SML1800
JK-2
≥90% (NMR)
Synonym(s):
Lithium 2-(phenylphosphonothioylamino)-3-phenylpropanoate
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About This Item
Empirical Formula (Hill Notation):
C15H14NO3PS · 2Li
Molecular Weight:
333.20
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Quality Level
Assay
≥90% (NMR)
form
powder
storage condition
desiccated
protect from light
color
white to beige
solubility
H2O: 20 mg/mL, clear
storage temp.
2-8°C
SMILES string
S=P(C1=CC=CC=C1)([O-])NC(C([O-])=O)CC2=CC=CC=C2.[Li+].[Li+]
Biochem/physiol Actions
JK-2 is a phosphorothioate-based hydrogen sulfide (H2S) donor that shows greatly accelerated H2S release upon protonation-induced intramolecular cyclization at acidic pH ([H2S]/time/pH = 94 μM/4.5 min/pH 5.0, 84 μM/4.5 min/pH 6.0, 36 μM/90 min/pH 7.4, 21 μM/90 min/pH 8.0 with JK-2; [JK-2] = 100 μM at time 0) and is superior to GYY4137 in H2S generation both in buffer (<5 μM H2S/90 min/pH 5.0-8.0 with GYY4137) and in cells without cytotoxicity up to 400 μM in H9c2 and HeLa cultures. JK-2 protects H9c2 rat myoblasts from anoxia/reoxygenation (A/R; 1 hr 2% O2, then 6 hr reoxygenation with 400 μM H2O2) treatment (100% vs. 60% viability with or without 25 μM JK-2) and is efficacious in reducing infarct size per area-at-risk (INF/AAR) upon myocardial ischemia-reperfusion (MI/R) injury induction in mice in vivo (55% and 56% INF/AAR redcution with 50 μg/kg and 100 μg/kg, respectively, via intracardiac injection).
WGK
WGK 3
Certificates of Analysis (COA)
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