Literature DB >> 1732539

Inactivation of calpain by peptidyl fluoromethyl ketones.

H Angliker1, J Anagli, E Shaw.   

Abstract

The syntheses of Z-Leu-Leu-Tyr-CH2F (1) and Z-Tyr-Ala-CH2F (3) are described. The ability of Z-Leu-Leu-Tyr-CH2F (1) and Z-Leu-Tyr-CH2F (2) to inactivate in vitro calcium-activated proteinase from chicken gizzard are compared. Like the analogous diazomethyl ketones 4 and 5, these inhibitors were also found to inactivate cathepsin L in common with other inhibitors under current investigation. However, other specific inactivators for cathepsin L are available, for example, the fluoromethyl ketone 3 and diazomethyl ketone 6 of Z-Tyr-Ala-OH, which have no effect on the calcium-activated proteinase and therefore provide control inhibitors for observations made with Z-Leu-Leu-Tyr-CH2F (1).

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Year:  1992        PMID: 1732539     DOI: 10.1021/jm00080a003

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  7 in total

1.  Improvement in recovery after experimental intracerebral hemorrhage using a selective cathepsin B and L inhibitor.

Authors:  Dongmei Yang; Yuxia Han; Jianfeng Zhang; Christopher Ding; John Anagli; Donald M Seyfried
Journal:  J Neurosurg       Date:  2010-07-30       Impact factor: 5.115

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

Authors:  D H Pliura; B J Bonaventura; R A Smith; P J Coles; A Krantz
Journal:  Biochem J       Date:  1992-12-15       Impact factor: 3.857

3.  Catalytic-site characteristics of the porcine calpain II 80 kDa/18 kDa heterodimer revealed by selective reaction of its essential thiol group with two-hydronic-state time-dependent inhibitors: evidence for a catalytic site Cys/His interactive system and an ionizing modulatory group.

Authors:  G W Mellor; S K Sreedharan; D Kowlessur; E W Thomas; K Brocklehurst
Journal:  Biochem J       Date:  1993-02-15       Impact factor: 3.857

4.  Affinity labelling of the Ca(2+)-activated neutral proteinase (calpain) in intact human platelets.

Authors:  J Anagli; J Hagmann; E Shaw
Journal:  Biochem J       Date:  1993-01-01       Impact factor: 3.857

5.  Inhibitors of human heart chymase based on a peptide library.

Authors:  M Bastos; N J Maeji; R H Abeles
Journal:  Proc Natl Acad Sci U S A       Date:  1995-07-18       Impact factor: 11.205

6.  Calpain regulates actin remodeling during cell spreading.

Authors:  D A Potter; J S Tirnauer; R Janssen; D E Croall; C N Hughes; K A Fiacco; J W Mier; M Maki; I M Herman
Journal:  J Cell Biol       Date:  1998-05-04       Impact factor: 10.539

7.  A molecular brake controls the magnitude of long-term potentiation.

Authors:  Yubin Wang; Guoqi Zhu; Victor Briz; Yu-Tien Hsu; Xiaoning Bi; Michel Baudry
Journal:  Nat Commun       Date:  2014       Impact factor: 14.919

  7 in total

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