Characterization of morphine-glucose-6-phosphate dehydrogenase conjugates by mass spectrometry

Bioconjugate Chemistry

Volumn 22, Issue 8, 2011, Pages 1595-1604

  Chiu, May L ^a   Ytterberg, A Jimmy ^a,c   Ogorzalek Loo, Rachel R ^a,b   Loo, Joseph A ^a,b   Monbouquette, Harold G ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

^c KAROLINSKA INSTITUTE   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBODIES; ELECTROSPRAY IONIZATION; ENZYME INHIBITION; GLUCOSE; MASS SPECTROMETRY;

ANALYTES; ANTIBODY BINDING; ENZYME-MULTIPLIED IMMUNOASSAYS; GLUCOSE-6-PHOSPHATE DEHYDROGENASE; IMMUNOASSAY TECHNIQUES; INHIBITION MECHANISMS; KEY CHARACTERISTICS; MORPHINE-3-GLUCURONIDE; PRIMARY AMINES; REPORTER ENZYMES;

AMINES;

GENTISIC ACID; GLUCOSE 6 PHOSPHATE DEHYDROGENASE; HYDROXYLAMINE; MORPHINE; MORPHINE 3 GLUCURONIDE;

ARTICLE; CONJUGATION; ELECTROSPRAY MASS SPECTROMETRY; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME MECHANISM; ENZYME MULTIPLIED IMMUNOASSAY TECHNIQUE; IMMUNOPRECIPITATION; MASS SPECTROMETRY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; WESTERN BLOTTING;

EID: 80051715178     PISSN: 10431802     EISSN: 15204812     Source Type: Journal    
DOI: 10.1021/bc2001352     Document Type: Article

References (29)

