Study of non-covalent enzyme-inhibitor complexes of aldose reductase by electrospray mass spectrometry

European Journal of Biochemistry

Volumn 243, Issue 1-2, 1997, Pages 274-282

  Potier, Noelle ^a   Barth, Patrick ^a   Tritsch, Denis ^a   Biellmann, Jean François ^a   Van Dorsselaer, Alain ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

Aldose reductase; Electrospray; Mass spectrometry; Non covalent

Indexed keywords

ALDEHYDE REDUCTASE; ALDOSE REDUCTASE INHIBITOR; ENZYME INHIBITOR; NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; ONO 1; ONO 2; ONO 3; SORBINIL; TOLRESTAT; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INHIBITOR COMPLEX; IN VITRO STUDY; LENS; MASS SPECTROMETRY; MOLECULAR WEIGHT; NONHUMAN; PRIORITY JOURNAL; PROTEIN STRUCTURE; SWINE;

EID: 0031019986     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1432-1033.1997.0274a.x     Document Type: Article

References (34)

1. Fenn, J. B., Mann, M., Meng, C. K., Wong, S. F. & Whitehouse, C. M. (1990) Electrospray ionization-principles and practice, Mass Spectrom. Rev. 9, 37-70.
2. Mann, M. & Wilm, M. (1995) Electrospray mass spectrometry for protein characterization, Trends Biochem. Sci. 20, 219-224.
3. Ganem, B., Li, Y. T. & Henion, J. D. (1991) Detection of noncovalent receptor-ligand complexes by mass spectrometry, J. Am. Chem. Soc. 113, 6294-6296.
4. Schwartz, B. L., Light-Wahl, K. J. & Smith, R. D. (1994) Observation of noncovalent complexes to the avidin tetramer by electrospray ionization mass spectrometry, J. Am. Soc. Mass Spectrom. 5, 201-204.
5. Loo, J. A. (1995) Observation of large subunit protein complexes by electrospray ionization mass spectrometry, J. Mass Spectrom. 30, 180-183.
6. Light-Wahl, K. J., Winger, B. E. & Smith, R. D. (1993) Observation of the multimeric forms of concavalin A by electrospray ionization mass spectrometry, J. Am. Chem. Soc. 115, 5869-5870.
7. Schwartz, B. L., Gale, D. C. & Smith, R. D. (1995) Investigation of non-covalent ligand binding to the intact streptavidin tetramer by electrospray ionization mass spectrometry, J. Mass Spectrom. 30, 1095-1102.
8. Light-Wahl, K. J., Schwartz, B. L. & Smith, R. D. (1994) Observation of the noncovalent quaternary associations of proteins by electrospray ionization mass spectrometry, J. Am. Chem. Soc. 116, 5271-5278.
9. Baca, M. & Kent, S. B. H. (1992) Direct observation of a ternary complex between the dimeric enzyme HIV-1 protease and a substrate-based inhibitor, J. Am. Chem. Soc. 114, 3992-3993.
10. Bayer, E., Bauer, T., Schmeer, K., Bleicher, K., Maier, M. & Gaus, H. J. (1994) Analysis of double-stranded oligonucleotides by electrospray mass spectrometry, Anal. Chem. 66, 3858-3863.
11. Ganem, B., Li, Y. T. & Henion, J. D. (1993) Detection of oligonucleotide duplex forms by ion-spray mass spectrometry, Tetrahedron Lett. 34, 1445-1448.
12. Aplin, R. T., Robinson, C. V., Schofield, C. J. & Westwood, N. J. (1994) Does the observation of noncovalent complexes between biomolecules by electrospray ionisation mass spectrometry necessarily reflect specific solution interactions? J. Chem. Soc. Chem. Commun., 2415-2417.
13. Feng, R., Castelhano, A. L., Billedeau, R. & Yuan, Z. (1995) Study of noncovalent enzyme-inhibitor complexes and metal binding stoichiometry of matrilisin by electrospray ionization mass spectrometry, J. Am. Soc. Mass Spectrom. 6, 1105-1111.
14. Cheng, X., Chen, R., Bruce, J. E., Schwartz, B. L., Anderson, G. A., Hofstadler, S. A., Gale, D. C. & Smith, R. D. (1995) Using electrospray ionization FTICR mass spectrometry to study competitive binding of inhibitors to carbonic anhydrase, J. Am. Chem. Soc. 117, 8859-8860.
15. Smith, R. D. & Light-Wahl, K. J. (1993) The observation of noncovalent interactions in solution by electrospray ionization mass spectrometry: promise, pitfalls and prognosis, Biol. Mass Spectrom. 22, 493-501.
