AdipoGen Life Sciences

K777 [K11777]

CHF 55.00
In stock
AG-CR1-0158-M0011 mgCHF 55.00
AG-CR1-0158-M0055 mgCHF 220.00
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Product Details
Synonyms K-777; K-11777; N-Pip-F-hF-VS Phenyl; N-Pip-phenylalanine-homophenylalanine-vinyl sulfone phenyl; N-Methyl-piperazinyl-L-phenylalanyl-L-homophenylalanyl-vinyl sulfone
Product Type Chemical
Properties
Formula

C32H38N4O4S

MW 574.7
CAS 233277-99-1
Purity Chemicals ≥98% (NMR)
Appearance Solid.
Solubility Soluble in DMSO. Insoluble in water.
Identity Determined by 1H-NMR.
Other Product Data

Contains ~10% other isomer product.

InChi Key RHJLQMVZXQKJKB-FPHSVDBKSA-N
Smiles CN1CCN(C(N[C@@](C(N[C@@](/C=C/S(C2=CC=CC=C2)(=O)=O)([H])CCC3=CC=CC=C3)=O)([H])CC4=CC=CC=C4)=O)CC1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Broad-range cathepsin inhibitor (for all known cathepsins) useful for inflammasome inhibition. Inhibits cathepsins B, L, S, C, V, K and papain in cell-free assays. Inhibits cathepsin X as well.
  • Suppresses particle-induced NLRP3 activation and IL-1beta secretion more efficiently than Ca074Me (cathepsin B inhibitor), which in contrast suppresses nigericin-induced IL-1beta secretion.
  • Selectively inhibits particle-induced cell death but not nigericin- or sAdT-induced cell death.
  • Potent and selective CCR4 antagonist.
  • Potent, irreversible cysteine protease inhibitor.
  • Potent cysteine protease cruzain (cruzipain) inhibitor. Active against Trypanosoma cruzi the causative agent of Chagas' disease, a parasitic infection which is a leading cause of heart disease.
  • Antiparasitic agent with anti-trypanosomal , anti-leishmanial, anti-schistosomiasis, anti-amebiasis (EhCP1 (E. Histolytica cysteine proteinase 1)), anti-anthelmintic (hookworm first-stage larvae) and anti-cryptosporidial activity.
  • Shown to have antiviral activity by targeting cathepsin-mediated cell entry.
Product References
  1. Cysteine protease inhibitors cure an experimental Trypanosoma cruzi infection: J. Engel, et al.; J. Exp. Med. 188, 725 (1998)
  2. In vitro evaluation of the disposition of A novel cysteine protease inhibitor: W. Jacobsen, et al.; Drug Metab. Dispos. 28, 1343 (2000)
  3. Leishmania tropica: cysteine proteases are essential for growth and pathogenicity: H. Mahmoudzadeh-Niknam, et al.; Exp. Parasitol. 106, 158 (2004)
  4. A cysteine protease inhibitor protects dogs from cardiac damage during infection by Trypanosoma cruzi: S.C. Barr, et al.; Antimicrob. Agents Chemother. 49, 5160 (2005)
  5. Use of recombinant Entamoeba histolytica cysteine proteinase 1 to identify a potent inhibitor of amebic invasion in a human colonic model: S.G. Melendez-Lopez, et al.; Eukaryot. Cell 6, 1130 (2007)
  6. Schistosomiasis mansoni: novel chemotherapy using a cysteine protease inhibitor: M.H. Abdulla, et al.; PLoS Med. 4, e14 (2007)
  7. Vinyl sulfones as antiparasitic agents and a structural basis for drug design: I.D. Kerr, et al.; J. Biol. Chem. 284, 25697 (2009)
  8. In vitro and in vivo studies of the trypanocidal properties of WRR-483 against Trypanosoma cruzi: Y.T. Chen, et al.; PLoS Negl. Trop. Dis. 4, e825 (2010)
  9. Cure of hookworm infection with a cysteine protease inhibitor: J.J. Vermeire, et al.; PLoS Negl. Trop. Dis. 6, e1680 (2012)
  10. Mapping inhibitor binding modes on an active cysteine protease via NMR spectroscopy: G.M. Lee, et al.; Biochem. 51, 10087 (2012)
  11. Active cathepsins B, L, and S in murine and human pancreatitis: V. Lyo, et al.; Am. J. Physiol. Gastrointest. Liver Physiol. 303, G894 (2012)
  12. Internalization of CCR4 and inhibition of chemotaxis by K777, a potent and selective CCR4 antagonist: T. Sato, et al.; Pharmacology 91, 305 (2013)
  13. A cysteine protease inhibitor rescues mice from a lethal Cryptosporidium parvum infection: M. Ndao, et al.; Antimicrob. Agents Chemother. 57, 6063 (2013)
  14. Reversible cysteine protease inhibitors show promise for a Chagas Disease cure: M. Ndao, et al.; Antimicrob. Agents Chemother. 58, 1167 (2014)
  15. Protease inhibitors targeting coronavirus and filovirus entry: Y. Zhou, et al.; Antiviral Res. 116, 76 (2015)
  16. Multiple cathepsins promote inflammasome-independent, particle-induced cell death during NLRP3-dependent IL-1beta activation: G.M. Orlowski, et al.; J. Leukoc. Biol. 102, 7 (2017)
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