Interactions between model membranes and lignin-related compounds studied by immobilized liposome chromatography

Biochimica et Biophysica Acta - Biomembranes

Volumn 1758, Issue 5, 2006, Pages 620-626

  Boija, Elisabet ^a   Johansson, Gunnar ^a  

^a UPPSALA UNIVERSITY   (Sweden)

Author keywords

Immobilized liposome chromatography; Lignin; Liposomes; Monolignol; Octanol water partitioning; Phospholipid bilayers

Indexed keywords

ALCOHOL DERIVATIVE; AMMONIUM SULFATE; DILIGNOL; LIGNIN; LIPOSOME; MONOLIGNOL; OCTANOL; UNCLASSIFIED DRUG; WATER;

ARTICLE; CELL MEMBRANE; CHROMATOGRAPHY; CONCENTRATION (PARAMETERS); CORRELATION ANALYSIS; DIFFUSION; HYDROPHOBICITY; LIPID COMPOSITION; MEMBRANE MODEL; PASSIVE TRANSPORT; PHOSPHOLIPID BILAYER; PRIORITY JOURNAL;

CHROMATOGRAPHY, LIQUID; LIPOSOMES; MEMBRANES, ARTIFICIAL; MODELS, THEORETICAL; THERMODYNAMICS;

EID: 33745264428     PISSN: 00052736     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbamem.2006.04.007     Document Type: Article

References (28)

1. Whetten R., and Sederoff R. Lignin biosynthesis. Plant Cell 7 (1995) 1001-1013
2. Önnerud H., Zhang L., Gellerstedt G., and Henriksson G. Polymerization of monolignols by redox shuttle-mediated enzymatic oxidation: a new model in lignin biosynthesis I. Plant Cell 14 (2002) 1953-1962
3. Hildén L., Johansson G., Pettersson G., Li J., Ljungquist P., and Henriksson G. Do the extracellular enzymes cellobiose dehydrogenase and manganese peroxidase form a pathway in lignin biodegradation?. FEBS Lett. 477 (2000) 79-83
4. Ralph J., Lapierre C., Marita J.M., Kim H., Lu F., Hatfield R.D., Ralph S., Chapple C., Franke R., Hemm M.R., Van Doorsselaere J., Sederoff R.R., O'Malley D.M., Scott J.T., MacKay J.J., Yahiaoui N., Boudet A.-M., Pean M., Pilate G., Jouanin L., and Boerjan W. Elucidation of new structures in lignins of CAD- and COMT-deficient plants by NMR. Phytochemistry 57 (2001) 993-1003
5. Nose M., Bernards M.A., Furlan M., Zajicek J., Eberhardt T.L., and Lewis N.G. Towards the specification of consecutive steps in macromolecular lignin assembly. Phytochemistry 39 (1995) 71-79
6. Davin L.B., and Lewis N.G. Dirigent proteins and dirigent sites explain the mystery of specificity of radical precursor coupling in lignan and lignin biosynthesis. Plant Physiol. 123 (2000) 453-461
7. Tammela P., Laitinen L., Galkin A., Wennberg T., Heczko R., Vuorela H., Slotte J.P., and Vuorela P. Permeability characteristics and membrane affinity of flavonoids and alkyl gallates in Caco-2 cells and in phospholipid vesicles. Arch. Biochem. Biophys. 425 (2004) 193-199
8. Bohn M., Heinz E., and Lüthje S. Lipid composition and fluidity of plasma membranes isolated from corn (Zea mays L.) roots. Arch. Biochem. Biophys. 387 (2001) 35-40
9. Quartacci M.F., Glišić O., Stevanović B., and Navari-Izzo F. Plasma membrane lipids in the resurrection plant Ramonda serbica following dehydration and rehydration. J. Exp. Bot. 53 (2002) 2159-2166
10. Beigi F., Yang Q., and Lundahl P. Immobilized-liposome chromatographic analysis of drug partitioning into lipid bilayers. J. Chromatogr. A 704 (1995) 315-321
11. Brekkan E., Yang Q., Viel G., and Lundahl P. Immobilization of liposomes and proteoliposomes in gel beads. In: Bickerstaff G.F. (Ed). Methods in Biotechnology, vol. 1, Immobilization of Enzymes and Cells (1997), Humana Press, Inc., Totowa, NJ 193-206
12. Beigi F., Gottschalk I., Lagerquist Hägglund C., Haneskog L., Brekkan E., Zhang Y., Österberg T., and Lundahl P. Immobilized liposome and biomembrane partitioning chromatography of drugs for prediction of drug transport. Int. J. Pharm. 164 (1998) 129-137
13. Lagerquist C., Beigi F., Karlén A., Lennernäs H., and Lundahl P. Effects of cholesterol and model transmembrane proteins on drug partitioning into lipid bilayers as analysed by immobilized-liposome chromatography. J. Pharm. Pharmacol. 53 (2001) 1477-1487
14. Boija E., Lundquist A., Martínez Pla J.J., Engvall C., and Lundahl P. Effects of ions and detergents in drug partition chromatography on liposomes. J. Chromatogr. A 1030 (2004) 273-278
15. Rogers J.A., and Wong A. The temperature dependence and thermodynamics of partitioning of phenols in the n-octanol-water system. Int. J. Pharm. 6 (1980) 339-348
16. Österberg T., Svensson M., and Lundahl P. Chromatographic retention of drug molecules on immobilised liposomes prepared from egg phospholipids and from chemically pure phospholipids. Eur. J. Pharm. Sci. 12 (2001) 427-439
17. Taillardat-Bertschinger A., Marca Martinet C.A., Carrupt P.-A., Reist M., Caron G., Fruttero R., and Testa B. Molecular factors influencing retention on immobilized artificial membranes (IAM) compared to partitioning in liposomes and n-octanol. Pharm. Res. 19 (2002) 729-737
18. Bartlett G.R. Phosphorus assay in column chromatography. J. Biol. Chem. 234 (1959) 466-468
19. Da Y.-Z., Ito K., and Fujiwara H. Energy aspects of oil/water partition leading to the novel hydrophobic parameters for the analysis of quantitative structure-activity relationships. J. Med. Chem. 35 (1992) 3382-3387
20. Yang Q., Liu X.-Y., Umetani K., Ikehara T., Miyauchi S., Kamo N., Jin T., and Miyake J. Membrane partitioning and translocation of hydrophobic phosphonium homologues: thermodynamic analysis by immobilized liposome chromatography. J. Phys. Chem., B 104 (2000) 7528-7534
21. Hammar L., Påhlman S., and Hjertén S. Chromatographic purification of a mammalian histidine decarboxylase on charged and non-charged alkyl derivates of agarose. Biochim. Biophys. Acta 403 (1975) 554-562
22. Scopes R.K. Protein Purification; Principles and Practice. 3rd ed. (1994), Springer, New York, NY 76-85
23. McConnell H.M., and Vrljic M. Liquid-liquid immiscibility in membranes. Annu. Rev. Biophys. Biomol. Struct. 32 (2003) 469-492
24. Kahya N., Scherfeld D., Bacia K., and Schwille P. Lipid domain formation and dynamics in giant unilamellar vesicles explored by fluorescence correlation spectroscopy. J. Struct. Biol. 147 (2004) 77-89
25. Lundquist A., Engvall C., Boija E., Kurtovic S., Chattopadhyaya J., Lagerquist Hägglund C., and Lundahl P. Interactions of drugs and an oligonucleotide with charged membranes analyzed by immobilized liposome chromatography. Biomed. Chromatogr. 20 (2006) 83-87
26. H.P. Rang, M.M. Dale, J.M. Ritter, P.K. Moore. Pharmacology, 5th ed., Churchill Livingstone, London, UK, 2003, pp. 363, 411-418, 517-522.
27. Cevc G. Phospholipids Handbook (1993), Marcel Dekker, Inc., New York, NY 943
28. Castelli F., Caruso S., and Uccella N. Biomimetic transport of simple olive biophenol and analogues through model biological membranes by differential scanning calorimetry. J. Agric. Food Chem. 49 (2001) 5130-5135