DOI: 10.1111/j.1432-1033.1997.0274a.x. Study of Non‐Covalent Enzyme‐Inhibitor Complexes of Aldose Reductase by Electrospray Mass Spectrometry

Study of Non‐Covalent Enzyme‐Inhibitor Complexes of Aldose Reductase by Electrospray Mass Spectrometry

10.1111/j.1432-1033.1997.0274a.x

Crossref journal-article

Wiley

European Journal of Biochemistry (311)

Abstract

Specific non‐covalent interactions between aldose reductase (AR), its NADP+ cofactor and five inhibitors have been characterized by electrospray mass spectrometry (ES‐MS). These results indicated that the protein could be desorbed and maintained in the gas phase in a form very close to its native conformation. Collisionally induced dissociation (CID)‐MS and CID‐MS‐MS showed that the adenosine diphospbate part of the cofactor interacts strongly with AR. The relative stability of the ternary AR NADP+ inhibitor complexes was established and successfully correlated with the IC50, values. All inhibitors were shown to only bind to AR holoenzyme. These results are important for the field of drug development insofar as ES‐MS might provide a rapid and very sensitive method for the screening of potential drugs or for the identification of compounds displaying high binding affinity to a target biomolecule.

Bibliography

Potier, N., Barth, P., Tritsch, D., Biellmann, J., & Van Dorsselaer, A. (1997). Study of NonâCovalent EnzymeâInhibitor Complexes of Aldose Reductase by Electrospray Mass Spectrometry. European Journal of Biochemistry, 243(1â2), 274â282. Portico.

Authors 5

Noelle Potier (first)
Patrick Barth (additional)
Denis Tritsch (additional)
Jean‐François Biellmann (additional)
Alain Van Dorsselaer (additional)

References 34 Referenced 54

10.1002/mas.1280090103
10.1016/S0968-0004(00)89019-2
10.1021/ja00016a069
10.1016/1044-0305(94)85034-8
10.1002/jms.1190300127
10.1021/ja00066a083
10.1002/jms.1190300806
10.1021/ja00091a035
10.1021/ja00036a066
10.1021/ac00094a004
10.1016/S0040-4039(00)60314-3
10.1039/c39940002415 / J. Chem. Soc. Chem. Commun. / Does the observation of noncovalent complexes between biomolecules by electrospray ionisation mass spectrometry necessarily reflect specific solution interactions by Aplin R. T. (1994)
10.1016/1044-0305(95)00548-X
10.1021/ja00139a023
10.1002/bms.1200220902
10.1002/oms.1210270709
10.1038/355469a0
10.1016/S0223-5234(23)00153-8 / Eur. J. Med. Chem. by Tête‐Favier F. (1995)
10.1111/j.1432-1033.1993.tb18445.x
{'key': 'e_1_2_3_21_2', 'volume-title': 'Aldose reductuse inhibition', 'author': 'Dvornik D.', 'year': '1987'} / Aldose reductuse inhibition by Dvornik D. (1987)
10.1073/pnas.90.21.9847
10.1021/bi00174a006
10.1021/bi00189a019
10.1016/0005-2744(81)90133-9
{'key': 'e_1_2_3_26_2', 'first-page': '407', 'article-title': 'Susceptibility of aldehyde and aldose reductase of human tissues to aldose reductase inhibitors', 'volume': '6', 'author': 'Srivastava S. K.', 'year': '1983', 'journal-title': 'Curr. Eye Res.'} / Curr. Eye Res. / Susceptibility of aldehyde and aldose reductase of human tissues to aldose reductase inhibitors by Srivastava S. K. (1983)
10.1016/0167-4838(92)90119-X
{'key': 'e_1_2_3_28_2', 'first-page': '209', 'volume-title': 'Enzymology of carbonyl metabolism 2', 'author': 'Wehrmuth B.', 'year': '1985'} / Enzymology of carbonyl metabolism 2 by Wehrmuth B. (1985)
{'key': 'e_1_2_3_29_2', 'first-page': '113', 'volume-title': 'Enzymology and molecular biology of carbony1 metabolism 3', 'author': 'Rondeau J. M.', 'year': '1991'} / Enzymology and molecular biology of carbony1 metabolism 3 by Rondeau J. M. (1991)
10.1016/1044-0305(95)00191-F
{'key': 'e_1_2_3_31_2', 'first-page': '1264', 'volume-title': '43rd ASMS conference on mass spectrometry and allied topics', 'author': 'Feng R.', 'year': '1995'} / 43rd ASMS conference on mass spectrometry and allied topics by Feng R. (1995)
10.1002/rcm.1290080217
10.1016/1044-0305(94)00102-6
10.1021/ja00071a058
10.1021/ja00096a003

Dates

Type	When
Created	21 years, 1 month ago (July 16, 2004, 10:33 a.m.)
Deposited	1 year, 11 months ago (Aug. 30, 2023, 2:40 a.m.)
Indexed	1 year, 9 months ago (Nov. 15, 2023, 9:19 a.m.)
Issued	28 years, 7 months ago (Jan. 1, 1997)
Published	28 years, 7 months ago (Jan. 1, 1997)
Published Online	21 years, 1 month ago (July 16, 2004)
Published Print	28 years, 7 months ago (Jan. 1, 1997)

Funders 0

None

BibTeX

@article{Potier_1997, title={Study of Non‐Covalent Enzyme‐Inhibitor Complexes of Aldose Reductase by Electrospray Mass Spectrometry}, volume={243}, ISSN={1432-1033}, url={http://dx.doi.org/10.1111/j.1432-1033.1997.0274a.x}, DOI={10.1111/j.1432-1033.1997.0274a.x}, number={1–2}, journal={European Journal of Biochemistry}, publisher={Wiley}, author={Potier, Noelle and Barth, Patrick and Tritsch, Denis and Biellmann, Jean‐François and Van Dorsselaer, Alain}, year={1997}, month=jan, pages={274–282} }

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