1. Ullman, E. F. (1999) Homogeneous immunoassays: Historical perspective and future promise J. Chem. Educ. 76, 781-788 (Pubitemid 129546500)
2. Scharpé, S., Cooreman, W. M., Blomme, W. J., and Laekeman, G. M. (1976) Quantitative enzyme immunoassay: Current status Clin. Chem. 22, 733-738
3. Rubenstein, K. E., Schneider, R. S., and Ullman, E. F. (1972) Homogeneous enzyme immunoassay. A new immunochemical technique Biochem. Biophys. Res. Commun. 47, 846-851
4. Deshpande, S. S. (1996) Enzyme Immunoassays. From Concept to Product Development, pp 244, 258, 259, Chapman & Hall, New York.
5. Rosenthal, A. F., Vargas, M. G., and Klass, C. S. (1976) Evaluation of enzyme-multiplied immunoassay technique (EMIT?) for determination of serum digoxin Clin. Chem. 22, 1899-1902
6. Lee, W. T., Flynn, T. G., Lyons, C., and Levy, H. R. (1991) Cloning of the gene and amino acid sequence for glucose 6-phosphate dehydrogenase from Leuconostoc mesenteroides J. Biol. Chem. 266, 13028-13034 (Pubitemid 21907303)
7. Olive, C., Geroch, M. E., and Levy, H. R. (1971) Glucose 6-phosphate dehydrogenase from Leuconostoc mesenteroides. Kinetic Studies J. Biol. Chem. 246, 2047-2057
8. Ullman, E. F. (1980) Principles of homogeneous enzyme-immunoassay. In Enzyme Immunoassay (Maggio, E. T., Ed.) pp 105-134, CRC Press, Boca Raton, FL.
9. Rubenstein, K. E. and Ullman, E. F. (1975) Enzyme immunoassays with glucose-6-phosphate dehydrogenase. U.S. Patent 3,875,011.
10. Chang, J., Gotcher, S., and Gushaw, J. B. (1982) Homogeneous enzyme immunoassay for theophylline in serum and plasma Clin. Chem. 28, 361-367 (Pubitemid 12184409)
11. ® and beyond J. Clin. Ligand Assay 22, 221-227
12. Jakobovits, E. B., Silen, J. L., Levy, M. J., Goodman, T. C., Becker, M., Ullman, E. F., Caldwell, R. M., Bott, R. R., and Barnett, C. C. (2000) Homogeneous immunoassays using mutant glucose-6-phosphate dehydrogenases. U.S. Patent 6,033,890.
13. Karas, M. and Hillenkamp, F. (1988) Laser desorption ionization of proteins with molecular masses exceeding 10,000 Da Anal. Chem. 60, 2299-2301
14. Tanaka, K., Waki, H., Ido, Y., Akita, S., Yoshida, Y., and Yoshida, T. (1988) Protein and polymer analyses up to m/z 100 000 by laser ionization time of flight mass spectrometry Rapid Commun. Mass Spectrom. 2, 151-153
15. Fenn, J. B., Mann, M., Meng, C. K., Wong, S. F., and Whitehouse, C. M. (1990) Electrospray ionization: Principles and practice Mass Spectrom. Rev. 9, 37-70
16. NuPAGE Technical Guide, version E (2003) Invitrogen Corp., Carlsbad, CA.
17. Kussmann, M., Nordhoff, E., Rahbek-Nielsen, H., Haebel, S., Rossel-Larsen, M., Jakobsen, L., Gobom, J., Mirgorodskaya, E., Kroll-Kristensen, A., Palm, L., and Roepstorff, P. (1997) Matrix-assisted laser/desorption ionization mass spectrometry sample preparation techniques designed for various peptide and protein analytes J. Mass Spectrom. 32, 593-601 (Pubitemid 27273949)
18. Ytterberg, A. J., Peltier, J.-B., and van Wijk, K. J. (2006) Protein profiling of plastoglobules in chloroplasts and chromoplasts. A surprising site for differential accumulation of metabolic enzymes Plant Physiol. 140, 984-997 (Pubitemid 43956251)
19. Rosenfeld, J., Capdevielle, J., Guillemot, J. C., and Ferrara, P. (1992) In-gel digestion of proteins for internal sequence analysis after one or two-dimensional gel electrophoresis Anal. Biochem. 203, 173-179
20. Gobom, J., Nordhoff, E., Mirgorodskaya, E., Ekman, R., and Roepstorff, P. (1999) Sample purification and preparation technique based on nano-scale reversed-phase columns for the sensitive analysis of complex peptide mixtures by matrix-assisted laser desorption/ionization mass spectrometry J. Mass Spectrom. 34, 105-116
21. Staros, J. V., Wright, R. W., and Swingle, D. M. (1986) Enhancement by N- hydroxysulfosuccinimide of water-soluble carbodiimide-mediated coupling reactions Anal. Biochem. 156, 220-222 (Pubitemid 16044423)
22. Chapman, J. R. (2000) Mass Spectrometry of Proteins and Peptides. Humana Press, Totowa, NJ.
23. Barret, A. J., Rawlings, N. D., and Woessner, J. F. (2004) Trypsin. In Handbook of Proteolytic Enzymes, pp 1483-1488, Elsevier Academic Press, San Diego.
24. Allen, G. (1989) Sequencing of proteins and peptides. In Laboratory Technique in Biochemistry and Molecular Biology (Burdon, R. H. and van Knippenberg, P. H., Eds.) Vol. 9, pp 85-89, Elsevier/North-Holland, Amsterdam.
25. Rice, R. H., Means, G. E., and Brown, W. D. (1977) Stabilization of bovine trypsin by reductive methylation Biochim. Biophys. Acta 492, 316-321 (Pubitemid 8115972)
26. Rowley, G. L., Rubenstein, K. E., Rubenstein, J. H., and Ullman, E. F. (1975) Mechanism by which antibodies inhibit hapten-malate dehydrogenase conjugates J. Biol. Chem. 250, 3759-3766
27. Lee, W. T. and Levy, H. R. (1992) Lysine-21 of Leuconostoc mesenteroides glucose 6-phosphate dehydrogenase participates in substrate binding through charge-charge interaction Protein Sci. 1, 329-334 (Pubitemid 23007299)
28. Rowland, P., Basak, A. K., Gover, S., Levy, H. R., and Adams, M. J. (1994) The three-dimensional structure of glucose 6-phosphate dehydrogenase from Leuconostoc mesenteroides refined at 2.0 Å resolution Structure 2, 1073-1087
29. + binding to the dual coenzyme specific enzyme Leuconostoc mesenteroides glucose 6-phosphate dehydrogenase: Different interdomain hinge angles are seen in different binary and ternary complexes Acta Crystallogr. D57, 635-648 (Pubitemid 32418099)