Rapid identification of fluorochrome modification sites in proteins by LC ESI-Q-TOF mass spectrometry

Bioconjugate Chemistry

Volumn 22, Issue 7, 2011, Pages 1330-1336

  Manikwar, Prakash ^a   Zimmerman, Tahl ^b   Blanco, Francisco J ^b,c   Williams, Todd D ^d   Siahaan, Teruna J ^a  

^a UNIVERSITY OF KANSAS   (United States)

^b CIC BIOGUNE   (Spain)

^c BASQUE FOUNDATION FOR SCIENCE   (Spain)

^d UNIVERSITY OF KANSAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; CHROMATOGRAPHIC ANALYSIS; ELECTROSPRAY IONIZATION; FLUORESCENCE; MASS SPECTROMETRY; METAL IONS; METALS; MOLECULES; SITE SELECTION;

AMINO GROUP; BIOLOGY AND MEDICINE; DRUG MOLECULES; FLUORESCENT DYES; FLUOROCHROMES; HETEROGENEOUS POPULATIONS; ISOTHIOCYANATES; LYSINE RESIDUES; PROTEIN CONJUGATES; RAPID IDENTIFICATION;

PEPTIDES;

FLUORESCEIN; FLUORESCEIN 5' ISOTHIOCYANATE; FLUORESCEIN DERIVATIVE; FLUOROCHROME; ISOTHIOCYANIC ACID; LYMPHOCYTE FUNCTION ASSOCIATED ANTIGEN 1; LYSINE; RHODAMINE; RHODAMINE B; TRYPSIN; UNCLASSIFIED DRUG;

ARTICLE; CELL ADHESION; CONTROLLED STUDY; ELECTROSPRAY; ELECTROSPRAY IONIZATION QUADRUPOLE TIME OF FLIGHT MASS SPECTROMETRY; ELECTROSPRAY MASS SPECTROMETRY; ENZYME DEGRADATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METAL ION DEPENDENT ADHESION SITE; PEPTIDE ANALYSIS; PEPTIDE MAPPING; PEPTIDE SYNTHESIS; PROTEIN BINDING; PROTEIN DEPLETION; PROTEIN DOMAIN; PROTEIN EXPRESSION; PROTEIN MODIFICATION; TIME OF FLIGHT MASS SPECTROMETRY;

EID: 79960603525     PISSN: 10431802     EISSN: 15204812     Source Type: Journal    
DOI: 10.1021/bc100560c     Document Type: Article

References (29)

