Browse > Article
http://dx.doi.org/10.5012/bkcs.2014.35.10.3047

Selective Extraction and Quantification of Glutathione using Maleimide-Presenting Gold Nanoparticles  

Oh, Hongseok (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University)
Lee, Jeongwook (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University)
Yeo, Woon-Seok (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University)
Publication Information
Bulletin of the Korean Chemical Society / v.35, no.10, 2014 , pp. 3047-3051 More about this Journal
Abstract
In this paper, we describe a new method for the selective extraction and quantification of glutathione (GSH) using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and maleimide-presenting gold nanoparticles (Mal-AuNPs). Our strategy utilizes the Michael addition to selectively extract GSH, from chosen samples, onto the maleimide of Mal-AuNPs. After the extraction step, the GSH bound to the AuNPs was analyzed by MALDI-TOF MS in the presence of an internal standard which was prepared by reacting Mal-AuNPs with isotope-labeled GSH ($GSH^*$). The $GSH^*$ has the same structure as GSH but a higher molecular weight, and therefore, enables absolute quantification of GSH by comparing the mass signal intensities of the GSH- and $GSH^*$-conjugated alkanethiols. Our strategy was verified by analyzing GSH-spiked fetal bovine serum and NIH 3T3 cells.
Keywords
Glutathione; Quantification; Gold Nanoparticles; MALDI-TOF MS; Internal standard;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
연도 인용수 순위
1 Townsend, D. M.; Tew, K. D.; Tapiero, H. Biomed. Pharmacother. 2003, 57, 145.   DOI   ScienceOn
2 Lushchak, V. I. J. Amino Acids 2012, 2012, 736837.
3 (a) Fang, Y.-Z.; Yang, S.; Wu, G. Nutrition 2002, 18, 872.   DOI   ScienceOn
4 (b) Pastore, A.; Federici, G.; Bertini, E.; Piemonte, F. Clin. Chim Acta 2003, 333, 19.   DOI   ScienceOn
5 (a) Sies, H. Free Radical Bio. Med. 1999, 27, 916.   DOI   ScienceOn
6 (b) Fratelli, M.; Goodwin, L. O.; Orom, U. A.; Lombardi, S.; Tonelli, R.; Mengozzi, M.; Ghezzi, P. Proc. Natl. Acad. Sci. USA 2005, 102, 13998.   DOI   ScienceOn
7 Cook, J. A.; Pass, H. I.; Iype, S. N.; Friedman, N.; DeGraff, W.; Russo, A.; Mitchell, J. B. Cancer Res. 1991, 51, 4287.
8 Chi, L.; Ke, Y.; Luo, C.; Gozal, D.; Liu, R. Neuroscience 2007, 144, 991.   DOI   ScienceOn
9 (a) Roum, J. H.; Buhl, R.; McElvaney, N. G.; Borok, Z.; Crystal, R. G. J. Appl. Physiol. 1993, 75, 2419.
10 (b) Hudson, V. M. Free Radical Bio. Med. 2001, 30, 1440.   DOI
11 Engelen, M. P. K. J.; Orozco-Levi, M.; Deutz, N. E. P.; Barreiro, E.; Hernández, N.; Wouters, E. F. M.; Gea, J.; Schols, A. M. W. J. Eur. Respir. J. 2004, 23, 545.   DOI
12 Engelen, M. P. K. J.; Schols, A. M. W. J.; Does, J. D.; Deutz, N. E. P.; Wouters, E. F. M. Am. J. Respir. Crit. Care Med. 2000, 161, 98.   DOI   ScienceOn
13 Sastre, J.; Pallardo, F.; Vina, J. Age 1996, 19, 129.   DOI
14 (b) Wang, X.; Chi, D.; Song, D.; Su, G.; Li, L.; Shao, L. J. Chromatogr. Sci. 2012, 50, 119.   DOI
15 (a) Serru, V.; Baudin, B.; Ziegler, F.; David, J.-P.; Cals, M.-J.; Vaubourdolle, M.; Mario, N. Clin. Chem. 2001, 47, 1321.
