number: Not Available
IUPAC Name:[(2R)-2,3-bis(hexadecanoyloxy)propoxy][(2R)-2,3-dihydroxypropoxy]phosphinic acid
Traditional IUPAC Name: (2R)-2,3-bis(hexadecanoyloxy)propoxy((2R)-2,3-dihydroxypropoxy)phosphinic acid
SMILES:[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages.
Kingdom Organic compounds
Super ClassLipids and lipid-like molecules
Class Glycerophospholipids
Sub ClassGlycerophosphoglycerols
Direct Parent Phosphatidylglycerols
Alternative Parents
Substituents
  • 1,2-diacylglycerophosphoglycerol
  • Fatty acid ester
  • Dialkyl phosphate
  • Dicarboxylic acid or derivatives
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • 1,2-diol
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Organic oxide
  • Organooxygen compound
  • Alcohol
  • Organic oxygen compound
  • Primary alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors Not Available
Physical Properties
State: Solid
Charge:-1
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility0.000141 mg/mLALOGPS
logP7.8ALOGPS
logP10.94ChemAxon
logS-6.7ALOGPS
pKa (Strongest Acidic)1.89ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area148.82 Å2ChemAxon
Rotatable Bond Count40ChemAxon
Refractivity195.31 m3·mol-1ChemAxon
Polarizability87.25 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Membrane
Reactions:
Water + PGP(16:0/16:0) > PG(16:0/16:0) + Phosphate
applipoprotein + PG(16:0/16:0) > 2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:0) + lipoprotein
Adenosine triphosphate + Water + PG(16:0/16:0) > ADP + Hydrogen ion + Phosphate + PG(16:0/16:0)
Adenosine triphosphate + Water + PG(16:0/16:0) > ADP + Hydrogen ion + Phosphate + PG(16:0/16:0)
2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:0) + Adenosine triphosphate + Palmitic acid > Adenosine monophosphate + PG(16:0/16:0) + Pyrophosphate
Water + PG(16:0/16:0) > 1-Acyl-sn-glycero-3-phosphoglycerol (N-C16:0) + Hydrogen ion + Palmitic acid
Water + PG(16:0/16:0) > 2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:0) + Hydrogen ion + Palmitic acid
Phosphatidylglycerophosphate + Water <> Phosphatidylglycerol + Phosphate + PG(16:0/16:0)
PG(16:0/16:0) + Membrane-derived-oligosaccharide D-glucose <> 1,2-Diacyl-sn-glycerol + Membrane-derived-oligosaccharide 6-(glycerophospho)-D-glucose
PG(16:0/16:0) + PE(15:0/16:0) > Ethanolamine + CL(15:0cyclo/16:0/16:0/16:0)
PE(15:0/16:1(9Z)) + PG(16:0/16:0) > Ethanolamine + CL(15:0cyclo/16:0/16:0/16:1(9Z))
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/16:0/16:0/17:0cycw7c)
