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SML0063

Sigma-Aldrich

Q-VD-OPh hydrate

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

Synonyma:

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

Empirický vzorec (Hillův zápis):
C26H25F2N3O6 · xH2O
Číslo CAS:
1435786-01-8
Molekulová hmotnost:
513.49 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329825128
NACRES:
NA.77

product name

Q-VD-OPh hydrate, ≥95% (HPLC)

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to light brown

solubility

DMSO: ≥14 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

InChI key

ONOTWLLTFZMERH-WCRWPNQISA-N

Application

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

Biochem/physiol Actions

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.

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Osvědčení o analýze (COA)

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Navštívit knihovnu dokumentů

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)
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)
Mahshid H Dehkordi et al.
Cell death & disease, 11(5), 308-308 (2020-05-06)
Caspase-2, -9, and -3 are reported to control myoblast differentiation into myotubes. This had been previously explained by phosphatidylserine exposure on apoptotic myoblasts inducing differentiation in neighboring cells. Here we show for the first time that caspase-3 is activated in
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
Zobrazit všechny související dokumenty

Sortimentní položky

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Discover Bioactive Small Molecules for Cell Cycle

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Bioactive Molecules for Apoptosis

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