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Volumn 163, Issue 3, 2010, Pages 266-279

Structure, phase behaviour and membrane interactions of N-acylethanolamines and N-acylphosphatidylethanolamines

Author keywords

31P NMR; Binary phase diagram; Brewster angle microscopy; Differential scanning calorimetry; FAB MS; Langmuir film balance; Lipid bilayer; Lipid domains; Lipid miscibility; Monolayer; Non lamellar phase; Spin label ESR; X ray diffraction

Indexed keywords

CHOLESTEROL; MEMBRANE LIPID; N ACYLETHANOLAMINE DERIVATIVE; N ACYLPHOSPHATIDYLETHANOLAMINE DERIVATIVE; PHOSPHATIDYLCHOLINE; PHOSPHATIDYLETHANOLAMINE; UNCLASSIFIED DRUG;

EID: 77049104857     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphyslip.2010.01.002     Document Type: Review
Times cited : (23)

References (52)
  • 1
    • 0002456314 scopus 로고
    • A phosphorus magnetic resonance and a differential scanning calorimetry study of the physical properties of N-acylphosphatidylethanolamines in aqueous dispersions
    • Akoka S., Tellier C., LeRoux C., and Marion D. A phosphorus magnetic resonance and a differential scanning calorimetry study of the physical properties of N-acylphosphatidylethanolamines in aqueous dispersions. Chem. Phys. Lipids 46 (1988) 43-50
    • (1988) Chem. Phys. Lipids , vol.46 , pp. 43-50
    • Akoka, S.1    Tellier, C.2    LeRoux, C.3    Marion, D.4
  • 3
    • 0026512314 scopus 로고
    • Sorting of GPI-anchored proteins to glycolipid-enriched membrane subdomains during transport to the apical cell surface
    • Brown D.A., and Rose J.K. Sorting of GPI-anchored proteins to glycolipid-enriched membrane subdomains during transport to the apical cell surface. Cell 68 (1992) 533-544
    • (1992) Cell , vol.68 , pp. 533-544
    • Brown, D.A.1    Rose, J.K.2
  • 4
    • 0000821035 scopus 로고    scopus 로고
    • N-Acylethanolamines: formation and molecular composition of a new class of plant lipids
    • Chapman K.D., Tripathy S., Venables B., and Desouja A.D. N-Acylethanolamines: formation and molecular composition of a new class of plant lipids. Plant Physiol. 116 (1998) 1163-1168
    • (1998) Plant Physiol. , vol.116 , pp. 1163-1168
    • Chapman, K.D.1    Tripathy, S.2    Venables, B.3    Desouja, A.D.4
  • 5
    • 3242703446 scopus 로고    scopus 로고
    • Occurrence, metabolism, and prospective functions of N-acylethanolamines in plants
    • Chapman K.D. Occurrence, metabolism, and prospective functions of N-acylethanolamines in plants. Prog. Lipid Res. 43 (2004) 302-327
    • (2004) Prog. Lipid Res. , vol.43 , pp. 302-327
    • Chapman, K.D.1
  • 6
    • 0005135816 scopus 로고
    • The crystal structure of N-(2-hydroxyethyl)-octadecanoate
    • Dahlén B., Pascher I., and Sundell S. The crystal structure of N-(2-hydroxyethyl)-octadecanoate. Acta Chem. Scand. A 31 (1977) 313-320
    • (1977) Acta Chem. Scand. A , vol.31 , pp. 313-320
    • Dahlén, B.1    Pascher, I.2    Sundell, S.3
  • 7
    • 0002741226 scopus 로고
    • 2H nuclear magnetic resonance
    • Finegold L. (Ed), CRC Press, Boca Raton, FL
    • 2H nuclear magnetic resonance. In: Finegold L. (Ed). Cholesterol in Membrane Models (1993), CRC Press, Boca Raton, FL 67-135
    • (1993) Cholesterol in Membrane Models , pp. 67-135