16 (c) Gao, Y.; Li, Y.; Zou, X.; Huang, H.; Su, X. Anal. Chim. Acta 2012, 731, 68.   DOI
17 (b) Carru, C.; Zinellu, A.; Mario Pes, G.; Marongiu, G.; Tadolini, B.; Deiana, L. Electrophoresis 2002, 23, 1716.   DOI
18 (a) Lim, S.-Y.; Lee, S.; Park, S. B.; Kim, H.-J. Tetrahedon Lett. 2011, 52, 3902.   DOI
19 (b) Guo, Y.; Wang, H.; Sun, Y.; Qu, B. Chem. Comm. 2012, 3221.
20 (a) Kim, G.-J.; Lee, K.; Kwon, H.; Kim, H.-J. Org. Lett. 2011, 13, 2799.   DOI
21 (b) Xu, H.; Wang, Y.; Huang, X.; Li, Y.; Zhang, H.; Zhong, X. Analyst 2012, 137, 924.   DOI
22 (a) Kim, S.; Kim, J. I.; Park, H. R.; Kim, M. K.; Chong, Y.; Yeo, W.-S. Bull. Korean Chem. Soc. 2009, 30, 2574.   DOI
23 (b) Harfield, J. C.; Batchelor-McAuley, C.; Compton, R. G. Analyst 2012, 137, 2285.   DOI
24 (a) Sanz-Alfayate, G.; Obeso, A.; Agapito, M. T.; Gonzalez, C. J. Physiol. 2001, 537, 209.   DOI
25 (b) Garcia, S. C.; Schott, K.; Charão, M.; Moro, A.; Bulcao, R.; Grotto, D.; Valentini, J.; Bohrer, D.; Cardoso, S.; Pomblum, V. Biomed. Chromatogr. 2008, 22, 460.   DOI
26 (e) Rujoi, M.; Estrada, R.; Yappert, M. C. Anal. Chem. 2004, 76, 1657.   DOI   ScienceOn
27 (a) Tanaka, K.; Waki, H.; Ido, Y.; Akita, S.; Yoshida, Y.; Yoshida, T.; Matsuo, T. Rapid Commun. Mass Spectrom. 1988, 2, 151.   DOI
28 (b) Karas, M.; Hillenkamp, F. Anal. Chem. 1988, 60, 2299.   DOI   ScienceOn
29 (c) Kim, Y. J.; Freas, A.; Fenselau, C. Anal. Chem. 2001, 73, 1544.   DOI
30 (b) Lim, A. Y.; Ma, J.; Boey, Y. C. F. Adv. Mater. 2012, 24, 4211.   DOI
31 (f) Jurinke, C.; Oeth, P.; Boom, D. Mol. Biotechnol. 2004, 26, 147.   DOI
32 (g) Selman, M. H. J.; Hoffmann, M.; Zauner, G.; McDonnell, L. A.; Balog, C. I. A.; Rapp, E.; Deelder, A. M.; Wuhrer, M. Proteomics 2012, 12, 1337.   DOI
33 (a) Watanabe, T.; Kawasaki, H.; Yonezawa, T.; Arakawa, R. J. Mass Spectrom. 2008, 43, 1063.   DOI
34 (c) Lee, J.; Lee, J.; Chung, T. D.; Yeo, W.-S. Anal. Chim. Acta 2012, 736, 1.   DOI
35 (a) Lee, J.; Lee, J.; Oh, H.; Mok, H.; Yeo, W. S. Bull. Korean Chem. Soc. 2012, 33, 3076.   DOI
36 (b) Wan, D.; Gao, M.; Wang, Y.; Zhang, P.; Zhang, X. J. Sep. Sci. 2013, 36, 629.   DOI
37 (a) Albrethsen, J. Clin. Chem. 2007, 53, 852.   DOI
38 (b) Szajli, E.; Feher, T.; Medzihradszky, K. F. Mol. Cell Proteomics 2008, 7, 2410.   DOI
39 (b) Hong, S.-H.; Kim, J. I.; Kang, H.; Yoon, S.; Kim, D.-E.; Jung, W.; Yeo, W.-S. Chem. Comm. 2014, 4831.
