DOI: 10.1042/bj2880759. Comparative behaviour of calpain and cathepsin B toward peptidyl acyloxymethyl ketones, sulphonium methyl ketones and other potential inhibitors of cysteine proteinases

Comparative behaviour of calpain and cathepsin B toward peptidyl acyloxymethyl ketones, sulphonium methyl ketones and other potential inhibitors of cysteine proteinases

10.1042/bj2880759

Crossref journal-article

Portland Press Ltd.

Biochemical Journal (288)

Abstract

Peptidyl acyloxymethyl ketones, previously established as potent inactivators of the lysosomal cysteine proteinase cathepsin B, were evaluated against smooth-muscle calpain, a member of the family of Ca(2+)-dependent cysteine proteinases. Only modest rates of time-dependent inhibition could be achieved, even with peptidyl affinity groups optimized for calpain and linked to a carboxylate leaving group of very low pKa [2,6-(CF3)2PhCOO-, pKa 0.58]. Selective inactivation of cathespin B versus calpain was consistently observed with this type of inhibitor. Examination of other potential inhibitors revealed a rank order of potency against calpain to be: peptidyl sulphonium methyl ketones &gt; fluoromethyl ketones, diazomethyl ketones &gt;&gt; acyloxymethyl ketones, an order which differs sharply from that found for cathespin B.

Bibliography

Pliura, D. H., Bonaventura, B. J., Smith, R. A., Coles, P. J., & Krantz, A. (1992). Comparative behaviour of calpain and cathepsin B toward peptidyl acyloxymethyl ketones, sulphonium methyl ketones and other potential inhibitors of cysteine proteinases. Biochemical Journal, 288(3), 759â762.

Authors 5

D H Pliura (first)
B J Bonaventura (additional)
R A Smith (additional)
P J Coles (additional)
A Krantz (additional)

References 0 Referenced 46

None

Dates

Type	When
Created	10 years ago (Aug. 10, 2015, 5:29 p.m.)
Deposited	3 years, 9 months ago (Nov. 23, 2021, 5:13 p.m.)
Indexed	1 year, 3 months ago (May 17, 2024, 12:22 p.m.)
Issued	32 years, 8 months ago (Dec. 15, 1992)
Published	32 years, 8 months ago (Dec. 15, 1992)
Published Print	32 years, 8 months ago (Dec. 15, 1992)

Funders 0

None

BibTeX

@article{Pliura_1992, title={Comparative behaviour of calpain and cathepsin B toward peptidyl acyloxymethyl ketones, sulphonium methyl ketones and other potential inhibitors of cysteine proteinases}, volume={288}, ISSN={1470-8728}, url={http://dx.doi.org/10.1042/bj2880759}, DOI={10.1042/bj2880759}, number={3}, journal={Biochemical Journal}, publisher={Portland Press Ltd.}, author={Pliura, D H and Bonaventura, B J and Smith, R A and Coles, P J and Krantz, A}, year={1992}, month=dec, pages={759–762} }

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