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Key Documents

SML0063

Sigma-Aldrich

Q-VD-OPh hydrate

≥95% (HPLC), powder, pan-caspase inhibitor

Sinonimo/i:

5-(2,6-Difluorophenoxy)-3-[[3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic acid hydrate

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About This Item

Formula empirica (notazione di Hill):
C26H25F2N3O6 · xH2O
Numero CAS:
Peso molecolare:
513.49 (anhydrous basis)
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

product name

Q-VD-OPh hydrate, ≥95% (HPLC)

Livello qualitativo

Saggio

≥95% (HPLC)

Forma fisica

powder

Condizioni di stoccaggio

desiccated

Colore

white to light brown

Solubilità

DMSO: ≥14 mg/mL

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

O=C(NC(C(C)C)C(NC(C(COC1=C(F)C=CC=C1F)=O)CC(O)=O)=O)C2=NC3=CC=CC=C3C=C2.[H]O[H]

InChI

1S/C26H25F2N3O6.H2O/c1-14(2)23(31-25(35)19-11-10-15-6-3-4-9-18(15)29-19)26(36)30-20(12-22(33)34)21(32)13-37-24-16(27)7-5-8-17(24)28;/h3-11,14,20,23H,12-13H2,1-2H3,(H,30,36)(H,31,35)(H,33,34);1H2/t20-,23-;/m0./s1
ONOTWLLTFZMERH-WCRWPNQISA-N

Applicazioni

Q-VD-OPh hydrate has been used:
  • as a pan-caspase inhibitor to prevent cell death in urothelial carcinoma cells (UCC)
  • to induce canonical caspase-dependent apoptosis in UC cells
  • to block caspase-3 and Poly (ADP-ribose) polymerase-1 (PARP-1)
  • to study the protective role of EspZ effector protein against apoptosis and necrosis in human epithelial cells

Azioni biochim/fisiol

Q-VD-OPh is a potent pan-caspase inhibitor that protects cells from capsase-dependent apoptosis. Q-VD-OPh has superior aqueous stability, cell permeability, and efficacy than FMK-based caspase inhibitors and displays no cytotoxic effects alone.

Caratteristiche e vantaggi

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Caspases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Combined inhibition of BET proteins and class I HDACs synergistically induces apoptosis in urothelial carcinoma cell lines
Holscher A S, et al.
Clinical epigenetics, 10(1) (2018)
Inhibition of class I histone deacetylases 1 and 2 promotes urothelial carcinoma cell death by various mechanisms
Pinkerneil M, et al.
Molecular Cancer Therapeutics, 15(2), 299-312 (2016)
Jennifer Lising Roxas et al.
Infection and immunity, 80(11), 3850-3857 (2012-08-22)
The diarrheagenic pathogen enteropathogenic Escherichia coli (EPEC) limits the death of infected enterocytes early in infection. A number of bacterial molecules and host signaling pathways contribute to the enhanced survival of EPEC-infected host cells. EspZ, a type III secreted effector
Ifeanyi Jude Ezeonwumelu et al.
International journal of molecular sciences, 23(23) (2022-12-12)
HIV latent infection may be associated with disrupted viral RNA sensing, interferon (IFN) signaling, and/or IFN stimulating genes (ISG) activation. Here, we evaluated the use of compounds selectively targeting at the inhibitor of nuclear factor-κB (IκB) kinase (IKK) complex subunits
The cyanobacterial metabolite nocuolin A is a natural oxadiazine that triggers apoptosis in human cancer cells
Voracova K, et al.
PLoS ONE, 12(3), e0172850-e0172850 (2017)

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