    • Davis, J.H.1
  • 10
    • 0027243191 scopus 로고
    • Incorporation of N-acylphosphatidylethanolamines into egg phosphatidylcholine vesicles: characterization and permeability properties of the binary system
    • Domingo J.C., Mora M., and De Madariaga M.A. Incorporation of N-acylphosphatidylethanolamines into egg phosphatidylcholine vesicles: characterization and permeability properties of the binary system. Biochim. Biophys. Acta 1148 (1993) 308-316
    • (1993) Biochim. Biophys. Acta , vol.1148 , pp. 308-316
    • Domingo, J.C.1    Mora, M.2    De Madariaga, M.A.3
  • 11
    • 0028873884 scopus 로고
    • The influence of N-acyl chain length on the phase behaviour of natural and synthetic N-acylethanolamine phospholipids
    • Domingo J.C., Mora M., and De Madariaga M.A. The influence of N-acyl chain length on the phase behaviour of natural and synthetic N-acylethanolamine phospholipids. Chem. Phys. Lipids 75 (1995) 15-25
    • (1995) Chem. Phys. Lipids , vol.75 , pp. 15-25
    • Domingo, J.C.1    Mora, M.2    De Madariaga, M.A.3
  • 12
    • 0030596078 scopus 로고    scopus 로고
    • Fourier transform infrared spectroscopic analysis of the ester and amide bands of the hydrated dispersions of N-acylethanolamine phospholipids
    • Domingo J.C., and De Madariaga M.A. Fourier transform infrared spectroscopic analysis of the ester and amide bands of the hydrated dispersions of N-acylethanolamine phospholipids. Chem. Phys. Lipids 84 (1996) 147-153
    • (1996) Chem. Phys. Lipids , vol.84 , pp. 147-153
    • Domingo, J.C.1    De Madariaga, M.A.2
  • 14
    • 0019308380 scopus 로고
    • Accumulation of N-acylethanolamine glycerophospholipids in infarcted myocardium
    • Epps D.E., Natarajan V., Schmid P.C., and Schmid H.H.O. Accumulation of N-acylethanolamine glycerophospholipids in infarcted myocardium. Biochim. Biophys. Acta 618 (1980) 420-430
    • (1980) Biochim. Biophys. Acta , vol.618 , pp. 420-430
    • Epps, D.E.1    Natarajan, V.2    Schmid, P.C.3    Schmid, H.H.O.4
  • 15
    • 0028906566 scopus 로고
    • Mast cells express a peripheral cannabinoid receptor with differential sensitivity to anandamide and palmitoylethanolamide
    • Facci L., Dal Toso R., Romanello S., Buriani A., Skaper S.D., and Leon A. Mast cells express a peripheral cannabinoid receptor with differential sensitivity to anandamide and palmitoylethanolamide. Proc. Natl. Acad. Sci. U.S.A. 92 (1995) 3376-3380
    • (1995) Proc. Natl. Acad. Sci. U.S.A. , vol.92 , pp. 3376-3380
    • Facci, L.1    Dal Toso, R.2    Romanello, S.3    Buriani, A.4    Skaper, S.D.5    Leon, A.6
  • 16
    • 0030838502 scopus 로고    scopus 로고
    • Characterization of glutamate-induced formation of N-acylphosphatidylethanolamine and N-acylethanolamine in cultured neocortical neurons
    • Hansen H.S., Lauritzen L., Strand A.M., Vinggaard A.M., Frandsen A., and Schousboe A. Characterization of glutamate-induced formation of N-acylphosphatidylethanolamine and N-acylethanolamine in cultured neocortical neurons. J. Neurochem. 69 (1997) 753-761
    • (1997) J. Neurochem. , vol.69 , pp. 753-761
    • Hansen, H.S.1    Lauritzen, L.2    Strand, A.M.3    Vinggaard, A.M.4    Frandsen, A.5    Schousboe, A.6
  • 17
