Assessing drug and metabolite detection in liver tissue by UV-MALDI and IR-MALDESI mass spectrometry imaging coupled to FT-ICR MS

International Journal of Mass Spectrometry

Volumn 377, Issue 1, 2015, Pages 448-455

  Barry, Jeremy A ^a   Groseclose, M Reid ^b   Robichaud, Guillaume ^a   Castellino, Stephen ^b   Muddiman, David C ^a  

^a NORTH CAROLINA STATE UNIVERSITY   (United States)

^b GLAXOSMITHKLINE   (United States)

Author keywords

Drug distribution; IR MALDESI; MALDI; Mass spectrometry imaging

Indexed keywords

EID: 85027946534     PISSN: 13873806     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijms.2014.05.012     Document Type: Article

References (57)

1. J. M. Lanao, M. A. Fraile, Drug tissue distribution: study methods and therapeutic implications, Curr. Pharm. Des. 11 (29) (2005) 3829-3845.
2. H.-G. Eichler, M. Müller, Drug distribution, Clin. Pharmacokinet. 34 (2) (1998) 95-99.
3. R. M. Caprioli, T. B. Farmer, J. Gile, Molecular imaging of biological samples: localization of peptides and proteins using MALDI-TOF MS, Anal. Chem. 23 (1997) 4751-4760.
4. S. Jespersen, W. M. A. Niessen, U. R. Tjaden, J. Van Der Greef, E. Litborn, U. Lindberg, J. Roeraade, F. Hillenkamp, Attomole detectionofproteinsbymatrixassisted laser desorption/ionization mass spectrometry with the use of picolitre vials, Rapid Commun. Mass Spectrom. 8 (8) (1994) 581-584.
5. F. J. Troendle, C. D. Reddick, R. A. Yost, Detection of pharmaceutical compounds in tissue by matrix-assisted laser desorption/ionization and laser desorption/chemical ionization tandem mass spectrometry with a quadrupole ion trap, J. Am. Soc. Mass Spectrom. 10 (12) (1999) 1315-1321.
6. P. J. Todd, T. G. Schaaff, P. Chaurand, R. M. Caprioli, Organic ion imaging of biological tissue with secondary ion mass spectrometry and matrix-assisted laser desorption/ionization, J. Mass Spectrom. 36 (4) (2001) 355-369.
7. M. L. Reyzer, Y. Hsieh, K. Ng, W. A. Korfmacher, R. M. Caprioli, Direct analysis of drug candidates in tissue by matrix-assisted laser desorption/ionization mass spectrometry, J. Mass Spectrom. 38 (10) (2003) 1081-1092.
8. Y. Hsieh, R. Casale, E. Fukuda, J. Chen, I. Knemeyer, J. Wingate, R. Morrison, W. Korfmacher, Matrix-assisted laser desorption/ionization imaging mass spectrometry for direct measurement of clozapine in rat brain tissue, Rapid Commun. Mass Spectrom. 20 (6) (2006) 965-972.
9. S. Khatib-Shahidi, M. Andersson, J. L. Herman, T. A. Gillespie, R. M. Caprioli, Direct molecular analysis of whole-body animal tissue sections by imaging MALDI mass spectrometry, Anal. Chem. 78 (18) (2006) 6448-6456.
10. D. M. Drexler, T. J. Garrett, J. L. Cantone, R. W. Diters, J. G. Mitroka, M. C. Prieto Conaway, S. P. Adams, R. A. Yost, M. Sanders, Utility of imaging mass spectrometry (IMS) by matrix-assisted laser desorption ionization (MALDI) on an ion trap mass spectrometer in the analysis of drugs and metabolites in biological tissues, J. Pharmacol. Toxicol. Methods 55 (3) (2007) 279-288.
11. Y. Hsieh, J. Chen, W. A. Korfmacher, Mapping pharmaceuticals in tissues using MALDI imaging mass spectrometry, J. Pharmacol. Toxicol. Methods 55 (2) (2007) 193-200.
12. L. Signor, E. Varesio, R. F. Staack, V. Starke, W. F. Richter, G. Hopfgartner, Analysis of erlotinib and its metabolites in rat tissue sections by MALDI quadrupole time-of-flight mass spectrometry, J. Mass Spectrom. 42 (7) (2007) 900-909.
13. M. Stoeckli, D. Staab, A. Schweitzer, Compound and metabolite distribution measured by MALDI mass spectrometric imaging in whole-body tissue sections, Int. J. Mass spectrom. 260 (2-3) (2007) 195-202.
14. V. Kertesz, G. J. Van Berkel, M. Vavrek, K. A. Koeplinger, B. B. Schneider, T. R. Covey, Comparison of drug distribution images from whole-body thin tissue sections obtained using desorption electrospray ionization tandem mass spectrometry and autoradiography, Anal. Chem. 80 (13) (2008) 5168-5177.
