LBGPEccp:R:R:YS2ANe005

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LipidBank	PGP2410
LipidMaps	[1]
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBGPEccp:R:R:YS2ANe005

phosphatidylethanolamine
Structural Information
Systematic Name	L-a-phosphatidylethanolamine
Common Name	phosphatidylethanolamine cephalin ethanolaminephosphoglyceride (3-sn-phosphatidyl) ethanolamine L-a-phosphatidylethanolamine
Symbol
Formula
Exact Mass
Average Mass
SMILES
Physicochemical Information
Melting Point	196°C <<2455>>; dimyristoyl-PE, 175-177°C <<2456/2457>>; dipalmitoyl-PE, 172-175°C <<2456/2457>> 210-211°C <<2469>> dipalmitoyl-DL-, 211°C <<2469>>; distearoyl-PE, 172-173.5°C <<2456/2457>>; dioleoyl-PE, 195-200°C <<2469>>; dielaidoyl-PE, 193°C <<2469>>; 1-palmitoyl-2-oleoyl-PE, 194-196°C <<2471>>
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility	Insoluble in water. Natural PE is soluble in MeOH, EtOH, CHCl3, benzene, ether, and petroleum ether, and insoluble in acetone. At 20°C, synthetic PEs are insoluble (<=1mg/100 ml of dry solvent) in acetone, ether, petroleum ether, and ethyl acetate; moderately soluble (20-100 mg/100 ml of dry solvent) in EtOH, pyridine, benzene, and CCl4; readily soluble (> 1g/100 ml of solvent) in CHCl3 <<2455/2456/2457>>.
Source
Chemical Synthesis
Metabolism
Biological Activity
Genetic Information
Note
Spectral Information
Mass Spectra	Negative ion mass spectrum during the elution of 1-stearol-2-arachidonyl-PE in a sample of rat liver PE. A Fisons VG Platform II single quadrupole mass spectrometer, fitted with an electrospray ion source operated at atmospheric pressure, was used for the identification of components eluting from the column. Nitrogen was used as nebulizer gas and as curtain gas. The capillary voltage was set to 3.0 kV and the cone voltage to 100 V <<2462>>.,
UV Spectra	Maximum absorbance at 205 nm <<2458>>.
IR Spectra	Fourier transform IR spectra for dimyristoyl-PE in the dry state (anhydrous), either in the pure state (A, C and E) or in the presence of 20 mol% of a-tocopherol (B, D and F). Ester C=O stretching vibration mode region,1800-1700 cm-1; CH2 deformation, scissoring band region, 1500-1400 cm-1; headgroup PO2- phosphate band region, 1350-1150 cm-1 <<2459>>.
NMR Spectra	1H-NMR spectrum of PE. Varian VXR500 spectrometer operating at 500 MHz for protons, using CHCl3 as the lock signal <<2460>>./ 31P NMR spectrum of a PE (left) and a PC (right) fraction from bovine brain. Varian Unity 300 spectrometer operating at121.42 MHz using 1% H3PO4 as external standard <<2461>>.,
Other Spectra
Chromatograms	2 dimensional TLC <<2463>>/ HPLC, Hewlett-Packard Model 1050 HPLC system, UV absorbance 205nm, Hewlett-Packard Model 3396 series II integrator, HP Hypersil C18 (200 x 2.1x 5 mm) column <<2464>>/ HPLC for intact PE molecular species. Molecular species of approxymately 50 nmol of PE were separated on two 250 x 4 mm Lichrospher RP-18 endcapped columns in series (Merck, Darmstadt, Germany). Isocratic elution was performed with a solvent consisting of acetonitrile-methanol 3:7 (v/v) containing 5 mM ethanolamine, or a solvent consisiting of acetonitrile-methanol 2:3 (v/v) containing 2 mM ethanolamine at a flow rate of 1.25 ml/min. The column effuluent was monitored at 206 nm using LKB 2251 Uvicord (Pharmacia, Upsala, Sweden) and subsequent ELSD was performed using a Varex MKIII obtained from Alltech, (Deerfield, IL) operating at a gas flow rate of 1.9 l/ml and a drift tube temperature of 100°C <<2462>>.,

Reported Metabolites, References

Biospecies ID Compound Name Reference Comment n.a. LBGPEccp:R:R:YS2ANe005 See above. Baer_E et al. 1952 n.a. LBGPEccp:R:R:YS2ANe005 See above. Billimoria_JD et al. 1968 n.a. LBGPEccp:R:R:YS2ANe005 See above. Blough_HA et al. 1973 n.a. LBGPEccp:R:R:YS2ANe005 See above. Brouwers_JF et al. 1999 n.a. LBGPEccp:R:R:YS2ANe005 See above. Esko_JD et al. 1980 n.a. LBGPEccp:R:R:YS2ANe005:01 Hsieh_C_H et al. 1995 n.a. LBGPEccp:R:R:YS2ANe005 See above. Kates_M 1964 n.a. LBGPEccp:R:R:YS2ANe005 See above. Kates_M 1970 n.a. LBGPEccp:R:R:YS2ANe005 See above. Lertsiri_S et al. 1998 n.a. LBGPEccp:R:R:YS2ANe005 See above. Ma_YC et al. 1995 n.a. LBGPEccp:R:R:YS2ANe005 See above. Malewicz_B et al. 1996 n.a. LBGPEccp:R:R:YS2ANe005 See above. Rosenthal_AF 1975 n.a. LBGPEccp:R:R:YS2ANe005 See above. Salgado_J et al. 1995 n.a. LBGPEccp:R:R:YS2ANe005 See above. Slotboom_AJ et al. 1970 n.a. LBGPEccp:R:R:YS2ANe005 See above. Vance_DE et al. 1981 n.a. LBGPEccp:R:R:YS2ANe005 See above. Wang_Y et al. 1995