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SML0612

Sigma-Aldrich

Perifosine

≥98% (HPLC)

Sinonimo/i:

4-[[Hydroxy(octadecyloxy)phosphinyl]oxy]-1,1-dimethyl-piperidinium inner salt, KRX-0401, Octadecyl-(1,1-dimethyl-4-piperidylio) phosphate

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About This Item

Formula empirica (notazione di Hill):
C25H52NO4P
Numero CAS:
Peso molecolare:
461.66
Codice UNSPSC:
12352200
NACRES:
NA.77

Saggio

≥98% (HPLC)

Stato

powder

Colore

white to beige

Solubilità

H2O: 10 mg/mL, clear

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

[P](=O)([O-])(OC1CC[N+](CC1)(C)C)OCCCCCCCCCCCCCCCCCC

InChI

1S/C25H52NO4P/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-29-31(27,28)30-25-20-22-26(2,3)23-21-25/h25H,4-24H2,1-3H3
SZFPYBIJACMNJV-UHFFFAOYSA-N

Applicazioni

Perifosine has been used as an alkyl phospholipid AKT inhibitor.

Azioni biochim/fisiol

Perifosine (KRX-0401) is a selective bioavailable alkylphospholipid inhibitor of protein kinase B/Akt (PKB/Akt) with anti-proliferative activity.
Perifosine (KRX-0401) is a selective bioavailable alkylphospholipid inhibitor of protein kinase B/Akt (PKB/Akt) with anti-proliferative activity. Perifosine acts on cell membranes, selectively targeting proliferating cells, inducing growth arrest and apoptosis.
Perifosine (octadecyl-(1,1-dimethyl-4-piperidylio)) is an antitumor compound. It acts at lipid rafts and stops lysosomal accumulation and mTORC1 (mammalian target of rapamycin complex 1) signaling. This drug exhibits significant antiproliferative activity in vitro and in vivo in various human cancer model systems.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Certificati d'analisi (COA)

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Slide 1 of 8

1 of 8

Perifosine, a novel alkylphospholipid, inhibits protein kinase B activation.
Kondapaka SB, et al.
Molecular Cancer Therapeutics, 2(11), 1093-1103 (2003)
TUFT1 interacts with RABGAP1 and regulates mTORC1 signaling.
Kawasaki N, et al.
Cell discovery, 4(1), 1-1 (2018)
Natsumi Kawasaki et al.
Cell discovery, 4, 1-1 (2018-02-10)
The mammalian target of rapamycin (mTOR) pathway is commonly activated in human cancers. The activity of mTOR complex 1 (mTORC1) signaling is supported by the intracellular positioning of cellular compartments and vesicle trafficking, regulated by Rab GTPases. Here we showed
José M Bravo-San Pedro et al.
Cell metabolism, 30(4), 754-767 (2019-08-20)
Autophagy facilitates the adaptation to nutritional stress. Here, we show that short-term starvation of cultured cells or mice caused the autophagy-dependent cellular release of acyl-CoA-binding protein (ACBP, also known as diazepam-binding inhibitor, DBI) and consequent ACBP-mediated feedback inhibition of autophagy.

Protocolli

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