PE(15:0/18:1(9Z)) + PG(16:0/16:0) > CL(15:0cyclo/16:0/16:0/18:1(9Z)) + Ethanolamine
PG(16:0/16:0) + PE(15:0/19:iso) > CL(15:0cyclo/16:0/16:0/19:0cycv8c) + Ethanolamine
PE(15:0/16:1(9Z)) + PG(16:0/16:0) > Ethanolamine + CL(15:0cyclo/16:0/16:1(9Z)/16:0)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/16:0/17:0cycw7c/16:0)
PG(16:0/16:0) + PE(18:1(9Z)/15:0) > Ethanolamine + CL(15:0cyclo/16:0/18:1(9Z)/16:0)
PG(16:0/16:0) + PE(15:0/19:iso) > Ethanolamine + CL(15:0cyclo/16:0/19:0cycv8c/16:0)
PG(16:0/16:0) + PE(15:0/16:1(9Z)) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/16:0/16:0)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/17:0cycw7c/16:0/16:0)
PG(16:0/16:0) + PE(15:0/18:1(9Z)) > Ethanolamine + CL(15:0cyclo/18:1(9Z)/16:0/16:0)
PE(15:0/19:iso) + PG(16:0/16:0) > Ethanolamine + CL(15:0cyclo/19:0cycv8c/16:0/16:0)
PE(15:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(16:0/15:0cyclo/16:0/16:0)
PG(16:0/16:0) + PE(15:0/16:1(9Z)) > CL(16:0/15:0cyclo/16:0/16:1(9Z)) + Ethanolamine
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/15:0cyclo/16:0/17:0cycw7c)
PG(16:0/16:0) + PE(15:0/18:1(9Z)) > Ethanolamine + CL(16:0/15:0cyclo/16:0/18:1(9Z))
PE(15:0/19:iso) + PG(16:0/16:0) > Ethanolamine + CL(16:0/15:0cyclo/16:0/19:0cycv8c)
PG(16:0/16:0) + PE(15:0/16:1(9Z)) > Ethanolamine + CL(16:0/15:0cyclo/16:1(9Z)/16:0)
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/19:0cycv8c/14:0/18:1(9Z))
PE(15:0/17:0cycw7c) + PG(16:0/16:0) > Ethanolamine + CL(16:0/15:0cyclo/17:0cycw7c/16:0)
PG(16:0/16:0) + PE(18:1(9Z)/15:0) > CL(16:0/15:0cyclo/18:1(9Z)/16:0) + Ethanolamine
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/19:0cycv8c/18:1(9Z)/14:0)
PE(15:0/19:iso) + PG(16:0/16:0) > Ethanolamine + CL(16:0/15:0cyclo/19:0cycv8c/16:0)
PE(18:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/19:0cycv8c/19:0cycv8c/14:0)
PG(16:0/16:0) + PE(14:0/14:0) > Ethanolamine + CL(16:0/16:0/14:0/14:0)
PG(16:0/16:0) + PE(14:0/16:1(9Z)) > Ethanolamine + CL(16:0/16:0/14:0/16:1(9Z))
PE(14:0/17:0cycw7c) + PG(16:0/16:0) > Ethanolamine + CL(16:0/16:0/14:0/17:0cycw7c)
PG(16:0/16:0) + PE(14:0/18:1(9Z)) > Ethanolamine + CL(16:0/16:0/14:0/18:1(9Z))
PG(16:0/16:0) + PE(14:0/19:iso) > Ethanolamine + CL(16:0/16:0/14:0/19:0cycv8c)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > CL(16:0/16:0/16:0/17:0cycw7c) + Ethanolamine
PG(16:0/16:0) + PE(16:0/18:1(9Z)) > Ethanolamine + CL(16:0/16:0/16:0/18:1(9Z))
PG(16:0/16:0) + PE(16:0/19:0cycw8c) > CL(16:0/16:0/16:0/19:0cycv8c) + Ethanolamine
PG(16:0/16:0) + PE(14:0/16:1(9Z)) > Ethanolamine + CL(16:0/16:0/16:1(9Z)/14:0)
PG(16:0/16:0) + PE(15:0/16:1(9Z)) > CL(16:0/16:0/16:1(9Z)/15:0cyclo) + Ethanolamine
PG(16:0/16:0) + PE(16:0/16:1(9Z)) > Ethanolamine + CL(16:0/16:0/16:1(9Z)/16:0)
PG(16:0/16:0) + PE(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:0/16:0/16:1(9Z)/16:1(9Z))
PG(16:0/16:0) + PE(14:0/18:1(9Z)) > Ethanolamine + CL(16:0/16:0/18:1(9Z)/14:0)
PG(16:0/16:0) + PE(16:1(9Z)/17:0) > Ethanolamine + CL(16:0/16:0/16:1(9Z)/17:0cycw7c)
PG(16:0/16:0) + PE(16:1(9Z)/18:1(9Z)) > CL(16:0/16:0/16:1(9Z)/18:1(9Z)) + Ethanolamine
PG(16:0/16:0) + PE(16:1(9Z)/19:iso) > CL(16:0/16:0/16:1(9Z)/19:0cycv8c) + Ethanolamine
PG(16:0/16:0) + PE(14:0/17:0cycw7c) > Ethanolamine + CL(16:0/16:0/17:0cycw7c/14:0)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/16:0/17:0cycw7c/15:0cyclo)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/16:0/17:0cycw7c/16:0)
PG(16:0/16:0) + PE(16:1(9Z)/17:0) > Ethanolamine + CL(16:0/16:0/17:0cycw7c/16:1(9Z))
PG(16:0/16:0) + PE(17:0cycw7c/17:0cycw7c) > Ethanolamine + CL(16:0/16:0/17:0cycw7c/17:0cycw7c)
PG(16:0/16:0) + PE(18:0/17:0cycw7c) > Ethanolamine + CL(16:0/16:0/17:0cycw7c/18:1(9Z))
PG(16:0/16:0) + PE(17:0/19:0) > Ethanolamine + CL(16:0/16:0/17:0cycw7c/19:0cycv8c)
PG(16:0/16:0) + PE(18:1(9Z)/15:0) > Ethanolamine + CL(16:0/16:0/18:1(9Z)/15:0cyclo)
PG(16:0/16:0) + PE(16:0/18:1(9Z)) > CL(16:0/16:0/18:1(9Z)/16:0) + Ethanolamine
PG(16:0/16:0) + PE(16:1(9Z)/18:1(9Z)) > CL(16:0/16:0/18:1(9Z)/16:1(9Z)) + Ethanolamine
PG(16:0/16:0) + PE(18:0/17:0cycw7c) > Ethanolamine + CL(16:0/16:0/18:1(9Z)/17:0cycw7c)
PE(18:1(9Z)/18:1(9Z)) + PG(16:0/16:0) > Ethanolamine + CL(16:0/16:0/18:1(9Z)/18:1(9Z))
PG(16:0/16:0) + PE(18:1(9Z)/19:iso) > Ethanolamine + CL(16:0/16:0/18:1(9Z)/19:0cycv8c)
PG(16:0/16:0) + PE(14:0/19:iso) > Ethanolamine + CL(16:0/16:0/19:0cycv8c/14:0)
PG(16:0/16:0) + PE(15:0/19:iso) > Ethanolamine + CL(16:0/16:0/19:0cycv8c/15:0cyclo)
PG(16:0/16:0) + PE(16:0/19:0cycw8c) > Ethanolamine + CL(16:0/16:0/19:0cycv8c/16:0)
PE(16:1(9Z)/19:iso) + PG(16:0/16:0) Ethanolamine + CL(16:0/16:0/19:0cycv8c/16:1(9Z))
PG(16:0/16:0) + PE(17:0/19:0) > Ethanolamine + CL(16:0/16:0/19:0cycv8c/17:0cycw7c)
PG(16:0/16:0) + PE(18:1(9Z)/19:iso) > CL(16:0/16:0/19:0cycv8c/18:1(9Z)) + Ethanolamine
PG(16:0/16:0) + PE(16:1(9Z)/14:0) > Ethanolamine + CL(16:0/16:1(9Z)/14:0/16:0)
PG(16:0/16:0) + PE(16:0/14:0) > Ethanolamine + CL(16:0/16:1(9Z)/16:0/14:0)
PE(16:0/14:1(9Z)) + PG(16:0/16:0) > Ethanolamine + CL(16:0/16:1(9Z)/16:0/14:0)
PG(16:0/16:0) + PE(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:0/16:1(9Z)/16:0/16:1(9Z))
PG(16:0/16:0) + PE(16:1(9Z)/17:0) > Ethanolamine + CL(16:0/16:1(9Z)/16:0/17:0cycw7c)
PG(16:0/16:0) + PE(16:1(9Z)/18:1(9Z)) > Ethanolamine + CL(16:0/16:1(9Z)/16:0/18:1(9Z))
PE(16:1(9Z)/19:iso) + PG(16:0/16:0) > Ethanolamine + CL(16:0/16:1(9Z)/16:0/19:0cycv8c)
PG(16:0/16:0) + PE(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:0/16:1(9Z)/16:1(9Z)/16:0)
PG(16:0/16:0) + PE(16:1(9Z)/17:0) > Ethanolamine + CL(16:0/16:1(9Z)/17:0cycw7c/16:0)
PG(16:0/16:0) + PE(18:0/16:0) > Ethanolamine + CL(19:0cycv8c/16:0/16:1(9Z)/19:0cycv8c)
PG(16:0/16:0) + PE(16:1(9Z)/18:1(9Z)) > Ethanolamine + CL(16:0/16:1(9Z)/18:1(9Z)/16:0)
PE(16:1(9Z)/19:iso) + PG(16:0/16:0) > Ethanolamine + CL(16:0/16:1(9Z)/19:0cycv8c/16:0)
PG(16:0/16:0) + PE(18:0/16:0) > Ethanolamine + CL(19:0cycv8c/16:0/19:0cycv8c/16:1(9Z))
PG(16:0/16:0) + PE(14:0/17:0cycw7c) > CL(16:0/17:0cycw7c/14:0/16:0) + Ethanolamine
PE(14:0/17:0cycw7c) + PG(16:0/16:0) > Ethanolamine + CL(16:0/17:0cycw7c/16:0/14:0)
PG(16:0/16:0) + PE(17:0cycw7c/17:0cycw7c) > CL(16:0/17:0cycw7c/16:0/17:0cycw7c) + Ethanolamine
PG(16:0/16:0) + PE(14:0/18:1(9Z)) > Ethanolamine + CL(16:0/18:1(9Z)/14:0/16:0)
PG(16:0/16:0) + PE(14:0/18:1(9Z)) > Ethanolamine + CL(16:0/18:1(9Z)/16:0/14:0)
PE(18:0/17:0cycw7c) + PG(16:0/16:0) > Ethanolamine + CL(16:0/18:1(9Z)/16:0/17:0cycw7c)
PG(16:0/16:0) + PE(18:1(9Z)/18:1(9Z)) > CL(16:0/18:1(9Z)/16:0/18:1(9Z)) + Ethanolamine
PG(16:0/16:0) + PE(18:1(9Z)/19:iso) > Ethanolamine + CL(16:0/18:1(9Z)/16:0/19:0cycv8c)
PG(16:0/16:0) + PE(18:0/17:0cycw7c) > Ethanolamine + CL(16:0/18:1(9Z)/17:0cycw7c/16:0)
PE(18:1(9Z)/18:1(9Z)) + PG(16:0/16:0) > Ethanolamine + CL(16:0/18:1(9Z)/18:1(9Z)/16:0)
PG(16:0/16:0) + PE(18:1(9Z)/19:iso) > Ethanolamine + CL(16:0/18:1(9Z)/19:0cycv8c/16:0)
PG(16:0/16:0) + PE(14:0/19:iso) > Ethanolamine + CL(16:0/19:0cycv8c/14:0/16:0)
PG(16:0/16:0) + PE(14:0/19:iso) > CL(16:0/19:0cycv8c/16:0/14:0) + Ethanolamine
PG(16:0/16:0) + PE(17:0/19:0) > Ethanolamine + CL(16:0/19:0cycv8c/16:0/17:0cycw7c)
PG(16:0/16:0) + PE(17:0/19:0) > Ethanolamine + CL(16:0/19:0cycv8c/17:0cycw7c/16:0)
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(19:0cycv8c/17:0cycw7c/19:0cycv8c/14:0)
PG(16:0/16:0) + PE(14:0/16:1(9Z)) > Ethanolamine + CL(16:1(9Z)/16:0/14:0/16:0)
PG(16:0/16:0) + PE(14:0/16:1(9Z)) > CL(16:1(9Z)/16:0/16:0/14:0) + Ethanolamine
PG(16:0/16:0) + PE(16:1(9Z)/17:0) > Ethanolamine + CL(16:1(9Z)/16:0/16:0/17:0cycw7c)
PG(16:0/16:0) + PE(16:1(9Z)/18:1(9Z)) > CL(16:1(9Z)/16:0/16:0/18:1(9Z)) + Ethanolamine
