SML4388

WSP-1

≥98% (HPLC)

• Synonym(e): 6′-Methoxy-3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthen]-3′-yl 2-(2-pyridinyldithio)benzoate, 3′-Methoxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthen]-6′-yl 2-(pyridin-2-yldisulfaneyl)benzoate, H2S Sensor WSP-1, Washington State Probe 1, WSP 1, WSP1
• Empirische Formel (Hill-System): C₃₃H₂₁NO₆S₂
• CAS-Nummer: 1352750-34-5
• Molekulargewicht: 591.65
• UNSPSC Code: 12352200
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: protect from light

Eigenschaften

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• storage condition: protect from light
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear (warmed)
• storage temp.: 2-8°C

Beschreibung

Biochem/physiol Actions

WSP-1 is a highly selective turn-on fluorescent sensor for hydrogen sulfide detection in living cells and plant systems, employing a nucleophilic substitution-cyclization mechanism to rapidly sense both exogenous and endogenous H2S. With λex/λem of 476/516 nm and a quantum yield (ϕ) of 0.003, WSP-1 exhibits a remarkable 130-fold fluorescence increase upon H2S binding, achieving a detection limit of 60 nM and demonstrating excellent selectivity over other biothiols like cysteine and glutathione. WSP1 maintains optimal performance across physiological pH ranges (6-9) and stability even at higher pH values, outperforming its counterpart WSP-5 in highly alkaline conditions. Despite its poor water solubility necessitating the use of organic co-solvents or surfactants, WSP-1′s fast response time, low nanomolar sensitivity, and significant fluorescence enhancement make it a valuable tool for real-time H2S imaging and quantification in complex cellular environments, enabling the study of H2S-mediated signaling pathways and potential therapeutic applications in cardiovascular and neurodegenerative diseases.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable