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Merck

B1427

Sigma-Aldrich

H-89 dihydrochloride hydrate

≥98% (HPLC), powder, PKA inhibitor

Synonym(e):

N-[2-(p-Bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide dihydrochloride

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About This Item

Empirische Formel (Hill-System):
C20H20BrN3O2S · 2HCl · xH2O
CAS-Nummer:
Molekulargewicht:
519.28 (anhydrous basis)
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

product name

H-89 dihydrochloride hydrate, ≥98% (HPLC), powder

Biologische Quelle

synthetic (organic)

Assay

≥98% (HPLC)

Form

powder

Farbe

off-white

Löslichkeit

DMSO: 10 mg/mL, clear

Lagertemp.

2-8°C

SMILES String

O.Cl.Cl.Brc1ccc(\C=C\CNCCNS(=O)(=O)c2cccc3cnccc23)cc1

InChI

1S/C20H20BrN3O2S.2ClH.H2O/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;2*1H;1H2/b3-2+;;;

InChIKey

GKFFJFGBWAGAFD-HZBIHQSRSA-N

Anwendung

H-89 dihydrochloride hydrate has been used in the inhibition of protein kinase A in Leydig cells, primary calvarial osteoblasts (pOBs), rat granulosa cell line (LH-15 cells) and human umbilical vein endothelial cells (HUVECs).

Biochem./physiol. Wirkung

H-89 dihydrochloride hydrate is a selective inhibitor of protein kinase A (PKA). It also inhibits potassium (K+) current in rat myocytes. It mediates Na+ transport by interacting with α subunits of epithelial Na+ channel (ENaC).
Selective, potent inhibitor of cAMP-dependent protein kinase.

Leistungsmerkmale und Vorteile

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the PKA & PKG and PKB/Akt pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Die Dokumentenbibliothek aufrufen

Hypoxia sensing through beta-adrenergic receptors
Cheong HI, et al.
JCI insight, 1(21), 179-185 (2016)
H89, an inhibitor of protein kinase A (PKA), stimulates Na+ transport by translocating an epithelial Na+ channel (ENaC) in fetal rat alveolar type II epithelium
Marunaka Y and Niisato N
Biochemical Pharmacology, 66(6), 1083-1089 (2003)
Pilar Sánchez-Blázquez et al.
PloS one, 5(6), e11278-e11278 (2010-06-30)
In periaqueductal grey (PAG) matter, cross-talk between the Mu-opioid receptor (MOR) and the glutamate N-methyl-D-Aspartate receptor (NMDAR)-CaMKII pathway supports the development of analgesic tolerance to morphine. In neurons, histidine triad nucleotide binding protein 1 (HINT1) connects the regulators of G
H-89 inhibits transient outward and inward rectifier potassium currents in isolated rat ventricular myocytes
Pearman C, et al.
British Journal of Pharmacology, 148(8), 1091-1098 (2006)
Human LH and hCG stimulate differently the early signalling pathways but result in equal testosterone synthesis in mouse Leydig cells in vitro
Riccetti L, et al.
Reproductive Biology and Endocrinology, 15(1), 2-2 (2017)

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