PE(16:1(9Z)/19:iso) + PG(16:0/16:0) > CL(16:1(9Z)/16:0/16:0/19:0cycv8c) + Ethanolamine
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(17:0cycw7c/19:0cycv8c/19:0cycv8c/14:0)
PE(16:1(9Z)/16:1(9Z)) + PG(16:0/16:0) > Ethanolamine + CL(16:1(9Z)/16:0/16:1(9Z)/16:0)
PG(16:0/16:0) + PE(16:1(9Z)/17:0) > Ethanolamine + CL(16:1(9Z)/16:0/17:0cycw7c/16:0)
PG(16:0/16:0) + PE(16:1(9Z)/18:1(9Z)) > Ethanolamine + CL(16:1(9Z)/16:0/18:1(9Z)/16:0)
PE(16:1(9Z)/19:iso) + PG(16:0/16:0) > Ethanolamine + CL(16:1(9Z)/16:0/19:0cycv8c/16:0)
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/15:0cyclo/18:1(9Z)/18:1(9Z))
PE(18:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/15:0cyclo/19:0cycv8c/18:1(9Z))
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/16:0/17:0cycw7c/18:1(9Z))
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/16:0/18:1(9Z)/17:0cycw7c)
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/16:0/19:0cycv8c/16:0)
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/19:0cycv8c)
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z))
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/17:0cycw7c)
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/18:1(9Z)/14:0/19:0cycv8c)
PG(16:0/16:0) + PE(14:0/17:0cycw7c) > Ethanolamine + CL(17:0cycw7c/16:0/14:0/16:0)
PG(16:0/16:0) + PE(14:0/17:0cycw7c) > CL(17:0cycw7c/16:0/16:0/14:0) + Ethanolamine
PG(16:0/16:0) + PE(17:0cycw7c/17:0cycw7c) > Ethanolamine + CL(16:0/17:0cycw7c/17:0cycw7c/16:0)
PE(18:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/17:0cycw7c)
PE(17:0cycw7c/17:0cycw7c) + PG(16:0/16:0) > Ethanolamine + CL(17:0cycw7c/16:0/17:0cycw7c/16:0)
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(17:0cycw7c/16:1(9Z)/19:0cycv8c/17:0cycw7c)
PE(18:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(16:1(9Z)/16:0/19:0cycv8c/19:0cycv8c)
PE(19:0cycw8c/17:0cycw7c) + PG(16:0/16:0) > Ethanolamine + CL(19:0cycv8c/16:0/16:0/17:0cycw7c)
PE(19:0cycv8c/14:0(3-OH)) + PG(16:0/16:0) > Ethanolamine + CL(19:0cycv8c/16:0/16:0/14:0)
PG(16:0/16:0) + PE(19:0cycw8c/17:0cycw7c) > Ethanolamine + CL(19:0cycv8c/16:0/17:0cycw7c/16:0)
PG(16:0/16:0) + PE(18:1(9Z)/19:iso) > CL(18:1(9Z)/16:0/19:0cycv8c/16:0) + Ethanolamine
PE(17:0/16:0) + PG(16:0/16:0) > Ethanolamine + CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/17:0cycw7c)
PE(14:0(3-OH)/16:0) + PG(16:0/16:0) > Ethanolamine + CL(14:0(3-OH)/16:0/16:0/16:0)
PE(16:1(9Z)/19:0) + PG(16:0/16:0) > Ethanolamine + CL(16:1(9Z)/19:0/16:0/16:0)
PE(17:0/16:1(9Z)) + PG(16:0/16:0) > Ethanolamine + CL(17:0/16:1(9Z)/16:0/16:0)
More...

