SML1800

JK-2

≥90% (NMR)

• Synonym(s): Lithium 2-(phenylphosphonothioylamino)-3-phenylpropanoate
• Empirical Formula (Hill Notation): C₁₅H₁₄NO₃PS · 2Li
• Molecular Weight: 333.20
• UNSPSC Code: 12352200
• PubChem Substance ID: 329826073
• NACRES: NA.77

Properties

• Quality Level: 100
• 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+]
• InChI: 1S/C15H16NO3PS.2Li/c17-15(18)14(11-12-7-3-1-4-8-12)16-20(19,21)13-9-5-2-6-10-13;;/h1-10,14H,11H2,(H,17,18)(H2,16,19,21);;/q;2*+1/p-2
• InChI key: JYJXLPYKDMREAV-UHFFFAOYSA-L

Description

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).

JK-2 is a phosphorothioate-based hydrogen sulfide (H2S) donor..

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3