Introduction of phospholipids to cultured cells with cyclodextrin

Journal of Lipid Research

Volumn 51, Issue 12, 2010, Pages 3533-3541

  Kainu, Ville ^a   Hermansson, Martin ^a   Somerharju, Pentti ^a  

^a UNIVERSITY OF HELSINKI   (Finland)

Author keywords

Electrospray ionization mass spectrometry; Heavy isotope; Homeostasis; Membrane; Metabolism; Remodeling; Traffic

Indexed keywords

CHOLESTEROL; METHYL BETA CYCLODEXTRIN; PHOSPHATIDYLCHOLINE; PHOSPHATIDYLETHANOLAMINE; PHOSPHATIDYLSERINE; PHOSPHOLIPID;

ANIMAL CELL; ARTICLE; CELL CULTURE; CELL GROWTH; CELL TYPE; CELL VACUOLE; CELL VIABILITY; CONTROLLED STUDY; HUMAN; HUMAN CELL; HYDROPHOBICITY; INCUBATION TIME; NONHUMAN; PHOSPHOLIPID METABOLISM; PHOSPHOLIPID TRANSFER; PRIORITY JOURNAL;

ANIMALS; BETA-CYCLODEXTRINS; CELL PROLIFERATION; CELL SURVIVAL; CELLS, CULTURED; CHOLESTEROL; CRICETINAE; CYCLODEXTRINS; FIBROBLASTS; HELA CELLS; HOMEOSTASIS; HUMANS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; KIDNEY; LIPOSOMES; PHOSPHOLIPIDS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TIME FACTORS;

EID: 78650072125     PISSN: 00222275     EISSN: 15397262     Source Type: Journal    
DOI: 10.1194/jlr.D009373     Document Type: Article

References (46)

1. Samborski, R. W., N. D. Ridgway, and D. E. Vance. 1990. Evidence that only newly made phosphatidylethanolamine is methylated to phosphatidylcholine and that phosphatidylethanolamine is not significantly deacylated-reacylated in rat hepatocytes. J. Biol. Chem. 265: 18322-18329.
2. Tijburg, L. B., R. W. Samborski, and D. E. Vance. 1991. Evidence that remodeling of the fatty acids of phosphatidylcholine is regulated in isolated rat hepatocytes and involves both the sn-1 and sn-2 positions. Biochim. Biophys. Acta. 1085: 184-190.
3. DeLong, C. J., Y. J. Shen, M. J. Thomas, and Z. Cui. 1999. Molecular distinction of phosphatidylcholine synthesis between the CDP-choline pathway and phosphatidylethanolamine methylation pathway. J. Biol. Chem. 274: 29683-29688.
4. Postle, A. D., and A. N. Hunt. 2009. Dynamic lipidomics with stable isotope labelling. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 877: 2716-2721.
5. Kainu, V., M. Hermansson, and P. Somerharju. 2008. Electrospray ionization mass spectrometry and exogenous heavy isotope-labeled lipid species provide detailed information on aminophospholipid acyl chain remodeling. J. Biol. Chem. 283: 3676-3687.
6. Kol, M. A., D. W. Kuster, H. A. Boumann, H. de Cock, A. J. Heck, B. de Kruijff, and A. I. de Kroon. 2004. Uptake and remodeling of exogenous phosphatidylethanolamine in E. coli. Biochim. Biophys. Acta. 1636: 205-212.
7. Tanaka, K., R. Fukuda, Y. Ono, H. Eguchi, S. Nagasawa, Y. Nakatani, H. Watanabe, H. Nakanishi, R. Taguchi, and A. Ohta. 2008. Incorporation and remodeling of extracellular phosphatidylcholine with short acyl residues in Saccharomyces cerevisiae. Biochim. Biophys. Acta. 1781: 391-399.
8. van Meer, G., Lange, L. G., op den Kamp, J. A., and van Deenen, L. L. 1980. Protein-stimulated exchange of phosphatidylcholine between intact erythrocytes and various membrane systems. Biochim. Biophys. Acta. 598: 173-177.
9. Tanhuanpää, K., K. H. Cheng, K. Anttonen, J. A. Virtanen, and P. Somerharju. 2001. Characteristics of pyrene phospholipid/gamma-cyclodextrin complex. Biophys. J. 81: 1501-1510.
10. Tanhuanpää, K., and P. Somerharju. 1999. G amma-cyclodextrins greatly enhance translocation of hydrophobic fluorescent phospholipids from vesicles to cells in culture. Importance of molecular hydrophobicity in phospholipid trafficking studies. J. Biol. Chem. 274: 35359-35366.
11. Heikinheimo, L., and P. Somerharju. 2002. Translocation of pyrene-labeled phosphatidylserine from the plasma membrane to mitochondria diminishes systematically with molecular hydrophobicity: implications on the maintenance of high phosphatidylserine content in the inner leaflet of the plasma membrane. Biochim. Biophys. Acta. 1591: 75-85.
12. Kilsdonk, E. P., P. G. Yancey, G. W. Stoudt, F. W. Bangerter, W. J. Johnson, M. C. Phillips, and G. H. Rothblat. 1995. Cellular cholesterol efflux mediated by cyclodextrins. J. Biol. Chem. 270: 17250-17256.
13. Ohtani, Y., T. Irie, K. Uekama, K. Fukunaga, and J. Pitha. 1989. Differential effects of alpha-, beta- and gamma-cyclodextrins on human erythrocytes. Eur. J. Biochem. 186: 17-22.
14. Käkelä, R., P. Somerharju, and J. Tyynelä. 2003. Analysis of phospholipid molecular species in brains from patients with infantile and juvenile neuronal-ceroid lipofuscinosis using liquid chromatography- electrospray ionization mass spectrometry. J. Neurochem. 84: 1051-1065. (Pubitemid 36330658)
15. Patel, K. M., J. D. Morrisett, and J. T. Sparrow. 1979. A convenient synthesis of phosphatidylcholines: acylation of sn-glycero-3-phosphocholine with fatty acid anhydride and 4-pyrrolidinopyridine. J. Lipid Res. 20: 674-677.
16. Silversand, C., and C. Haux. 1997. Improved high-performance liquid chromatographic method for the separation and quantification of lipid classes: application to fish lipids. J. Chromatogr. B Biomed. Sci. Appl. 703: 7-14.
17. Bartlett, E. M., and D. H. Lewis. 1970. Spectrophotometric determination of phosphate esters in the presence and absence of orthophosphate. Anal. Biochem. 36: 159-167.
18. Heikinheimo, L., and P. Somerharju. 1998. Preferential decarboxylation of hydrophilic phosphatidylserine species in cultured cells. Implications on the mechanism of transport to mitochondria and cellular aminophospholipid species compositions. J. Biol. Chem. 273: 3327-3335.
19. Folch, J., M. Lees, and G. H. Sloane Stanley. 1957. A simple method for the isolation and purification of total lipides from animal tissues. J. Biol. Chem. 226: 497-509.
20. Hermansson, M., A. Uphoff, R. Kakela, and P. Somerharju. 2005. Automated quantitative analysis of complex lipidomes by liquid chromatography/mass spectrometry. Anal. Chem. 77: 2166-2175.
21. Haimi, P., A. Uphoff, M. Hermansson, and P. Somerharju. 2006. Software tools for analysis of mass spectrometric lipidome data. Anal. Chem. 78: 8324-8331.