15. P. J. Trim, S. J. Atkinson, A. P. Princivalle, P. S. Marshall, A. West, M. R. Clench, Matrix-assisted laser desorption/ionisation mass spectrometry imaging of lipids in rat brain tissue with integrated unsupervised and supervised multivariant statistical analysis, Rapid Commun. Mass Spectrom. 22 (10) (2008) 1503-1509.
16. J. M. Wiseman, D. R. Ifa, Y. Zhu, C. B. Kissinger, N. E. Manicke, P. T. Kissinger, R. G. Cooks, Desorption electrospray ionization mass spectrometry: imaging drugs and metabolites in tissues, Proc. Natl. Acad. Sci. U. S. A. 105 (47) (2008) 18120-18125.
17. E. Acquadro, C. Cabella, S. Ghiani, L. Miragoli, E. M. Bucci, D. Corpillo, Matrixassisted laser desorption ionization imaging mass spectrometry detection of a magnetic resonance imaging contrast agent in mouse liver, Anal. Chem. 81 (7) (2009) 2779-2784.
18. R. J. A. Goodwin, P. Scullion, L. MacIntyre, D. G. Watson, A. R. Pitt, Use of a solvent-free dry matrix coating for quantitative matrix-assisted laser desorption ionization imaging of 4-bromophenyl-1, 4-diazabicyclo (3.2.2) nonane-4-carboxylate in rat brain and quantitative analysis of the drug from laser microdissected tissue regions, Anal. Chem. 82 (9) (2010) 3868-3873.
19. A. Nilsson, T. E. Fehniger, L. Gustavsson, M. Andersson, K. Kenne, G. Marko-Varga, P. E. Andrén, Fine mapping the spatial distribution and concentration of unlabeled drugs within tissue micro-compartments using imaging mass spectrometry, PLoS ONE 5 (7) (2010) e11411.
20. S. L. Koeniger, N. Talaty, Y. Luo, D. Ready, M. Voorbach, T. Seifert, S. Cepa, J. A. Fagerland, J. Bouska, W. Buck, R. W. Johnson, S. Spanton, Aquantitation method for mass spectrometry imaging, Rapid Commun. Mass Spectrom. 25 (4) (2011) 503-510.
21. M. L. Manier, M. Reyzer, A. Goh, V. Dartois, L. Via, C. Barry III, R. Caprioli, Reagent precoated targets for rapid in-tissue derivatization of the anti-tuberculosis drug isoniazid followed by MALDI imaging mass spectrometry, J. Am. Soc. Mass Spectrom. 22 (8) (2011) 1409-1419.
22. B. Prideaux, Dartois Vr, D. Staab, D. M. Weiner, A. Goh, L. E. Via, C. E. Barry III, M. Stoeckli, High-sensitivity maldi-mrm-ms imaging of moxifloxacin distribution in tuberculosis-infected rabbit lungs and granulomatous lesions, Anal. Chem. 83 (6) (2011) 2112-2118.
23. S. Castellino, M. R. Groseclose, J. Sigafoos, D. Wagner, M. De Serres, J. W. Polli, E. Romach, J. Myer, B. Hamilton, Central nervous system disposition and metabolism of fosdevirine (GSK2248761), a non-nucleoside reverse transcriptase inhibitor: an LC-MS and matrix-assisted laser desorption/ionization imaging ms investigation into central nervous system toxicity, Chem. Res. Toxicol. 26 (2) (2012) 241-251.
24. G. Hamm, D. Bonnel, R. Legouffe, F. Pamelard, J.-M. Delbos, F. Bouzom, J. Stauber, Quantitative mass spectrometry imaging of propranolol and olanzapine using tissue extinction calculation as normalization factor, J. Proteomics 75 (16) (2012) 4952-4961.
25. A. Nilsson, B. Forngren, S. Bjurström, R. J. A. Goodwin, E. Basmaci, I. Gustafsson, A. Annas, D. Hellgren, A. Svanhagen, P. E. Andrén, J. Lindberg, In situ mass spectrometry imaging and ex vivo characterization of renal crystalline deposits induced in multiple preclinical drug toxicology studies, PLoS ONE 7 (10) (2012) 1-10.
26. D. A. Pirman, R. F. Reich, A. Kiss, R. M. A. Heeren, R. A. Yost, Quantitative maldi tandem mass spectrometric imaging of cocaine from brain tissue with a deuterated internal standard, Anal. Chem. 2 (2012) 1081-1089.
27. N. Takai, Y. Tanaka, K. Inazawa, H. Saji, Quantitative analysis of pharmaceutical drug distribution in multiple organs by imaging mass spectrometry, Rapid Commun. Mass Spectrom. 26 (13) (2012) 1549-1556.
28. R. Vismeh, D. J. Waldon, Y. Teffera, Z. Zhao, Localization and quantification of drugs in animal tissues by use of desorption electrospray ionization mass spectrometry imaging, Anal. Chem. 84 (12) (2012) 5439-5445.
29. S. J. Atkinson, P. M. Loadman, C. Sutton, L. H. Patterson, M. R. Clench, Examination of the distribution of the bioreductive drug AQ4N and its active metabolite AQ4 in solid tumours by imaging matrix-assisted laser desorption/ionisation mass spectrometry, Rapid Commun. Mass Spectrom. 21 (7) (2007) 1271-1276.
30. S. Castellino, M. R. Groseclose, D. Wagner, MALDI imaging mass spectrometry: bridging biology and chemistryin drug development, Bioanalysis 3 (21) (2011) 2427-2441.
31. A. Römpp, S. Guenther, Z. Takats, B. Spengler, Mass spectrometry imaging with high resolution in mass and space (HR2 MSI) for reliable investigation of drug compound distributions on the cellular level, Anal. Bioanal. Chem. 401 (1) (2011) 65-73.
32. R. J. A. Goodwin, S. L. Iverson, P. E. Andren, The significance of ambienttemperature on pharmaceutical and endogenous compound abundance and distribution in tissues sections when analyzed by matrix-assisted laser desorption/ionization mass spectrometry imaging, Rapid Commun. Mass Spectrom. 26 (5) (2012) 494-498.
33. M. Shariatgorji, A. Nilsson, R. J. A. Goodwin, P. Svenningsson, N. Schintu, Z. Banka, L. Kladni, T. Hasko, A. Szabo, P. E. Andren, Deuterated matrixassisted laser desorption ionization matrix uncovers masked mass spectrometry imaging signals of small molecules, Anal. Chem. 84 (16) (2012) 7152-7157.
34. D. S. Cornett, S. L. Frappier, R. M. Caprioli, MALDI-FTICR imaging mass spectrometry of drugs and metabolites in tissue, Anal. Chem. 80 (14) (2008) 5648-5653.
35. L. J. M. Dekker, J. J. A. Van Kampen, M. L. Reedijk, P. C. Burgers, R. A. Gruters, A. D. M. E. Osterhaus, T. M. Luider, A mass spectrometry based imaging method developed for the intracellular detection of HIV protease inhibitors, Rapid Commun. Mass Spectrom. 23 (8) (2009) 1183-1188.
36. Végvári Á, T. E. Fehniger, L. Gustavsson, A. Nilsson, P. E. Andrén, K. Kenne, J. Nilsson, T. Laurell, G. Marko-Varga, Essential tactics of tissue preparation and matrix nano-spotting for successful compound imaging mass spectrometry, J. Proteomics 73 (6) (2010) 1270-1278.
37. G. Marko-Varga, T. E. Fehniger, M. Rezeli, B. Döme, T. Laurell, Végvári Á, Drug localization in different lung cancer phenotypes by MALDI mass spectrometry imaging, J. Proteomics 74 (7) (2011) 982-992.
38. T. E. Fehniger, Végvári Á, M. Rezeli, K. Prikk, P. Ross, M. Dahlbäck, G. Edula, R. Sepper, G. Marko-Varga, Direct demonstration of tissue uptake of an inhaled drug: proof-of-principle study using matrix-assisted laser desorption ionization mass spectrometry imaging, Anal. Chem. 83 (21) (2011) 8329-8336.
39. S. K. Shahidi-Latham, S. M. Dutta, M. C. Prieto Conaway, P. J. Rudewicz, Evaluation of an accurate mass approach for the simultaneous detection of drug and metabolite distributions via whole-body mass spectrometric imaging, Anal. Chem. 84 (16) (2012) 7158-7165.
40. J. Herniman, G. Langley, T. Bristow, G. OConnor, The validation of exact mass measurements for small molecules using FT-ICRMS for improved confidence in the selection ofelemental formulas, J. Am. Soc. Mass Spectrom. 16 (7) (2005) 1100-1108.
41. L. Crossman, N. A. McHugh, Y. Hsieh, W. A. Korfmacher, J. Chen, Investigation of the profiling depth in matrix-assisted laser desorption/ionization imaging mass spectrometry, Rapid Commun. Mass Spectrom. 20 (2) (2006) 284-290.
42. P. Marshall, V. Toteu-Djomte, P. Bareille, H. Perry, G. Brown, M. Baumert, K. Biggadike, Correlation of skin blanching and percutaneous absorption for glucocorticoid receptor agonists by matrix-assisted laser desorption ionization mass spectrometry imaging and liquid extraction surface analysis with nanoelectrospray ionization mass spectrometry, Anal. Chem. 82 (18) (2010) 7787-7794.
43. E. Q. Blatherwick, G. J. V. Berkel, K. Pickup, M. K. Johansson, M.-E. Beaudoin, R. O. Cole, J. M. Day, S. Iverson, I. D. Wilson, J. H. Scrivens, D. J. Weston, Utility of spatially-resolved atmospheric pressure surface sampling and ionization techniques as alternatives to mass spectrometric imaging (MSI) in drug metabolism, Xenobiotica 41 (8) (2011) 720-734.
44. D. Eikel, M. Vavrek, S. Smith, C. Bason, S. Yeh, W. A. Korfmacher, J. D. Henion, Liquid extraction surface analysis mass spectrometry (LESA-MS) as a novel profiling tool for drug distribution and metabolism analysis: the terfenadine example, Rapid Commun. Mass Spectrom. 25 (23) (2011) 3587-3596.
45. W. B. Parson, S. L. Koeniger, R. W. Johnson, J. Erickson, Y. Tian, C. Stedman, A. Schwartz, E. Tarcsa, R. Cole, G. J. Van Berkel, Analysis of chloroquine and metabolites directly from whole-body animal tissue sections by liquid extraction surface analysis (LESA) and tandem mass spectrometry, J. Mass Spectrom. 47 (11) (2012) 1420-1428.
46. S. Schadt, S. Kallbach, R. Almeida, J. Sandel, Investigation of figopitant and its metabolites in rat tissue by combining whole-body autoradiography with liquid extraction surface analysis mass spectrometry, Drug Metab. Dispos. 40 (3) (2012) 419-425.
47. G. Robichaud, J. A. Barry, K. P. Garrard, D. C. Muddiman, Infrared matrix-assisted laser desorption electrospray ionization (IR-MALDESI) imaging source coupled to a FT-ICR mass spectrometer, J. Am. Soc. Mass Spectrom. 24 (1) (2013) 92-100.
48. J. Sampson, A. Hawkridge, D. Muddiman, Generation and detection of multiply-charged peptides and proteins by matrix-assisted laser desorption electrospray ionization (MALDESI) fourier transform ion cyclotron resonance mass spectrometry, J. Am. Soc. Mass Spectrom. 17 (12) (2006) 1712-1716.
49. G. Robichaud, J. A. Barry, D. C. Muddiman, IR-MALDESI mass spectrometry imaging of biological tissue sections using ice as a matrix, J. Am. Soc. Mass Spectrom. 25 (3) (2014) 319-328.
50. J. A. Barry, G. Robichaud, D. C. Muddiman, Mass recalibration of FT-ICR mass spectrometry imaging data using the average frequency shift of ambient ions, J. Am. Soc. Mass Spectrom. 24 (7) (2013) 1137-1145.
51. D. Kessner, M. Chambers, R. Burke, D. Agus, P. Mallick, ProteoWizard: open source software for rapid proteomics tools development, Bioinformatics 24 (21) (2008) 2534-2536.
52. G. Robichaud, K. P. Garrard, J. A. Barry, D. C. Muddiman, MSiReader: an opensource interface toview and analyze high resolving power ms imaging files on matlab platform, J. Am. Soc. Mass Spectrom. 24 (5) (2013) 718-721.
53. S. Castellino, M. O'Mara, K. Koch, D. J. Borts, G. D. Bowers, C. MacLauchlin, Human metabolism of lapatinib, a dual kinase inhibitor: implications for hepatotoxicity, Drug Metab. Dispos. 40 (1) (2012) 139-150.
54. K. Dreisewerd, S. Berkenkamp, A. Leisner, A. Rohlfing, C. Menzel, Fundamentals of matrix-assisted laser desorption/ionization mass spectrometry with pulsed infrared lasers, Int. J. Mass spectrom. 226 (1) (2003) 189-209.
55. C. A. Smith, G. O'Maille, E. J. Want, C. Qin, S. A. Trauger, T. R. Brandon, D. E. Custodio, R. Abagyan, G. Siuzdak, METLIN: a metabolite mass spectral database, Ther. Drug Monit. 27 (6) (2005) 747-751.
56. I. X. Peng, R. R. Ogorzalek Loo, J. Shiea, J. A. Loo, Reactive-electrospray-assisted laser desorption/ionization for characterization of peptides and proteins, Anal. Chem. 80 (18) (2008) 6995-7003.
57. J. Liu, C. Zhang, J. Sun, X. Ren, H. Luo, Laser desorption dual spray postionization mass spectrometry for direct analysis of samples via two informative channels, J. Mass Spectrom. 48 (2) (2013) 250-254.