    • 33746032601 scopus 로고    scopus 로고
    • Molecular packing and intermolecular interactions in two structural polymorphs of N-palmitoylethanolamine, a type-2 cannabinoid receptor agonist
    • Kamlekar R.K., and Swamy M.J. Molecular packing and intermolecular interactions in two structural polymorphs of N-palmitoylethanolamine, a type-2 cannabinoid receptor agonist. J. Lipid Res. 47 (2006) 1424-1433
    • (2006) J. Lipid Res. , vol.47 , pp. 1424-1433
    • Kamlekar, R.K.1    Swamy, M.J.2
  • 18
    • 34250350051 scopus 로고    scopus 로고
    • Miscibility and phase behavior of N-acylethanolamine/diacylphosphatidylethanolamines binary mixtures of matched acyl chain lengths (n = 14, 16)
    • Kamlekar R.K., Satyanarayana S., Marsh D., and Swamy M.J. Miscibility and phase behavior of N-acylethanolamine/diacylphosphatidylethanolamines binary mixtures of matched acyl chain lengths (n = 14, 16). Biophys. J. 92 (2007) 3968-3977
    • (2007) Biophys. J. , vol.92 , pp. 3968-3977
    • Kamlekar, R.K.1    Satyanarayana, S.2    Marsh, D.3    Swamy, M.J.4
  • 19
    • 56449107340 scopus 로고    scopus 로고
    • Interaction of N-myristoylethanolamine with cholesterol investigated in a Langmuir film at the air-water interface
    • Kamlekar R.K., Chandra M.S., Radhakrishnan T.P., and Swamy M.J. Interaction of N-myristoylethanolamine with cholesterol investigated in a Langmuir film at the air-water interface. Biophys. Chem. 139 (2009) 63-69
    • (2009) Biophys. Chem. , vol.139 , pp. 63-69
    • Kamlekar, R.K.1    Chandra, M.S.2    Radhakrishnan, T.P.3    Swamy, M.J.4
  • 20
    • 0025297966 scopus 로고
    • Study of the structure of N-acyldipalmitoylphosphatidylethanolamines in aqueous dispersion by infrared and Raman spectroscopies
    • LaFrance D., Marion D., and Pézolet M. Study of the structure of N-acyldipalmitoylphosphatidylethanolamines in aqueous dispersion by infrared and Raman spectroscopies. Biochemistry 29 (1990) 4592-4599
    • (1990) Biochemistry , vol.29 , pp. 4592-4599
    • LaFrance, D.1    Marion, D.2    Pézolet, M.3
  • 21
    • 0030960206 scopus 로고    scopus 로고
    • N-Acylphosphatidylethanolamines: effect of the N-acyl chain length on its orientation
    • LaFrance C.P., Blochet J.E., and Pézolet M. N-Acylphosphatidylethanolamines: effect of the N-acyl chain length on its orientation. Biophys. J. 72 (1997) 2559-2568
    • (1997) Biophys. J. , vol.72 , pp. 2559-2568
    • LaFrance, C.P.1    Blochet, J.E.2    Pézolet, M.3
  • 22
    • 0037039596 scopus 로고    scopus 로고
    • N-Myristoylated phosphatidylethanolamine: interfacial behavior and interaction with cholesterol
    • Li X.-M., Ramakrishnan M., Brockman H.L., Brown R.E., and Swamy M.J. N-Myristoylated phosphatidylethanolamine: interfacial behavior and interaction with cholesterol. Langmuir 18 (2002) 231-238
    • (2002) Langmuir , vol.18 , pp. 231-238
    • Li, X.-M.1    Ramakrishnan, M.2    Brockman, H.L.3    Brown, R.E.4    Swamy, M.J.5
  • 23
    • 0001158507 scopus 로고
    • ESR spin label studies of liposomes
    • Knight C.G. (Ed), Elsevier/North-Holland Biomedical Press, Amsterdam
    • Marsh D., and Watts A. ESR spin label studies of liposomes. In: Knight C.G. (Ed). Liposomes: From Physical Structure to Therapeutic Applications (1981), Elsevier/North-Holland Biomedical Press, Amsterdam 139-188