16. Smith, R. D., Light-Wahl, K. J., Wingler, B. E. & Loo, J. A. (1992) Electrospray ionization mass spectrometry: multiply charged polypeptide and protein dimers, Org. Mass Spectrom. 27, 811-821.
17. Rondeau, J. M., Tête-Favier, F., Podjarny, A., Reymann, J. M., Barth, P., Biellmann, J. F. & Moras, D. (1992) Novel NADPH-binding domain revealed by the crystal structure of aldose reductase, Nature 355, 469-472.
18. Tête-Favier, F., Barth, P., Michler, A., Podjarny, A. D., Rondeau, J. M., Urzhumtsev, A. G., Biellmann, J. F. & Moras, D. (1995) Eur. J. Med. Chem. 30S, 589-603.
19. Jaquinod, M., Potier, N., Klarskov, K., Reymann, J. M., Sorokine, O., Kieffer, S., Barth, P., Andriantomanga, V., Biellmann, J. F. & Van Dorsselaer, A. (1993) Sequence of pig lens aldose reductase and electrospray mass spectrometry of non-covalent and covalent complexes, Eur. J. Biochem. 218, 893-903.
20. Dvornik, D. (1987) Aldose reductase inhibition (Porte, D., ed.) McGraw-Hill, New York.
21. Wilson, D. K., Tarle, I. Petrash, J. M. & Quiocho, F. A. (1993) Refined 1.8 angstrom structure of human aldose reductase complexed with the potent inhibitor zopolrestat, Proc. Natl Acad. Sci. USA 90, 9847-9851.
22. Harrison, D. H., Bohren, K. M., Ringe, D., Petsko, G. A. & Gabbay, K. H. (1994) An anion binding site in human aldose reductase: mechanistic implications for the binding of citrate, cacodylate and glucose 6-phosphate, Biochemistry 33, 2011-2020.
23. +/ NADPH and alrestatin-like inhibitors, Biochemistry 33, 7157-7165.
24. Whittle, S. R. & Turner, A. J. (1981) Biogenic aldehyde metabolism in rat brain. Differential sensitivity of aldehyde reductase isoenzymes to sodium valproate, Biochim. Biophys. Acta 657, 94-105.
25. Srivastava, S. K., Petrash, J. M., Sadana, I. J., Ansari, N. H. & Partridge, C. A. (1983) Susceptibility of aldehyde and aldose reductase of human tissues to aldose reductase inhibitors, Curr. Eye Res. 6, 407-410.
26. Reymann, J. M., Rondeau, J. M., Barth, P., Jaquinod, M., Van Dorsselaer, A. & Biellmann, J. F. (1992) Purification and electrospray mass spectrometry of aldose reductase from pig lens, Biochim. Biophys. Acta 1122, 1-5.
27. Wehrmuth, B. (1985) Aldo-keto reductase, in Enzymology of carbonyl metabolism 2 (Flynn, T. G. & Weiner, H., eds) pp. 209-230, Liss, A. R., New York.
28. Rondeau, J. M., Moras, D., Tete, F., Podjarny, A., Dorsselaer, A. V., Reymann, J. M., Barth, P. & Biellmann, J. F. (1991) Structural studies of pig lens aldose reductase: reversible dimerisation of the enzyme, Enzymology and molecular biology of carbonyl metabolism 3 (Weiner, H., Wermuth, B. & Crabb, D. W., eds) pp. 113-118, Plenum Press, New York.
29. Schwartz, B. L., Bruce, J. E., Anderson, G. A., Hofstadler, S. A., Rockwood, A. L., Smith, R. D., Chilkoti, A. & Stayton, P. S. (1995) Dissociation of tetrameric ions of noncovalent streptavidin complexes formed by electrospray ionization, J. Am. Soc. Mass Spectrom. 6, 459-465.
30. Feng, R. (1995) Unusually strong binding of a noncovalent gasphase spermine-peptide complex and its dramatic temperature dependence, 43rd ASMS conference on mass spectrometry and allied topics, Atlanta, p. 1264.
31. Busman, M., Knapp, D. R. & Schey, K. L. (1994) Observation of large multimers in the electrospray ionization mass spectrometry of peptides, Rapid Commun. Mass Spectrom. 8, 211-216.
32. Ding, J. D. & Anderegg, R. J. (1995) Specific and nonspecific dimer formation in the electrospray ionization mass spectrometry of oligonucleotide, J. Am. Soc. Mass Spectrom. 6, 159-164.
33. Li, Y. T., Hsieh, Y. L., Henion, J. D., Senko, M. W., McLafferty, F. W. & Ganem, B. (1993) Mass spectrometric studies on noncovalent dimers of leucine zipper peptides, J. Am. Chem. Soc. 115, 8409-8413.
34. Li, Y. T., Hsieh, Y. L., Henion, J. D., Ocain, T. D., Schiehser, G. A. & Ganem, B. (1994) Analysis of the energetics of gas-phase immunophilin-ligand complexes by ion spray mass spectrometry. J. Am. Chem. Soc. 116, 7487-7493.