Масс-спектрометрическое определение активности и содержания цитохромов P450
Диссертация
На тандемном масс-спектрометрическом детекторе высокого разрешения" Agilent 6510 QTOF" MS/MS анализ проводили в режиме положительной ионизации. Диапазон сканирования от 400 до 2400 m/z, скорость сканирования 3 скана/сек, порог интенсивности иона для MS/MS 2000 относительных единиц. Для источника ионизации использовали следующие параметры: температура осушающего газа 325 °C, поток осушающего газа… Читать ещё >
Список литературы
- Арчаков А.И. Монооксигеназное окисление.// Наука. М. 1975.
- Nelson D. R. Progress in tracing the evolutionary paths of cytochrome P450. //BBA.2011. V. 1814. P. 14−18.
- Кукес В.Г., Грачев С. И., Сычев Д. А., Раменская Г. В. Метаболизм лекарственных средств. Научные основы персонифицированной медицины. // ГЭОТАР-Медиа. М. 2008.
- Tingle M.D., Helsby N.A. Can in vitro drug metabolism studies with human tissue replace in vivo animal studies? // Environmental Toxicology and Pharmacology. 2006. V. 21. P. 184−190
- Turpeinen M., Ghiciuc C., Opritoui M., Tursas L., Pelkonen O., Pasanen M. Predictive value of animal models for human cytochrome P450 (CYP)-mediated metabolism: a comparative study in vitro,// Xenobiotica. 2007. V. 37(12). P.1367−77.
- Court M.H., Moltke L.L., Shader R.I. Greenblatt D.J. Biotransformation of chlorzoxazone by hepatic microsomes from humans and ten other mammalian species. // Biopharm. and Drug Dispos. 1997. V. 18(3). P. 213−226.
- Muruganandan S., Sinai CJ. Mice as clinically relevant models for the study of cytochrome P450-dependent metabolism. // Clin Pharmacol Ther. 2008. V.83(6). P. 818−28
- Omura T., Sato T. The carbon monoxide-binding pigment of liver microsomes. II. Solubilization, purification, and properties. // J. Biol. Chem. 1964. V. 239. P. 2379−2385.
- Peisach J., Stern J.O., Blumberd W.E. Optical and magnetic probes of the structure of cytochrome P-450's. // Drug Metab. Dispos. 1973. V.l. P. 45 61.
- Anderson L., Seilhamer J. A comparison of selected mRNA and protein abundances in human liver. // Electrophoresis. 1997. V. l8. P. 533 537.
- Raunio H., Hakkola J., Hukkanen J., Pelkonen O., Edwards R., Boobis A., Anttila S. Expression of xenobiotic-metabolizing cytochrome P450s in human pulmonary tissues. // Arch. Toxicol. Suppl. 1998. V. 20. P. 465−469.
- Pradet-Balade B., Boulme F., Beug H., Mullner E.W., Garcia-Sanz J.A. Translation control: bridging the gap between genomics and proteomics? // Trends Biochem. Sci. 2001. V.26(4). P. 225−229.
- Mace K., Bowman E.D., Vautravers P., Shields P.G., Harris C.C., Pfeifer A.M. Characterisation of xenobiotic-metabolising enzyme expression in human bronchial mucosa and peripheral lung tissues. // Eur. J. Cancer. 1998. V. 34(6). P. 914−920.
- Caron E., Rioux N., Olivier N., Lebel-Talbot H., Hamelin B. Quantification of the expression and inducibility of 12 rat cytochrome P450 isoforms by quantitative RT-PCR. // J. Biochem. Molecular. Toxicology. 2005. V. 19. P. 368−378.
- Edwards R.J., Boobis A.R., Davis D.S. A strategy for investigating the CYP superfamily using targeted antibodies is a paradigm for functional genomic studies. // DrugMetab. Dispos. 2003. V. 31. P. 1470−1480.
- Kornilayev B.A., Alterman M.A. Utility of polyclonal antibodies targeted toward unique tryptic peptides in the proteomic analysis of cytochrome P450 isozymes. // Toxicology In Vitro. 2008. V. 22. P. 779−787.
- Walther T., Mann M. Mass-spectrometry based proteomics in cell biology. // J. Cell Biol. 2010. V. 190. P. 491−500.
