SML3656

PAPTP trifluoroacetate

≥98% (HPLC)

• Synonym(e): (3-(4-(4-((7-Oxo-7H-furo[3,2-g]benzopyran-4-yl)oxy)butoxy)phenyl)propyl)triphenyl phosphonium trifluoroacetate, (3-(4-(4-(7-Oxo-7H-furo[3,2-g]chromen-4-yloxy)butoxy)phenyl)propyl)triphenylphosphonium trifluoroacetate
• Empirische Formel (Hill-System): C₄₂H₃₈O₅P · xC₂HF₃O₂
• Molekulargewicht: 653.72 (free base basis)
• UNSPSC-Code: 12352200
• NACRES: NA.21

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98% (HPLC)
• Form: powder
• Lagerbedingungen: desiccated
• Farbe: white to beige
• Lagertemp.: -10 to -25°C
• SMILES String: O=C1C=CC2=C(C3=C(C=C2O1)OC=C3)OCCCCOC4=CC=C(C=C4)CCC[P+](C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7
• InChI: 1S/C42H38O5P/c43-41-25-24-37-40(47-41)31-39-38(26-29-45-39)42(37)46-28-11-10-27-44-33-22-20-32(21-23-33)13-12-30-48(34-14-4-1-5-15-34,35-16-6-2-7-17-35)36-18-8-3-9-19-36/h1-9,14-26,29,31H,10-13,27-28,30H2/q+1
• InChIKey: MHIFCBNYOHOSHK-UHFFFAOYSA-N

Beschreibung

Biochem./physiol. Wirkung

Kv1.3-selective, mitochondria-targeting Kv1.3 blocker that induces ROS-mediated cancer-selective killing both in vitro and in vivo. More effective than PAP-1.

PAPTP is a PAP-1-derivatized Kv1.3-selective potassium channel blocker with a positively charged lipophilic propyl-triphenylphosphonium (TP) moiety that allows mitochondria-targeted PAPTP delivery. Mitochondria Kv1.3 inhibition induces oxygen species (ROS)-mediated cancer-selective killing both in cultures (by 28%/69%/95% post 24-hr 0/1/10 µM PAPTP treatment of primary B-CLL; 20%/24% normal B-cell death with 0/20 µM PAPTP) and in murine orthotopic models of melanoma and pancreatic ductal adenocarcinoma in vivo (5 µmol/kg q.o.d. via i.p.). PAPTP exhibits higher anti-cancer efficacy than PAP-1 both in vitro and in vivo, and and is less affected by ultidrug resistance (MDR).

Vorsicht

Hygroscopic

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable