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Merck
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SML3656

Sigma-Aldrich

PAPTP trifluoroacetate

≥98% (HPLC)

Sinónimos:

(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

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About This Item

Fórmula empírica (notación de Hill):
C42H38O5P · xC2HF3O2
Peso molecular:
653.72 (free base basis)
Código UNSPSC:
12352200
NACRES:
NA.21

Nivel de calidad

100

Análisis

≥98% (HPLC)

formulario

powder

condiciones de almacenamiento

desiccated

color

white to beige

temp. de almacenamiento

-10 to -25°C

cadena SMILES

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

Acciones bioquímicas o fisiológicas

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).

Precaución

Hygroscopic

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sofia Parrasia et al.
Pharmaceuticals (Basel, Switzerland), 14(2) (2021-02-11)
A developing family of chemotherapeutics-derived from 5-(4-phenoxybutoxy)psoralen (PAP-1)-target mitochondrial potassium channel mtKv1.3 to selectively induce oxidative stress and death of diseased cells. The key to their effectiveness is the presence of a positively charged triphenylphosphonium group which drives their accumulation
Faye L Styles et al.
Cell death & disease, 12(4), 372-372 (2021-04-09)
Cellular energy metabolism is fundamental for all biological functions. Cellular proliferation requires extensive metabolic reprogramming and has a high energy demand. The Kv1.3 voltage-gated potassium channel drives cellular proliferation. Kv1.3 channels localise to mitochondria. Using high-resolution respirometry, we show Kv1.3
Luigi Leanza et al.
Cancer cell, 31(4), 516-531 (2017-04-12)
The potassium channel Kv1.3 is highly expressed in the mitochondria of various cancerous cells. Here we show that direct inhibition of Kv1.3 using two mitochondria-targeted inhibitors alters mitochondrial function and leads to reactive oxygen species (ROS)-mediated death of even chemoresistant
Elisa Venturini et al.
Neuro-Signals, 25(1), 26-38 (2017-09-05)
Glioblastoma (GBM) is one of the most aggressive cancers, counting for a high number of the newly diagnosed patients with central nervous system (CNS) cancers in the United States and Europe. Major features of GBM include aggressive and invasive growth
Roberto Costa et al.
Cell reports, 28(8), 1949-1960 (2019-08-23)
Wnt signaling affects fundamental development pathways and, if aberrantly activated, promotes the development of cancers. Wnt signaling is modulated by different factors, but whether the mitochondrial energetic state affects Wnt signaling is unknown. Here, we show that sublethal concentrations of
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