- Galeva N., Alterman M. Comparison of one-dimensional and twodimensional gel electrophoresis as a separation tool for proteomic analysis of rat liver microsomes: Cytochromes P450 and other membrane proteins. // Proteomics. 2002. V. 2. P. 713−722.
- Petushkova N.A., Lisitsa A.V. Producing a one-dimensional proteomic map for human liver cytochromes p450. // Methods in molecular biology. 2012. V. 909. P. 63−82.
- Sutton C. W., Sutherland M., Shnyder S., Patterson L. H. Improved preparation and detection of cytochrome P450 isoforms using MS methods. // Proteomics. 2010. V. 10. P. 327−331.
- Langenfeld E., Meyer H.E., Marcus K. Quantitative analysis of highly homologous proteins: the challenge of assaying the «CYP-ome» by mass spectrometry. //Anal. Bioanal. Chem. 2008. V. 392. P. 1123−1134.
- Galeva N., Yakovlev D., Koen Y., Duzhak Т., Alterman M. Direct identification of cytochrome P450 isozymes by matrix-assisted laser desorption/ionization time of flight-based proteomics approach. // Drug Metab. Dispos. 2003. V. 31. P. 351−355.
- Dail M. В., Shack A., Chambers J. E., Burgess S.C. Global Liver Proteomics of Rats Exposed for 5 Days to Phenobarbital Identifies Changes Associated with Cancer and with CYP Metabolism. // Toxicological Sciences. 2008. V. 106(2). P. 556−569.
- Lee H.J., Kwon M.S., Lee E.Y., Cho S.Y., Paik Y.K. Establishment of a PF2D-MS/MS platform for rapid profiling and semiquantitative analysis of membrane protein biomarkers.
- Proteomics. 2008. V. 8. P. 2168−2177.
- Копылов A.T., Згода В. Г. Количественные методы в протеомике. // Биомед. химия. 2007. V. 53. Р. 613−643.
- Bantscheff М., Schirle М., Sweetman G., Rick .J, Kuster В. Quantitative mass spectrometry in proteomics: a critical review. // Anal. Bioanal. Chem. 2007. V. 389. P.1017−1031.
- Ong S.E., Mann M. Properties of 13C-substituted arginine in stable isotope labeling by amino acids in cell culture (SILAC). // Nature Protocols. 2006. V. 1. P. 2650−2660.
- Gerber S.A., Rush J., Stemman O., Kirschner M.W., Gugi S.P. Absolute quantification of proteins and phosphoproteins from cell lysates by tandem MS. // Proc. Natl. Acad. Sci. USA. 2003. V. 100. P. 6940−6945.
- Ong S.E., Kratchmarova I., Mann M. Properties of 13C-substituted arginine in stable isotope labeling by amino acids in cell culture (SILAC). // J. Proteome Res. 2003. V. 2(2). P. 173−181.
- Everley P.A., Krijgsveld J., Zetter B.R., Gygi S.P. Quantitative cancer proteomics: stable isotope labeling with amino acids in cell culture (SILAC) as a tool for prostate cancer research. // Mol. Cell Proteomics. 2004. 3. P. 729 735.
- Jia N., Liu X., Wen J., Qian L., Qian X., Wu L., Fan G. Proteomic method for analysis of CYP450s protein expression changes in carbon tetrachloride induced male rat liver microsomes.//Toxicology. 2007. V. 237. P. 1−11.
- Ji C., Guo N., Li L. Differential dimethyl labeling of N-termini of peptides after guanidination for proteome analysis. // J. Proteome Res. 2005. V. 4. P. 2099−2108.
- Hsu J.L., Huang S.Y., Chow N.H., Chen S.H. In vacuo isotope coded alkylation technique (IVICAT) — an N-terminal stable isotopic label for quantitative liquid chromatography/mass spectrometry proteomics. // Anal. Chem. 2003. V. 75. P. 6843−6852.
- Gygi S.P., Rist B., Griffin T.J., Eng J. Proteome analysis of low-abundance proteins using multidimensional chromatography and isotope-coded affinity tags. // J. Proteome Res. 2002. V. 1(1). P. 47−54.
- Gygi S.P., Rist B., Gerber S.A., Turecek F., Gelb M.H., Aebersold R. Quantitative analysis of complex protein mixtures using isotope-coded affinity tags.//Nat. Biotechnol. 1999. V. 17. P. 994−999.
- Yu, L.-R., Conrads, T.P., Uo, T., Isaaq, H.J. Evaluation of the acid-cleavable isotope-coded affinity tag reagents: application to camptothecin-treated cortical neurons. // J. Proteome Res. 2004. V. 3. P.469−477.
- Parker, K.C., Pattern, D., Williamson, B., Marches, J. Depth of proteome issues: a yeast isotope-coded affinity tag reagent study. // Mol. Cell. Proteomics. 2004. V. 3. P.625 659.
- Sethuraman, M., McComb, M.E., Heibeck, T., Costello, C.E., Cohen, R.A. Isotope-coded affinity tag approach to identify and quantify oxidant-sensitive protein thiols. // Mol. Cell. Proteomics. 2004. V. 3. P.273−278.
- Schmidt A., Kellermann J., Lottspeich F. A novel strategy for quantitative proteomics using isotope-coded protein labels. // Proteomics. 2005. V. 5(1). P. 4−15.
- Ross P.L., Huang Y.N., Marchese J.N., Williamson B., Parker K., Hattan S., Khainovski N., Pillai S., Dey S., Daniels S., Purkayastha S., Juhasz P., Martin
- S., Bartlet-Jones M., He F., Jacobson A., Pappin DJ. Multiplexed protein quantitation in Saccharomyces cerevisiae using amine-reactive isobaric tagging reagents.//Mol. Cell Proteomics. 2004. V. 3(12). P. 1154−1169.
- Griffin T.J., Xie H., Bandhakavi S., Popko J. Mohan A., Carlis J.V., Higgins L. iTRAQ reagent-based quantitative proteomic analysis on a linear ion trap mass spectrometer.//J. Proteome Res. 2007. V. 6. P. 4200−4209.
- Wiese S., Reidegeld K.A., Meyer H.E., Warscheid B. Protein labeling by iTRAQ: a new tool for quantitative mass spectrometry in proteome research. // Proteomics. 2007. V. 7(3). P. 340−350.
- Fenselau C., Yao X.. Proteolytic labeling with 180 for comparative proteomics studies: preparation of 180-labeled peptides and the 180/160 peptide mixture.//Methods Mol. Biol. 2007. V. 359. P. 135−142.
- Ramos-Fernandez A., Lopez-Ferrer D., Vazquez J. Improved method for differential expression proteomics using trypsin-catalyzed 180 labeling with a correction for labeling efficiency. // Mol. Cell Proteomics. 2007. V. 6. P. 1274−1286.
- Lopez-Ferrer D., Ramos-Fernandez A., Martinez-Bartolome S., Garcia-Ruiz P. Quantitative proteomics using 160/180 labeling and linear ion trap mass spectrometry. // Proteomics. 2006. V. 6(1). P. 4−11.
- Mirgorodskaya, O.A., Kozmin, Y.P., Titov, M.I., Korner, R., Sonksen, C.P., Roepstoroff, P.
- Quantitation of peptides and proteins by matrix-assisted laserdesorption/ionization mass spectrometry using (18)0-labeled internal standards.
- Rapid Comm. Mass Spectrom. 2000. V. 14. P.1226−1232.
- Stewart, I.I., Thomson, T., Figeys, D. 180 labeling: a tool for proteomics.
- Rapid Comm. Mass Spectrom. 2001. V. 15. P.2456−2465.
- Yao, X., Freas, A., Ramirez, J, Dmitriev, P.A., Fenselau, C. Proteolytic 180labeling for comparative proteomics: model studies with two serotypes ofadenovirus. //Anal Chem. 2001. V. 73. P.2836−2842.
- Gerber S.A., Rush J., Stemman O., Kirschner M.W. Absolute quantification of proteins and phosphoproteins from cell lysates by tandem MS. // Proc. Natl. Acad. Sci. USA. 2003. V. 100(12). P. 6940−6945.
- Beynon R.J., Doherty M.K., Pratt J.M., Gaskell S.J. Multiplexed absolute quantification in proteomics using artificial QCAT proteins of concatenated signature peptides. // Nature Methods. 2005. V. 2. P. 587−589.
- Pratt J.M., Simpson D.M., Doherty M.K., Rivers J., Gaskell S.J., Beynon R.J. Multiplexed absolute quantification for proteomics using concatenated signature peptides encoded by QconCAT genes. // Nature Protocols. 2006. V. 1. P. 1029−1043.
- Rivers J., Simpson D.M., Robertson D.H., Gaskell S.J. Absolute multiplexed quantitative analysis of protein expression during muscle development using QconCAT. // Mol. Cell Proteomics. 2007. V. 6. P. 1416— 1427.
- Brun V., Dupuis A., Adrait A., Marcellin M. Isotope-labeled protein standards: toward absolute quantitative proteomics. // Mol. Cell Proteomics. 2007. 6. P. 2139−2149.
- Yu A.M., Qu J., Felmlee M.A., Cao J., Jiang X.L. Quantitation of human cytochrome P450 2D6 protein with immunoblot and mass spectrometry analysis. // Drug Metab. Dispos. 2009. V. 37(1). P. 170−177.
- Alterman M.A., Kornilayev B., Duzhak T., Yakovlev D. Quantitative analysis of cytochrome p450 isozymes by means of unique isozyme-specific tryptic peptides: a proteomic approach. // Drug Metabolism and Disposition. 2005. V. 33(9). P. 1399−1407.
- Huang J.H., Tsai M.L., Chen Y.W., Chen S.H. Quantitative shot-gun proteomics and MS-based activity assay for revealing gender differences in enzyme contents for rat liver microsome. // J. of Proteomics. 2001. V.74(12). P. 2734−2744.
- Wang Y., Al-Gazzar A., Seibert C., Sharif A., Lane C" Griffiths W.J. Proteomic analysis of cytochromes P450: a mass spectrometry approach. // Biochem. Soc. Trans. 2006. V. 34(6). P. 1246−1251.
- Lane C., Wang Y., Betts R. Comparative cytochrome P450 proteomics in the livers of immunodeficient mice using 180 stable isotope labeling. // Mol. Cell Proteomics. 2007. V. 6(6). P. 953−962.
- Langenfeld E., Zanger U.M., Jung K., Meyer H.E., Marcus K. Mass spectrometry-based absolute quantification of microsomal cytochrome P450 2D6 in human liver.//Proteomics. 2009. V. 9. P. 2313 -2323.
- Zlokarnic G, Grootenhuis P., Watson J. High throughput P450 inhibition screens in early drug discovery. // Drug discovery today. 2005. V. 10(21). P. 1440−1450.
- Shumyantseva V.V., Bulko T.V., Suprun E.V., Chalenko Y. M., Vagin М. Y., Rudakov Y.O., Shatskaya M.A., Archakov A.I. Electrochemical investigations of cytochrome P450. // Biochim. Biophys. Acta. 2011. V. 1814. P. 94−101.
- Schneider E., Clark D. Cytochrome P450 (CYP) enzymes and the development of CYP biosensors. // Biosens. Bioelectron. 2013. V.39. P. 1−13.
- Phillips I., Shephard E. Cytochrome P450 Protocols. //Humana Press Inc. Totowa. New Jersey. USA. 2006.
- Yan Z., Caldwell G. Optimization in Drug Discovery: In Vitro Methods. // Humana Press Inc. Totowa. New Jersey. USA. 2007.
- Stresser D.M., Turner S.D., Blanchard A.P., Miller V.P., Crespi L. Cytochrome P450 fluorometric substrates: identification of isoform-selective probes for rat CYP2D2 and human CYP3A4. // Drug Metab. Dispos. 2002. V. 30. P. 845−852.
- Петушкова H.A., Лисица A.B., Позднев В. Ф., Карузина И. И. Флуориметрический метод определения каталитической активности CYP51bl (стерол 14 — деметилазы) с производными кумарина. // Биомед. Химия. 2010. V. 56, 132−137.
- Donato М.Т., Jimenes N., Castell J., Gomez-Lechon J. Fluorescence-based assays for screening nine cytochrome P450 (P450) activities in intact cells expressing individual human P450 enzymes. // Drug Metab. Dispos. 2004. V. 32(7). P. 699−706.
- Dixit V., Hariparsad N., Desai P., Unadkat J. In vitro LC-MS cocktail assays to simultaneously determine human cytochrome P450 activities. // Biopharm. Drug Dispos. 2007. V. 28. P. 257−262.
- Lahos A., Donato L., Gomez-Lechon J., Castell J. Determination of major human cytochrome P450s activities in 96-well plates using liquid chromatography tandem mass spectrometry. // Toxicology in Vitro. 2007. V. 21. P.1247−1252.
- Smith D., Sadagopan N., Zientek M., Reddy A., Cohen L. Analytical approaches to determine cytochrome P450 inhibitory potential of new chemical entities in drug discovery. // J. Chrom. B. 2007. V. 850. P. 455163.
- Testino S.A., Patoney G. High-throughput inhibition screening of major human cytochrome P450 enzymes using an in vitro cocktail and liquid chromatography-tandem mass spectrometry. // J. Pharm. and Biomed. Anal. 2003. V. 30. P. 1459−1467.
- Li X., Chen X., Li Q., Wang L., Zhong D. Validated method for rapid inhibition screening of six cytochrome P450 enzymes by liquid chromatography-tandem mass spectrometry. // J. Chrom. B. 2007. V. 852, 128 137.
- Walsky R., Obach R. Validated assays for human cytochrome P450 activities. // Drug Metab. Dispos. 2004. V. 32(6). P. 23−29.
- Turpeinen M., Uusitalo J., Jorma J., Pelkonen O. Multiple P450 substrates in a single run: rapid and comprehensive in vitro interaction assay. // Eur. J. Pharmac. Sci. 2005. V. 24. P. 123−132.
- O’Donnell C., Grime K., Courtney P., Slee D., Riley R.J. The development of a cocktail CYP2B6, CYP2C8, and CYP3A5 inhibition assay and a preliminary assessment of utility in a drug discovery setting. // Drug Metab. Dispos. 2007. V. 35(3). P. 381−385.
- Williamson B.L., Purkayastha S., Hunter C.L., Nuwaysir L., Hill J., Easterwood L., Hill J. Quantitative protein determination for CYP induction via LC-MS/MS. //Proteomics. 2011. V. 11. P. 33−41.
- Zgoda V., Tikhonova O., Viglinskaya A., Serebriakova M., Lisitsa A., Archakov A. Proteomic profiles of induced hepatotoxicity at the subcellular level. //Proteomics. 2006. T. 6. № 16. C. 4662−4670.
- Копылов A.T., Згода В. Г., Арчаков А. И. Количественный масс-спектрометрический анализ содержания белков в биологических пробах без использования изотопных меток. // Биомедицинская химия. 2009. V. 2. Р.125−139.
- Wang D., Zhang M. Rapid quantitation of testosterone hydroxyl metabolites by ultra-performance liquid chromatography and mass spectrometry. // J. of Chrom. B. 2007. V. 855. P. 290−294.
- Jennie Lill. Proteomics tools for quantitayion by mass spectrometry // Mass spectrometry Reviews. 2003. V. 22. P.182−194.
- Hacket M. Science, Marketing and wishful thinking in quantitative proteomics.//Proteomics. 2008. V. 8. P.4618^1623.
- Fiehn O., Weckwerth W. Mass spectrometry: Quantitation. // Meth in Mol Biol. 2006. V. 358. P.3−18.
- Li, X. J., Pedrioli, P. G., Eng, J., Martin, D., Yi, E. C., Lee, H., Aebersold, R. A tool to visualize and evaluate data obtained by liquid chromatography-electrospray ionization-mass spectrometry. // Anal. Chem. 2004. V. 76. P .3856−3860.
- Heikkinen A.T., Friedle A. Mass Spectrometry-Based Quantification of CYP Enzymes to Establish In Vitro/In Vivo Scaling Factors for Intestinal and Hepatic Metabolism in Beagle Dog. // Pharm Res. 2012. V. 29. P. 1832−1842.
- Ludwig C, Claassen M, Schmidt A, Aebersold R. Estimation of absolute protein quantities of unlabeled samples by selected reaction monitoring mass spectrometry. //Mol Cell Proteomics. 2012. V. 11(3). P. 1−16.