    • (1981) Liposomes: From Physical Structure to Therapeutic Applications , pp. 139-188
    • Marsh, D.1    Watts, A.2
  • 25
    • 0033983662 scopus 로고    scopus 로고
    • Derivatised lipids in membranes. Physico-chemical aspects of N-biotinyl phosphatidylethanolamines, N-acylphosphatidylethanolamines and N-acylethanolamines
    • Marsh D., and Swamy M.J. Derivatised lipids in membranes. Physico-chemical aspects of N-biotinyl phosphatidylethanolamines, N-acylphosphatidylethanolamines and N-acylethanolamines. Chem. Phys. Lipids 105 (2000) 43-69
    • (2000) Chem. Phys. Lipids , vol.105 , pp. 43-69
    • Marsh, D.1    Swamy, M.J.2
  • 26
    • 0029865544 scopus 로고    scopus 로고
    • N-(2-Hydroxyethyl) hexadecanamide is orally active in reducing edema formation and inflammatory hyperalgesia by down modulating mast cell activation
    • Mazzari S., Canella R., Petrelli L., Marcologno G., and Leon A. N-(2-Hydroxyethyl) hexadecanamide is orally active in reducing edema formation and inflammatory hyperalgesia by down modulating mast cell activation. Eur. J. Pharmacol. 300 (1996) 227-236
    • (1996) Eur. J. Pharmacol. , vol.300 , pp. 227-236
    • Mazzari, S.1    Canella, R.2    Petrelli, L.3    Marcologno, G.4    Leon, A.5
  • 27
    • 0029078925 scopus 로고
    • N-Palmitoylphosphatidylethanolamine stabilizes liposomes in the presence of human serum: effect of lipidic composition and system characterization
    • Mercadal M., Domingo J.C., Bermudez M., Mora M., and De Madariaga M.A. N-Palmitoylphosphatidylethanolamine stabilizes liposomes in the presence of human serum: effect of lipidic composition and system characterization. Biochim. Biophys. Acta 1235 (1995) 281-288
    • (1995) Biochim. Biophys. Acta , vol.1235 , pp. 281-288
    • Mercadal, M.1    Domingo, J.C.2    Bermudez, M.3    Mora, M.4    De Madariaga, M.A.5
  • 28
    • 0037429704 scopus 로고    scopus 로고
    • Condensed complexes of cholesterol and phospholipids
    • McConnell H.M., and Radhakrishnan A. Condensed complexes of cholesterol and phospholipids. Biochim. Biophys. Acta 1610 (2003) 159-173
    • (2003) Biochim. Biophys. Acta , vol.1610 , pp. 159-173
    • McConnell, H.M.1    Radhakrishnan, A.2
  • 29
    • 0019882179 scopus 로고
    • Polar group interaction and molecular packing of membrane lipids. The crystal structure of lysophosphatidylethanolamine
    • Pascher I., Sundell S., and Hauser H. Polar group interaction and molecular packing of membrane lipids. The crystal structure of lysophosphatidylethanolamine. J. Mol. Biol. 153 (1981) 807-824
    • (1981) J. Mol. Biol. , vol.153 , pp. 807-824
    • Pascher, I.1    Sundell, S.2    Hauser, H.3
  • 31
    • 0033585609 scopus 로고    scopus 로고
    • Cholesterol-phospholipid complexes in membranes
    • Radhakrishnan A., and McConnell H.M. Cholesterol-phospholipid complexes in membranes. J. Am. Chem. Soc. 121 (1999) 486-487
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 486-487
    • Radhakrishnan, A.1    McConnell, H.M.2
  • 32
    • 0034682556 scopus 로고    scopus 로고
    • Chemical activity of cholesterol in membranes