1. Schreiber, A. B. and Haimovich, J. (1983) Quantitative fluorometric assay for detection and characterization of Fc receptors Methods Enzymol. 93, 147-155 (Pubitemid 13069376)
2. Swoboda, G. and Hasselbach, W. (1985) Reaction of fluorescein isothiocyanate with thiol and amino groups of sarcoplasmic ATPase Z. Naturforsch. C 40, 863-875
3. Qu, A. and Leahy, D. J. (1995) Crystal structure of the I-domain from the CD11a/CD18 (LFA-1, alpha L beta 2) integrin Proc. Natl. Acad. Sci. U. S. A. 92, 10277-10281
4. Shimaoka, M., Xiao, T., Liu, J. H., Yang, Y., Dong, Y., Jun, C. D., McCormack, A., Zhang, R., Joachimiak, A., Takagi, J., Wang, J. H., and Springer, T. A. (2003) Structures of the alpha L I domain and its complex with ICAM-1 reveal a shape-shifting pathway for integrin regulation Cell 112, 99-111 (Pubitemid 36106422)
5. Stanley, P. and Hogg, N. (1998) The I domain of integrin LFA-1 interacts with ICAM-1 domain 1 at residue Glu-34 but not Gln-73 J. Biol. Chem. 273, 3358-3362 (Pubitemid 28109751)
6. Archelos, J. J., Previtali, S. C., and Hartung, H. P. (1999) The role of integrins in immune-mediated diseases of the nervous system Trends Neurosci. 22, 30-38 (Pubitemid 29130081)
7. Dietrich, J. B. (2002) The adhesion molecule ICAM-1 and its regulation in relation with the blood-brain barrier J. Neuroimmunol. 128, 58-68
8. Lee, S. J. and Benveniste, E. N. (1999) Adhesion molecule expression and regulation on cells of the central nervous system J. Neuroimmunol. 98, 77-88 (Pubitemid 29317533)
9. Aoki, S., Imai, K., and Yachi, A. (1993) Soluble intercellular adhesion molecule-1 (ICAM-1) antigen in patients with rheumatoid arthritis Scand. J. Immunol. 38, 485-490 (Pubitemid 23327291)
10. Campbell, I. L., Cutri, A., Wilkinson, D., Boyd, A. W., and Harrison, L. C. (1989) Intercellular adhesion molecule 1 is induced on isolated endocrine islet cells by cytokines but not by reovirus infection Proc. Natl. Acad. Sci. U. S. A. 86, 4282-4286 (Pubitemid 19154779)
11. Wuthrich, R. P., Jevnikar, A. M., Takei, F., Glimcher, L. H., and Kelley, V. E. (1990) Intercellular adhesion molecule-1 (ICAM-1) expression is upregulated in autoimmune murine lupus nephritis Am. J. Pathol. 136, 441-450 (Pubitemid 20074619)
12. Fairwell, T. (1983) Chemical ionization mass spectral analysis of phenylthiohydantoin derivatives Methods Enzymol. 91, 502-511
13. Esch, S. W., Tamura, P., Sparks, A. A., Roth, M. R., Devaiah, S. P., Heinz, E., Wang, X., Williams, T. D., and Welti, R. (2007) Rapid characterization of the fatty acyl composition of complex lipids by collision-induced dissociation time-of-flight mass spectrometry J. Lipid Res. 48, 235-241 (Pubitemid 46052916)
14. Chakraborty, A. B., Berger, S. J., and Gebler, J. C. (2007) Use of an integrated MS - multiplexed MS/MS data acquisition strategy for high-coverage peptide mapping studies Rapid Commun. Mass Spectrom. 21, 730-744 (Pubitemid 46340317)
15. Bateman, K. P., Castro-Perez, J., Wrona, M., Shockcor, J. P., Yu, K., Oballa, R., and Nicoll-Griffith, D. A. (2007) MSE with mass defect filtering for in vitro and in vivo metabolite identification Rapid Commun. Mass Spectrom. 21, 1485-1496 (Pubitemid 46761970)
16. Bostanci, N., Heywood, W., Mills, K., Parkar, M., Nibali, L., and Donos, N. (2010) Application of label-free absolute quantitative proteomics in human gingival crevicular fluid by LC/MS E (gingival exudatome) J. Proteome Res. 9, 2191-2199
17. Wong, J. W., Schwahn, A. B., and Downard, K. M. (2009) ETISEQ - an algorithm for automated elution time ion sequencing of concurrently fragmented peptides for mass spectrometry-based proteomics BMC Bioinformatics 10, 244
18. Hunt, D. F., Yates, J. R., 3rd, Shabanowitz, J., Winston, S., and Hauer, C. R. (1986) Protein sequencing by tandem mass spectrometry Proc. Natl. Acad. Sci. U. S. A. 83, 6233-6237 (Pubitemid 17174712)
19. Carr, S. A., Hemling, M. E., Bean, M. F., and Roberts, G. D. (1991) Integration of mass spectrometry in analytical biotechnology Anal. Chem. 63, 2802-2824
20. Carr, S. A., Huddleston, M. J., and Bean, M. F. (1993) Selective identification and differentiation of N- and O-linked oligosaccharides in glycoproteins by liquid chromatography-mass spectrometry Protein Sci. 2, 183-196 (Pubitemid 23045471)
21. Huddleston, M. J., Bean, M. F., and Carr, S. A. (1993) Collisional fragmentation of glycopeptides by electrospray ionization LC/MS and LC/MS/MS: methods for selective detection of glycopeptides in protein digests Anal. Chem. 65, 877-884
22. Ohguro, H., Palczewski, K., Ericsson, L. H., Walsh, K. A., and Johnson, R. S. (1993) Sequential phosphorylation of rhodopsin at multiple sites Biochemistry 32, 5718-5724 (Pubitemid 23178540)
23. Papac, D. I., Oatis, J. E., Jr., Crouch, R. K., and Knapp, D. R. (1993) Mass spectrometric identification of phosphorylation sites in bleached bovine rhodopsin Biochemistry 32, 5930-5934 (Pubitemid 23198751)
24. Ding, J., Burkhart, W., and Kassel, D. B. (1994) Identification of phosphorylated peptides from complex mixtures using negative-ion orifice-potential stepping and capillary liquid chromatography/electrospray ionization mass spectrometry Rapid Commun. Mass Spectrom. 8, 94-98
25. Hoffmann, R., Metzger, S., Spengler, B., and Otvos, L., Jr. (1999) Sequencing of peptides phosphorylated on serines and threonines by post-source decay in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry J. Mass Spectrom. 34, 1195-1204
26. Schnaible, V. and Przybylski, M. (1999) Identification of fluorescein-5′-isothiocyanate-modification sites in proteins by electrospray-ionization mass spectrometry Bioconjugate Chem. 10, 861-866 (Pubitemid 29456375)
27. Majumdar, S., Kobayashi, N., Krise, J. P., and Siahaan, T. J. (2007) Mechanism of internalization of an ICAM-1-derived peptide by human leukemic cell line HL-60: influence of physicochemical properties on targeted drug delivery Mol. Pharmaceutics 4, 749-758 (Pubitemid 350004275)
28. Gursoy, R. N. and Siahaan, T. J. (1999) Binding and internalization of an ICAM-1 peptide by the surface receptors of T cells J. Pept. Res. 53, 414-421 (Pubitemid 29269583)
29. Zimmerman, T., Oyarzabal, J., Sebastian, E. S., Majumdar, S., Tejo, B. A., Siahaan, T. J., and Blanco, F. J. (2007) ICAM-1 peptide inhibitors of T-cell adhesion bind to the allosteric site of LFA-1. An NMR characterization Chem. Biol. Drug Des. 70, 347-353 (Pubitemid 47537691)