Pathways:
Spectra
Spectra:
References
References:
  • Kanehisa, 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. Pubmed: 22080510
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
  • Uniprot Consortium (2012). "Reorganizing the protein space at the Universal Protein Resource (UniProt)." Nucleic Acids Res 40:D71-D75. Pubmed: 22102590
  • Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI IDNot Available
HMDB IDHMDB10570
Pubchem Compound ID13305396
Kegg IDC00344
ChemSpider ID393791
Wikipedia IDNot Available
BioCyc IDL-1-PHOSPHATIDYL-GLYCEROL
EcoCyc IDL-1-PHOSPHATIDYL-GLYCEROL
Ligand ExpoLHG

Enzymes

General function:
Lipid transport and metabolism
Specific function:
2-lysophosphatidylcholine + H(2)O = glycerophosphocholine + a carboxylate
Gene Name:
pldB
Locus Tag:
PA5089
Molecular weight:
83.4 kDa
Reactions
2-lysophosphatidylcholine + H(2)O = glycerophosphocholine + a carboxylate.
General function:
Involved in phosphatidylglycerophosphatase activity
Specific function:
One of the three phospholipid phosphatases, specifically hydrolyzes phosphatidylglycerophosphate
Gene Name:
pgpA
Locus Tag:
PA4050
Molecular weight:
19.6 kDa
Reactions
Phosphatidylglycerophosphate + H(2)O = phosphatidylglycerol + phosphate.
General function:
Involved in nucleotide binding
Specific function:
Involved in lipid A export and possibly also in glycerophospholipid export and for biogenesis of the outer membrane. Transmembrane domains (TMD) form a pore in the inner membrane and the ATP-binding domain (NBD) is responsible for energy generation
Gene Name:
msbA
Locus Tag:
PA4997
Molecular weight:
66.4 kDa
General function:
Involved in phosphotransferase activity, for other substituted phosphate groups
Specific function:
Catalyzes the reversible phosphatidyl group transfer from one phosphatidylglycerol molecule to another to form cardiolipin (CL) (diphosphatidylglycerol) and glycerol. Affects resistance to the gyrase inhibitor novobiocin
Gene Name:
cls
Locus Tag:
PA5394
Molecular weight:
54.6 kDa
Reactions
2 Phosphatidylglycerol = diphosphatidylglycerol + glycerol.
General function:
Involved in N-acyltransferase activity
Specific function:
Transfers the fatty acyl group on membrane lipoproteins
Gene Name:
lnt
Locus Tag:
PA3984
Molecular weight:
56 kDa
General function:
Involved in catalytic activity
Specific function:
Catalyzes, in vitro, the phosphatidyl group transfer from one phosphatidylglycerol molecule to another to form cardiolipin (CL) (diphosphatidylglycerol) and glycerol. Can also catalyze phosphatidyl group transfer to water to form phosphatidate. Catalyzes little, if any, cardiolipin synthesis in vivo, even when the expression level is very high
Gene Name:
ybhO
Locus Tag:
PA2155
Molecular weight:
46.5 kDa
Reactions
2 Phosphatidylglycerol = diphosphatidylglycerol + glycerol.

Transporters

General function:
Involved in nucleotide binding
Specific function:
Involved in lipid A export and possibly also in glycerophospholipid export and for biogenesis of the outer membrane. Transmembrane domains (TMD) form a pore in the inner membrane and the ATP-binding domain (NBD) is responsible for energy generation
Gene Name:
msbA
Locus Tag:
PA4997
Molecular weight:
66.4 kDa
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Part of the ABC transporter complex mlaFEDB that actively prevents phospholipid accumulation at the cell surface. Probably maintains lipid asymmetry in the outer membrane by retrograde trafficking of phospholipids from the outer membrane to the inner membrane
Gene Name:
mlaE
Locus Tag:
PA4455
Molecular weight:
28.4 kDa