    • Radhakrishnan A., and McConnell H.M. Chemical activity of cholesterol in membranes. Biochemistry 39 (2000) 8119-8124
    • (2000) Biochemistry , vol.39 , pp. 8119-8124
    • Radhakrishnan, A.1    McConnell, H.M.2
  • 33
    • 0033732176 scopus 로고    scopus 로고
    • Condensed complexes, rafts, and the chemical activity of cholesterol in membranes
    • Radhakrishnan A., Anderson T.G., and McConnell H.M. Condensed complexes, rafts, and the chemical activity of cholesterol in membranes. Proc. Natl. Acad. Sci. U.S.A. 97 (2000) 12422-12427
    • (2000) Proc. Natl. Acad. Sci. U.S.A. , vol.97 , pp. 12422-12427
    • Radhakrishnan, A.1    Anderson, T.G.2    McConnell, H.M.3
  • 34
  • 35
    • 0030703130 scopus 로고    scopus 로고
    • Differential scanning calorimetric studies on the thermotropic phase transitions of dry and hydrated forms of N-acylethanolamines of even chain lengths
    • Ramakrishnan M., Sheeba V., Komath S.S., and Swamy M.J. Differential scanning calorimetric studies on the thermotropic phase transitions of dry and hydrated forms of N-acylethanolamines of even chain lengths. Biochim. Biophys. Acta 1329 (1997) 302-310
    • (1997) Biochim. Biophys. Acta , vol.1329 , pp. 302-310
    • Ramakrishnan, M.1    Sheeba, V.2    Komath, S.S.3    Swamy, M.J.4
  • 36
    • 0031866573 scopus 로고    scopus 로고
    • Differential scanning calorimetric studies on the thermotropic phase transitions of N-acylethanolamines of odd chain lengths
    • Ramakrishnan M., and Swamy M.J. Differential scanning calorimetric studies on the thermotropic phase transitions of N-acylethanolamines of odd chain lengths. Chem. Phys. Lipids 94 (1998) 43-51
    • (1998) Chem. Phys. Lipids , vol.94 , pp. 43-51
    • Ramakrishnan, M.1    Swamy, M.J.2
  • 37
    • 0032896948 scopus 로고    scopus 로고
    • Molecular packing and intermolecular interactions in N-acylethanolamines: crystal structure of N-myristoylethanolamine
    • Ramakrishnan M., and Swamy M.J. Molecular packing and intermolecular interactions in N-acylethanolamines: crystal structure of N-myristoylethanolamine. Biochim. Biophys. Acta 1418 (1999) 261-267
    • (1999) Biochim. Biophys. Acta , vol.1418 , pp. 261-267
    • Ramakrishnan, M.1    Swamy, M.J.2
  • 38
    • 0035795722 scopus 로고    scopus 로고
    • Interaction of N-myristoyldimyristoylphosphatidylethanolamine with dimyristoylphosphatidylcholine investigated by differential scanning calorimetry: binary phase diagram
    • Ramakrishnan M., Marsh D., and Swamy M.J. Interaction of N-myristoyldimyristoylphosphatidylethanolamine with dimyristoylphosphatidylcholine investigated by differential scanning calorimetry: binary phase diagram. Biochim. Biophys. Acta 1512 (2001) 22-26
    • (2001) Biochim. Biophys. Acta , vol.1512 , pp. 22-26
    • Ramakrishnan, M.1    Marsh, D.2    Swamy, M.J.3
  • 39
    • 0037032429 scopus 로고    scopus 로고
    • N-Myristoylethanolamine-cholesterol (1:1) complex: first evidence from differential scanning calorimetry, fast-atom-bombardment mass spectrometry and computational modelling
    • Ramakrishnan M., Kenoth R., Kamlekar R.K., Chandra M.S., Radhakrishnan T.P., and Swamy M.J. N-Myristoylethanolamine-cholesterol (1:1) complex: first evidence from differential scanning calorimetry, fast-atom-bombardment mass spectrometry and computational modelling. FEBS Lett. 531 (2002) 343-347
