Molecular structure of 3,4 Dichloroisocoumarin, CAS Number: 51050-59-0
3,4 Dichloroisocoumarin (CAS 51050-59-0)
See product citations (8)
Alternate Names:
3,4-Dichloro-2-benzopyran-1-one
Application:
3,4 Dichloroisocoumarin is a granzyme, cathepsin G, and neutrolphil elastase inhibitor
CAS Number:
51050-59-0
Molecular Weight:
215.03
Molecular Formula:
C9H4Cl2O2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
3,4 Dichloroisocoumarin is a potent, irreversible inhibitor of serine proteases. It reacts with serine proteases to release an acylchloride moiety that can acylate another active site residue. 3,4 Dichloroisocoumarin also inhibits granzymes A, B, and H, cathepsin G, neutrophil elastase, proteinase and blocks apoptotic internucleosomal DNA cleavage in thymocytes without the involvement of endonucleases. 3,4 Dichloroisocoumarin inhibits activation of neutral sphingomyelinase and daunorubicin-triggered apoptosis as well as apoptosis induced by camptothecin in HL-60 cells. 3,4 Dichloroisocoumarin inhibits migration of eosinophils through basement membrane components in vitro. 3,4 Dichloroisocoumarin does not affect thiol proteases and metalloproteases. 3,4 Dichloroisocoumarin does not exhibit any activity towards beta-lactamases. 3,4 Dichloroisocoumarin is an inhibitor of Chymotrypsin and Trypsin.
3,4 Dichloroisocoumarin (CAS 51050-59-0) References
- The human cytotoxic T cell granule serine protease granzyme H has chymotrypsin-like (chymase) activity and is taken up into cytoplasmic vesicles reminiscent of granzyme B-containing endosomes. | Edwards, KM., et al. 1999. J Biol Chem. 274: 30468-73. PMID: 10521426
- A 3,4-dichloroisocoumarin-resistant component of the multicatalytic proteinase complex. | Cardozo, C., et al. 1992. Biochemistry. 31: 7373-80. PMID: 1510927
- 3,4-dichloroisocoumarin-induced activation of the degradation of beta-casein by the bovine pituitary multicatalytic proteinase complex. | Pereira, ME., et al. 1992. J Biol Chem. 267: 7949-55. PMID: 1560024
- Human and murine cytotoxic T lymphocyte serine proteases: subsite mapping with peptide thioester substrates and inhibition of enzyme activity and cytolysis by isocoumarins. | Odake, S., et al. 1991. Biochemistry. 30: 2217-27. PMID: 1998680
- Catalytic mechanism of rhomboid protease GlpG probed by 3,4-dichloroisocoumarin and diisopropyl fluorophosphonate. | Xue, Y. and Ha, Y. 2012. J Biol Chem. 287: 3099-107. PMID: 22130671
- 3,4-Dichloroisocoumarin, a serine protease inhibitor, inactivates glycogen phosphorylase b. | Rusbridge, NM. and Beynon, RJ. 1990. FEBS Lett. 268: 133-6. PMID: 2384149
- Mechanism-based isocoumarin inhibitors for serine proteases: use of active site structure and substrate specificity in inhibitor design. | Powers, JC., et al. 1989. J Cell Biochem. 39: 33-46. PMID: 2654146
- Reaction of serine proteases with substituted isocoumarins: discovery of 3,4-dichloroisocoumarin, a new general mechanism based serine protease inhibitor. | Harper, JW., et al. 1985. Biochemistry. 24: 1831-41. PMID: 3893537
- Inhibition of a tumour protease with 3,4-dichloroisocoumarin, pentamidine-isethionate and guanidino derivatives. | Anees, M. and Steven, FS. 1994. J Enzyme Inhib. 8: 213-21. PMID: 7539490
- Human granzyme B is essential for DNA fragmentation of susceptible target cells. | Su, B., et al. 1994. Eur J Immunol. 24: 2073-80. PMID: 8088328
- Apparent formation of sodium dodecyl sulfate-stable complexes between serpins and 3,4-dichloroisocoumarin-inactivated proteinases is due to regeneration of active proteinase from the inactivated enzyme. | Olson, ST., et al. 1997. J Biol Chem. 272: 13338-42. PMID: 9148956
- Serine protease inhibitors block neutral sphingomyelinase activation, ceramide generation, and apoptosis triggered by daunorubicin. | Mansat, V., et al. 1997. FASEB J. 11: 695-702. PMID: 9240970
- Camptothecin-induced apoptosis in p53-null human leukemia HL60 cells and their isolated nuclei: effects of the protease inhibitors Z-VAD-fmk and dichloroisocoumarin suggest an involvement of both caspases and serine proteases. | Shimizu, T. and Pommier, Y. 1997. Leukemia. 11: 1238-44. PMID: 9264376
- Production of fully active recombinant murine granzyme B in yeast. | Pham, CT., et al. 1998. J Biol Chem. 273: 1629-33. PMID: 9430705
Inhibitor of:
cathepsin G, Chymotrypsin, granzyme A, granzyme B, granzyme H, Neutrophil Elastase, Protease, and Trypsin.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
3,4 Dichloroisocoumarin, 5 mg | sc-3502 | 5 mg | $251.00 |