H-89 . dihydrochloride
| Code | Size | Price |
|---|
| AG-CR1-0002-M001 | 1 mg | £30.00 |
Quantity:
| AG-CR1-0002-M005 | 5 mg | £50.00 |
Quantity:
| AG-CR1-0002-M025 | 25 mg | £170.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
4°C
Documents
Further Information
Alternate Names/Synonyms:
N-[2-(p-Bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide . 2HCl
Appearance:
White to off-white solid.
CAS:
130964-39-5 | 127243-85-0 (free base)
EClass:
32160000
Form (Short):
liquid
InChi:
InChI=1S/C20H20BrN3O2S/c21-18-8-6-16(7-9-18)3-2-11-22-13-14-24-27(25,26)20-5-1-4-17-15-23-12-10-19(17)20/h1-10,12,15,22,24H,11,13-14H2/b3-2+
InChiKey:
ZKZXNDJNWUTGDK-NSCUHMNNSA-N
Long Description:
Chemical. CAS: 130964-39-5 | 127243-85-0 (free base). Formula: C20H20BrN3O2S . 2HCl. MW: 446.4 . 72.9. Cell permeable potent and selective cAMP- and cGMP-dependent protein kinase (PKA and PKG) inhibitor. Protein kinase Cµ (PKCµ) inhibitor. Ca2+/calmodulin-dependent protein kinase II inhibitor. Casein kinase I inhibitor. Myosin light chain kinase (MLCK) inhibitor. Apoptosis enhancer. Tool to study protein crystal structure-inhibitor interactions. Rho kinase inhibitor. Cell proliferation inhibitor. Review.
MDL:
MFCD00214120
Molecular Formula:
C20H20BrN3O2S . 2HCl
Molecular Weight:
446.4 . 72.9
Other data:
Stock solutions are stable for at least 3-4 weeks when stored at +4°C. We recommend using a fresh solution each day.
Package Type:
Vial
Product 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].
Purity:
>98% (NMR)
SMILES:
BrC1=CC=C(C=CCNCCNS(=O)(=O)C2=C3C=CN=CC3=CC=C2)C=C1
Solubility Chemicals:
Soluble in DMSO (50mg/ml), DMF (20mg/ml), ethanol (1mg/ml) or methanol (1mg/ml). Slightly soluble in water.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.
References
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) | 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) | 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) | Characterization of activators and inhibitors of protein kinase C mu: F.J. Johannes et al.; Eur. J. Biochem. 227, 303 (1995) | Protein kinase A inhibitors enhance radiation-induced apoptosis: D. Findik et al.; J. Cell Biochem. 57, 12 (1995) | 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) | 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) | 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) | The many faces of H89: a review: A. Lochner & J.A. Moolman; Cardiovasc. Drug Rev. 24, 261 (2006)