    • (2002) FEBS Lett. , vol.531 , pp. 343-347
    • Ramakrishnan, M.1    Kenoth, R.2    Kamlekar, R.K.3    Chandra, M.S.4    Radhakrishnan, T.P.5    Swamy, M.J.6
  • 40
    • 34548303649 scopus 로고    scopus 로고
    • Differential scanning calorimetric studies on the interaction of N-acylethanolamines with cholesterol
    • Ramakrishnan M., Tarafdar P.K., Kamlekar R.K., and Swamy M.J. Differential scanning calorimetric studies on the interaction of N-acylethanolamines with cholesterol. Curr. Sci. 93 (2007) 234-238
    • (2007) Curr. Sci. , vol.93 , pp. 234-238
    • Ramakrishnan, M.1    Tarafdar, P.K.2    Kamlekar, R.K.3    Swamy, M.J.4
  • 41
    • 0031548846 scopus 로고    scopus 로고
    • A thermodynamic analysis of the partitioning of cholesterol and related compounds between trioleoylglycerol and egg phosphatidylcholine bilayers
    • Sandermann Jr. H., Addona G.H., and Miller K.W. A thermodynamic analysis of the partitioning of cholesterol and related compounds between trioleoylglycerol and egg phosphatidylcholine bilayers. Biochim. Biophys. Acta 1346 (1997) 158-162
    • (1997) Biochim. Biophys. Acta , vol.1346 , pp. 158-162
    • Sandermann Jr., H.1    Addona, G.H.2    Miller, K.W.3
  • 42
    • 0025676296 scopus 로고
    • N-Acylated glycerophospholipids and their derivatives
    • Schmid H.H.O., Schmid P.C., and Natarajan V. N-Acylated glycerophospholipids and their derivatives. Prog. Lipid Res. 29 (1990) 1-43
    • (1990) Prog. Lipid Res. , vol.29 , pp. 1-43
    • Schmid, H.H.O.1    Schmid, P.C.2    Natarajan, V.3
  • 43
    • 0029931475 scopus 로고    scopus 로고
    • The N-acylation-phosphodiesterase pathway and signalling
    • Schmid H.H.O., Schmid P.C., and Natarajan V. The N-acylation-phosphodiesterase pathway and signalling. Chem. Phys. Lipids 80 (1996) 133-142
    • (1996) Chem. Phys. Lipids , vol.80 , pp. 133-142
    • Schmid, H.H.O.1    Schmid, P.C.2    Natarajan, V.3
  • 44
    • 0027982533 scopus 로고
    • Anandamide (arachidonylethanolamide), a brain cannabinoid receptor agonist, reduces sperm fertilizing capacity in sea urchins by inhibiting the acrosome reaction
    • Scheul H., Goldstein E., Mechoulam R., Zimmerman A.M., and Zimmerman S. Anandamide (arachidonylethanolamide), a brain cannabinoid receptor agonist, reduces sperm fertilizing capacity in sea urchins by inhibiting the acrosome reaction. Proc. Natl. Acad. Sci. U.S.A. 91 (1994) 7678-7682
    • (1994) Proc. Natl. Acad. Sci. U.S.A. , vol.91 , pp. 7678-7682
    • Scheul, H.1    Goldstein, E.2    Mechoulam, R.3    Zimmerman, A.M.4    Zimmerman, S.5
  • 45
    • 0030949124 scopus 로고    scopus 로고
    • Functional rafts in cell membranes
    • Simons K., and Ikonen E. Functional rafts in cell membranes. Nature 387 (1997) 569-572
    • (1997) Nature , vol.387 , pp. 569-572
    • Simons, K.1    Ikonen, E.2
  • 46
    • 0016682741 scopus 로고
    • Ceramidase and ceramide synthesis in human kidney and cerebellum: description of a new alkaline ceramidase
    • Sugita M., Willams M., Dulaney J.T., and Moser H.W. Ceramidase and ceramide synthesis in human kidney and cerebellum: description of a new alkaline ceramidase. Biochim. Biophys. Acta 398 (1975) 125-131