22. Gamble, W., M. Vaughan, H. S. Kruth, and J. Avigan. 1978. Procedure for determination of free and total cholesterol in micro- or nanogram amounts suitable for studies with cultured cells. J. Lipid Res. 19: 1068-1070. (Pubitemid 9059821)
23. Storrie, B., and E. A. Madden. 1990. Isolation of subcellular organelles. Methods Enzymol. 182: 203-225.
24. Thomas, P. D., and M. J. Poznansky. 1989. Curvature and composition-dependent lipid asymmetry in phosphatidylcholine vesicles containing phosphatidylethanolamine and gangliosides. Biochim. Biophys. Acta. 978: 85-90.
25. Marsh, D. 2010. Liquid-ordered phases induced by cholesterol: a compendium of binary phase diagrams. Biochim. Biophys. Acta. 1798: 688-699.
26. Keller, P., and K. Simons. 1998. Cholesterol is required for surface transport of influenza virus hemagglutinin. J. Cell Biol. 140: 1357-1367. (Pubitemid 28152985)
27. Lange, Y., J. Ye, M. Rigney, and T. L. Steck. 1999. Regulation of endoplasmic reticulum cholesterol by plasma membrane cholesterol. J. Lipid Res. 40: 2264-2270.
28. Klein, U., G. Gimpl, and F. Fahrenholz. 1995. Alteration of the myometrial plasma membrane cholesterol content with beta-cyclodextrin modulates the binding affinity of the oxytocin receptor. Biochemistry. 34: 13784-13793.
29. Voelker, D. R. 1985. Disruption of phosphatidylserine translocation to the mitochondria in baby hamster kidney cells. J. Biol. Chem. 260: 14671-14676.
30. Child, P., J. J. Myher, F. A. Kuypers, J. A. Op den Kamp, A. Kuksis, and L. L. Van Deenen. 1985. Acyl selectivity in the transfer of molecular species of phosphatidylcholines from human erythrocytes. Biochim. Biophys. Acta. 812: 321-332.
31. van Meer, G., and K. Simons. 1983. An efficient method for introducing defined lipids into the plasma membrane of mammalian cells. J. Cell Biol. 97: 1365-1374.
32. Besterman, J. M., and P. L. Domanico. 1992. Association and metabolism of exogenously-derived lysophosphatidylcholine by cultured mammalian cells: kinetics and mechanisms. Biochemistry. 31: 2046-2056.
33. Zidovetzki, R., and I. Levitan. 2007. Use of cyclodextrins to manipulate plasma membrane cholesterol content: evidence, misconceptions and control strategies. Biochim. Biophys. Acta. 1768: 1311-1324.
34. Fukasawa, M., M. Nishijima, H. Itabe, T. Takano, and K. Hanada. 2000. Reduction of sphingomyelin level without accumulation of ceramide in Chinese hamster ovary cells affects detergent-resistant membrane domains and enhances cellular cholesterol efflux to methyl-beta -cyclodextrin. J. Biol. Chem. 275: 34028-34034.
35. Hipler, U. C., U. Schonfelder, C. Hipler, and P. Elsner. 2007. Influence of cyclodextrins on the proliferation of HaCaT keratinocytes in vitro. J. Biomed. Mater. Res. A. 83: 70-79.
36. Choi, Y. A., B. R. Chin, D. H. Rhee, H. G. Choi, H. W. Chang, J. H. Kim, and S. H. Baek. 2004. Methyl-beta-cyclodextrin inhibits cell growth and cell cycle arrest via a prostaglandin E(2) independent pathway. Exp. Mol. Med. 36: 78-84.
37. Grosse, P. Y., F. Bressolle, and F. Pinguet. 1997. Methyl-beta- cyclodextrin in HL-60 parental and multidrug-resistant cancer cell lines: effect on the cytotoxic activity and intracellular accumulation of doxorubicin. Cancer Chemother. Pharmacol. 40: 489-494.
38. Lands, W. E. 1960. Metabolism of glycerolipids. 2. The enzymatic acylation of lysolecithin. J. Biol. Chem. 235: 2233-2237.
39. Deng, L., R. Fukuda, T. Kakihara, K. Narita, and A. Ohta. 2010. Incorporation and remodeling of phosphatidylethanolamine containing short acyl residues in yeast. Biochim. Biophys. Acta. 1801: 635-645.
40. van Meer, G. 2005. Cellular lipidomics. EMBO J. 24: 3159-3165.
41. Somerharju, P., J. A. Virtanen, K. H. Cheng, and M. Hermansson. 2009. The superlattice model of lateral organization of membranes and its implications on membrane lipid homeostasis. Biochim. Biophys. Acta. 1788: 12-23.
42. Baburina, I., and S. Jackowski. 1999. Cellular responses to excess phospholipid. J. Biol. Chem. 274: 9400-9408.
43. Walkey, C. J., G. B. Kalmar, and R. B. Cornell. 1994. Overexpression of rat liver CTP:phosphocholine cytidylyltransferase accelerates phosphatidylcholine synthesis and degradation. J. Biol. Chem. 269: 5742-5749.
44. Jones, J. D., and T. E. Thompson. 1990. Mechanism of spontaneous, concentration-dependent phospholipid transfer between bilayers. Biochemistry. 29: 1593-1600.
45. van Amerongen, A., R. A. Demel, J. Westerman, and K. W. Wirtz. 1989. Transfer of cholesterol and oxysterol derivatives by the nonspecific lipid transfer protein (sterol carrier protein 2): a study on its mode of action. Biochim. Biophys. Acta. 1004: 36-43.
46. Vance, J. E., and R. Steenbergen. 2005. Metabolism and functions of phosphatidylserine. Prog. Lipid Res. 44: 207-234.