Functional expression of N-terminally tagged membrane bound cytochrome P450

Protein Expression and Purification - Tập 68 - Trang 18-21 - 2009
Thomas Hamann, Tomas Laursen, Birger Lindberg Møller

Tài liệu tham khảo

Terpe, 2003, Overview of tag protein fusions: from molecular and biochemical fundamentals to commercial systems, Appl. Microbiol. Biotechnol., 60, 523, 10.1007/s00253-002-1158-6 Goder, 2001, Topogenesis of membrane proteins: determinants and dynamics, FEBS Lett., 504, 87, 10.1016/S0014-5793(01)02712-0 Imaoka, 2005, A new epitope of CYP2D6 recognized by liver kidney microsomal autoantibody from Japanese patients with autoimmune hepatitis, Biol. Pharm. Bull., 28, 2240, 10.1248/bpb.28.2240 Doray, 2001, N-terminal deletions and His-tag fusions dramatically affect expression of cytochrome P4502C2 in bacteria, Arch. Biochem. Biophys., 393, 143, 10.1006/abbi.2001.2473 Humphreys, 2004, Immunodetection and quantification of cytochromes P450 using epitope tagging: immunological, spectroscopic, and kinetic analysis of cinnamate 4-hydroxylase, J. Immunol. Methods, 292, 97, 10.1016/j.jim.2004.06.007 Boe, 2004, Autoantibodies against 21-hydroxylase and side-chain cleavage enzyme in autoimmune Addison’s disease are mainly immunoglobulin G1, Eur. J. Endocrinol., 150, 49, 10.1530/eje.0.1500049 Mast, 2004, Expression of human cytochrome P450 46A1 in Escherichia coli: effects of N- and C-terminal modifications, Arch. Biochem. Biophys., 428, 99, 10.1016/j.abb.2004.05.012 Kempf, 1995, Truncated human P450 2D6 – expression in Escherichia coli, Ni2+-chelate affinity purification, and characterization of solubility and aggregation, Arch. Biochem. Biophys., 321, 277, 10.1006/abbi.1995.1396 Gilep, 2003, Molecular cloning and heterologous expression in E. coli of cytochrome P45017 alpha comparison of structural and functional properties of substrate-specific cytochromes P450 from different species, Biochemistry-Moscow, 68, 86, 10.1023/A:1022101703670 Thompson, 1998, Isolation of partially purified P450 2D18 and characterization of activity toward the tricyclic antidepressants imipramine and desipramine, Arch. Biochem. Biophys., 359, 115, 10.1006/abbi.1998.0892 Chernogolov, 2003, Human CYP1A1 allelic variants: baculovirus expression and purification, hydrodynamic, spectral, and catalytical properties and their potency in the formation of all-trans-retinoic acid, Protein Expr. Purif., 28, 259, 10.1016/S1046-5928(02)00672-1 Halkier, 1991, Involvement of cytochrome-P-450 in the biosynthesis of dhurrin in Sorghum bicolor (L.) Moench, Plant Physiol., 96, 10, 10.1104/pp.96.1.10 Sibbesen, 1995, Cytochrome P-450(Tyr) is a multifunctional heme-thiolate enzyme catalyzing the conversion of l-tyrosine to p-hydroxyphenylacetaldehyde oxime in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench, J. Biol. Chem., 270, 3506, 10.1074/jbc.270.8.3506 Kahn, 1997, Isolation and reconstitution of cytochrome P450ox and in vitro reconstitution of the entire biosynthetic pathway of the cyanogenic glucoside dhurrin from Sorghum, Plant Physiol., 115, 1661, 10.1104/pp.115.4.1661 Bak, 1998, Plant Mol. Biol., 36, 393, 10.1023/A:1005915507497 Jones, 1999, The UDP-glucose: p-hydroxymandelonitrile-O-glucosyltransferase that catalyzes the last step in synthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor – isolation, cloning, heterologous expression, and substrate specificity, J. Biol. Chem., 274, 35483, 10.1074/jbc.274.50.35483 Kahn, 1999, Substrate specificity of the cytochrome P450 enzymes CYP79A1 and CYP71E1 involved in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench, Arch. Biochem. Biophys., 363, 9, 10.1006/abbi.1998.1068 Møller, 1980, The biosynthesis of cyanogenic glucosides in higher-plants – channeling of intermediates in dhurrin biosynthesis by a microsomal system from Sorghum bicolor (Linn) Moench, J. Biol. Chem., 255, 3049, 10.1016/S0021-9258(19)85850-7 Tattersall, 2001, Resistance to an herbivore through engineered cyanogenic glucoside synthesis, Science, 293, 1826, 10.1126/science.1062249 Kristensen, 2005, Metabolic engineering of dhurrin in transgenic Arabidopsis plants with marginal inadvertent effects on the metabolome and transcriptome, Proc. Natl. Acad. Sci. USA, 102, 1779, 10.1073/pnas.0409233102 Nielsen, 2008, Metabolon formation in dhurrin biosynthesis, Phytochemistry, 69, 88, 10.1016/j.phytochem.2007.06.033 Gietz, 1992, Improved method for high-efficiency transformation of intact yeast-cells, Nucleic Acids Res., 20, 1425, 10.1093/nar/20.6.1425 Hamann, 2007, Improved cloning and expression of cytochrome P450s and cytochrome P450 reductase in yeast, Protein Expr. Purif., 56, 121, 10.1016/j.pep.2007.06.007 Nour-Eldin, 2006, Advancing uracil-excision based cloning towards an ideal technique for cloning PCR fragments, Nucleic Acids Res., 34, e122, 10.1093/nar/gkl635 Hartmann, 1989, Predicting the orientation of eukaryotic membrane-spanning proteins, Proc. Natl. Acad. Sci. USA, 86, 5786, 10.1073/pnas.86.15.5786 Szczesna-Skorupa, 1988, Positive charges at the Nh2 terminus convert the membrane-anchor signal peptide of cytochrome-P-450 to a secretory signal peptide, Proc. Natl. Acad. Sci. USA, 85, 738, 10.1073/pnas.85.3.738 Szczesna-Skorupa, 1989, Nh2-terminal substitutions of basic amino-acids induce translocation across the microsomal membrane and glycosylation of rabbit cytochrome-P450Iic2, J. Cell Biol., 108, 1237, 10.1083/jcb.108.4.1237 Ozalp, 2006, Identification of membrane-contacting loops of the catalytic domain of cytochrome P4502C2 by tryptophan fluorescence scanning, Biochemistry, 45, 4629, 10.1021/bi051372t Williams, 2000, Mammalian microsomal cytochrome P450 monooxygenase: structural adaptations for membrane binding and functional diversity, Mol. Cell, 5, 121, 10.1016/S1097-2765(00)80408-6 Osmani, 2009, Substrate specificity of plant UDP-dependent glycosyltransferases predicted from crystal structures and homology modeling, Phytochemistry, 70, 325, 10.1016/j.phytochem.2008.12.009 Thorsøe, 2005, Determination of catalytic key amino acids and UDP sugar donor specificity of the cyanohydrin glycosyltransferase UGT85B1 from Sorghum bicolor. Molecular modeling substantiated by site-specific mutagenesis and biochemical analyses, Plant Physiol., 139, 664, 10.1104/pp.105.063842