    • (1975) Biochim. Biophys. Acta , vol.398 , pp. 125-131
    • Sugita, M.1    Willams, M.2    Dulaney, J.T.3    Moser, H.W.4
  • 47
    • 0030862278 scopus 로고    scopus 로고
    • Differential scanning calorimetry of chain-melting phase transitions of N-acylphosphatidylethanolamines
    • Swamy M.J., Marsh D., and Ramakrishnan M. Differential scanning calorimetry of chain-melting phase transitions of N-acylphosphatidylethanolamines. Biophys. J. 73 (1997) 2556-2564
    • (1997) Biophys. J. , vol.73 , pp. 2556-2564
    • Swamy, M.J.1    Marsh, D.2    Ramakrishnan, M.3
  • 48
    • 0034633946 scopus 로고    scopus 로고
    • Spin-label electron spin resonance studies on the mode of anchoring and vertical location of the N-acyl chain in N-acylphosphatidylethanolamines
    • Swamy M.J., Ramakrishnan M., Angerstein B., and Marsh D. Spin-label electron spin resonance studies on the mode of anchoring and vertical location of the N-acyl chain in N-acylphosphatidylethanolamines. Biochemistry 39 (2000) 12476-12484
    • (2000) Biochemistry , vol.39 , pp. 12476-12484
    • Swamy, M.J.1    Ramakrishnan, M.2    Angerstein, B.3    Marsh, D.4
  • 49
    • 0642276218 scopus 로고    scopus 로고
    • Miscibility and phase behaviour of binary mixtures of N-palmitoylethanolamine and dipalmitoylphosphatidylcholine
    • Swamy M.J., Ramakrishnan M., Marsh D., and Würz U. Miscibility and phase behaviour of binary mixtures of N-palmitoylethanolamine and dipalmitoylphosphatidylcholine. Biochim. Biophys. Acta 1616 (2003) 174-183
    • (2003) Biochim. Biophys. Acta , vol.1616 , pp. 174-183
    • Swamy, M.J.1    Ramakrishnan, M.2    Marsh, D.3    Würz, U.4
  • 50
    • 23844472231 scopus 로고    scopus 로고
    • N-Acyl phosphatidylethanolamines affect the lateral distribution of cholesterol in membranes
    • Térová B., Petersen G., Hansen H.S., and Slotte J.P. N-Acyl phosphatidylethanolamines affect the lateral distribution of cholesterol in membranes. Biochim. Biophys. Acta 1715 (2005) 49-56
    • (2005) Biochim. Biophys. Acta , vol.1715 , pp. 49-56
    • Térová, B.1    Petersen, G.2    Hansen, H.S.3    Slotte, J.P.4
  • 51
    • 0029154145 scopus 로고
    • Inhibition by anandamide of gap junctions and intercellular calcium signaling in striatal astrocytes
    • Venance L., Piomelli D., Glowinski J., and Giaume C. Inhibition by anandamide of gap junctions and intercellular calcium signaling in striatal astrocytes. Nature 376 (1995) 590-594
    • (1995) Nature , vol.376 , pp. 590-594
    • Venance, L.1    Piomelli, D.2    Glowinski, J.3    Giaume, C.4
  • 52
    • 0036775125 scopus 로고    scopus 로고
    • Polymorphism of N-stearoylethanolamine: differential scanning calorimetric, vibrational spectroscopic (FTIR), and crystallographic studies
    • Wouters J., Vandevoorde S., Culot C., Docquir F., and Lambert D.M. Polymorphism of N-stearoylethanolamine: differential scanning calorimetric, vibrational spectroscopic (FTIR), and crystallographic studies. Chem. Phys. Lipids 119 (2002) 13-21
    • (2002) Chem. Phys. Lipids , vol.119 , pp. 13-21
    • Wouters, J.1    Vandevoorde, S.2    Culot, C.3    Docquir, F.4    Lambert, D.M.5


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