AdipoGen Life Sciences

H-89 . dihydrochloride

CHF 30.00
In stock
AG-CR1-0002-M0011 mgCHF 30.00
AG-CR1-0002-M0055 mgCHF 55.00
AG-CR1-0002-M02525 mgCHF 220.00
More Information
Product Details
Synonyms N-[2-(p-Bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide . 2HCl
Product Type Chemical
Properties
Formula

C20H20BrN3O2S . 2HCl

MW 446.4 . 72.9
CAS 130964-39-5 | 127243-85-0 (free base)
Purity Chemicals ≥98% (NMR)
Appearance White to off-white solid.
Solubility Soluble in DMSO (50mg/ml), DMF (20mg/ml), ethanol (1mg/ml) or methanol (1mg/ml). Slightly soluble in water.
Other Product Data

Stock solutions are stable for at least 3-4 weeks when stored at +4°C. We recommend using a fresh solution each day.

InChi Key ZKZXNDJNWUTGDK-NSCUHMNNSA-N
Smiles BrC1=CC=C(C=CCNCCNS(=O)(=O)C2=C3C=CN=CC3=CC=C2)C=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage +4°C
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Cell permeable potent and selective cAMP- and cGMP-dependent protein kinase (PKA and PKG) inhibitor [1-3].
  • Protein kinase Cμ (PKCμ) inhibitor [4].
  • Ca2+/calmodulin-dependent protein kinase II inhibitor [2].
  • Casein kinase I inhibitor [2].
  • Myosin light chain kinase (MLCK) inhibitor [2].
  • Apoptosis enhancer [5].
  • Tool to study protein crystal structure-inhibitor interactions [6].
  • Rho kinase inhibitor [7].
  • Cell proliferation inhibitor [8].
  • Review [9].
  • Chondrogenesis inducer
Product References
  1. Polyamines differentially inhibit cyclic AMP-dependent protein kinase-mediated phosphorylation in the brain of the tobacco hornworm, Manduca sexta.: W.L. Combest et al.; J. Neurochem. 51, 1581 (1988) 
  2. Inhibition of forskolin-induced neurite outgrowth and protein phosphorylation by a newly synthesized selective inhibitor of cyclic AMP-dependent protein kinase, N-[2-(p-bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide (H-89), of PC12: T. Chijiwa et al.; J. Biol. Chem. 265, 5267 (1990)
  3. A selective inhibitor of cyclic AMP-dependent protein kinase, N-[2-bromocinnamyl(amino)ethyl]-5- isoquinolinesulfonamide (H-89), inhibits phosphatidylcholine biosynthesis in HeLa cells: C.C. Geilen et al.; FEBS Lett. 309, 381 (1992) 
  4. Characterization of activators and inhibitors of protein kinase C mu: F.J. Johannes et al.; Eur. J. Biochem. 227, 303 (1995) 
  5. Protein kinase A inhibitors enhance radiation-induced apoptosis: D. Findik et al.; J. Cell Biochem. 57, 12 (1995) 
  6. Crystal structures of catalytic subunit of cAMP-dependent protein kinase in complex with isoquinolinesulfonyl protein kinase inhibitors H7, H8, and H89. Structural implications for selectivity: R.A. Engh et al.; J. Biol. Chem. 271, 26157 (1996) 
  7. The protein kinase A inhibitor H89 acts on cell morphology by inhibiting Rho kinase: J. Leemhuis, et al.; J. Pharmacol. Exp. Ther. 300, 1000 (2002) 
  8. H89 (N-[2-(p-bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide) induces reduction of myosin regulatory light chain phosphorylation and inhibits cell proliferation: D. Umeda, et al.; Eur. J. Pharmacol. 590, 61 (2008) 
  9. The many faces of H89: a review: A. Lochner & J.A. Moolman; Cardiovasc. Drug Rev. 24, 261 (2006)
  10. Rat embryonic fibroblasts immortalized by MRPS18-2 protein are target for NK-cells: M. Mushtaq, et al.; Oncotarget 8, 64907 (2017)
  11. Epigallocatechin-3-Gallate (EGCG) Promotes Autophagy-Dependent Survival via Influencing the Balance of mTOR-AMPK Pathways upon Endoplasmic Reticulum Stress: M. Holczer, et al.; Oxid. Med. Cell. Longev. 6721530 (2018)
  12. Silibinin promotes melanogenesis through the PKA and p38 MAPK signaling pathways in melanoma cells: T. Uto, et al.; Biomed. Res. 43, 31 (2022)
© 2017 Adipogen Life Sciences. Pictures: © 2012 Martin Oeggerli. All Rights Reserved.