Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

More Documents

SML0063

Sigma-Aldrich

Q-VD-OPh hydrate

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

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C26H25F2N3O6 · xH2O
CAS Number:
1435786-01-8
Molecular Weight:
513.49 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329825128
NACRES:
NA.77

product name

Q-VD-OPh hydrate, ≥95% (HPLC)

Quality Level

100

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
View All Related Papers

Articles

Caspases

We offers many products related to caspases for your research needs.

Related Content

Discover Bioactive Small Molecules for Cell Cycle Research

n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service