40 (a) Chiang, C.-K.; Lin, Y.-W.; Chen, W.-T.; Chang, H.-T. Nanomed. Nanotechnol. Biol. Med. 2010, 6, 530.   DOI
41 (a) Houseman, B. T.; Gawalt, E. S.; Mrksich, M. Langmuir 2002, 19, 1522.
42 (b) Seo, H.; Choi, I.; Lee, J.; Kim, S.; Kim, D.-E.; Kim, S. K.; Yeo, W.-S. Chem. Eur. J. 2011, 17, 5804.   DOI   ScienceOn
43 (c) Lee, J.; Choi, I.; Yeo, W.-S. Chem. Eur. J. 2013, 19, 5609.   DOI
44 Schwartzberg, A. M.; Olson, T. Y.; Talley, C. E.; Zhang, J. Z. J. Phys. Chem. B 2006, 110, 19935.   DOI   ScienceOn
45 (a) Tarozzi, A.; Morroni, F.; Merlicco, A.; Hrelia, S.; Angeloni, C.; Cantelli-Forti, G.; Hrelia, P. J. Neurochem. 2009, 111, 1161.   DOI   ScienceOn
46 (a) Morrison, J. A.; Jacobsen, D. W.; Sprecher, D. L.; Robinson, K.; Khoury, P.; Daniels, S. R. Circulation 1999, 100, 2244.   DOI
47 (b) Pastore, A.; Piemonte, F.; Locatelli, M.; Lo Russo, A.; Gaeta, L. M.; Tozzi, G.; Federici, G. Clin. Chem. 2001, 47, 1467.
48 (b) Bongard, R. D.; Krenz, G. S.; Gastonguay, A. J.; Williams, C. L.; Lindemer, B. J.; Merker, M. P. Free Radical Bio. Med. 2011, 50, 953.   DOI
49 Iantomasi, T.; Favilli, F.; Degl'Innocenti, D.; Vincenzini, M. T. BBA-Mol. Cell Res. 1999, 1452, 303.
50 (a) Favilli, F.; Catarzi, S.; Iantomasi, T.; Vincenzini, M. T. Mol. Cell Biol. Res. Commun. 2000, 4, 212.   DOI
51 (c) Sun, X.; Mi, L.; Liu, J.; Song, L.; Chung, F.-L.; Gan, N. Toxicol. Appl. Pharmacol. 2011, 255, 9.   DOI   ScienceOn
52 (b) Iantomasi, T.; Favilli, F.; Catarzi, S.; Giannoni, E.; Biagioni, C.; Vincenzini, M. IUBMB Life 2003, 55, 159.   DOI
53 (a) Rigacci, S.; Iantomasi, T.; Marraccini, P.; Berti, A.; Vincenzini, M. T.; Ramponi, G. Biochem. J. 1997, 324, 791.
54 (b) Susanto, I.; Wright, S. E.; Lawson, R. S.; Williams, C. E.; Deneke, S. M. Am. J. Physiol. 1998, 274, L296.
55 (d) Akhtar, M. J.; Ahamed, M.; Fareed, M.; Alrokayan, S. A.; Kumar, S. J. Toxicol. Sci. 2012, 37, 139.   DOI
56 Houseman, B. T.; Gawalt, E. S.; Mrksich, M. Langmuir 2003, 19, 1522.   DOI   ScienceOn
57 (a) Jones, D. P.; Carlson, J. L.; Samiec, P. S.; Sternberg, P., Jr.; Mody, V. C., Jr.; Reed, R. L.; Brown, L. A. S. Clin. Chim. Acta 1998, 275, 175.   DOI   ScienceOn
58 (d) Marvin, L. F.; Roberts, M. A.; Fay, L. B. Clin. Chim. Acta 2003, 337, 11.   DOI