Q-VD-OPh

AdipoGen Life Sciences
Product Code: AG-CP3-0006
CodeSizePrice
AG-CP3-0006-M0011 mg£155.00
Quantity:
AG-CP3-0006-30013 x 1 mg£400.00
Quantity:
AG-CP3-0006-M0055 mg£590.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Blue Ice
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Q-Val-Asp-OPh; pan-Caspase Inhibitor; N-(2-Quinolyl)-L-valyl-L-aspartyl-(2,6-difluorophenoxy) methylketone
Appearance:
White solid.
Biological Activity:
The IC50 range for caspases -1, -3, -8, -9, -10, and -12 is 25-400 nM.
CAS:
1135695-98-5 (anhydrous)
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.
InChi:
InChI=1S/C26H25F2N3O6/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)/t20?,23-/m0/s1
InChiKey:
OOBJCYKITXPCNS-AKRCKQFNSA-N
Long Description:
Chemical. CAS: 1135695-98-5 (anhydrous). Formula: C26H25F2N3O6. MW: 513.5. Synthetic. Cell permeable, irreversible and non-toxic non-FMK pan-caspase inhibitor with improved potency, stability and toxicity over Z-VAD-FMK. Does not cross-react with cathepsins nor calpains. Non-toxic due to the 2,6-difluorophenoxy methyl (OPh) group. The peptide is not O-methylated to reduce hydrophobicity and to facilitate use in aqueous media. Inhibits ICE-family protease/caspase processing, leading to apoptosis and autophagy induction. Decreases proteasome activity. Used in apoptosis and inflammasome studies.
MDL:
MFCD20527311
Molecular Formula:
C26H25F2N3O6
Molecular Weight:
513.5
Other data:
Q-VD-OPh does not exhibit toxic effects at typical working concentrations: 10-20 µM for in vitro cell culture applications, 10-120 (up to 1000) mg/kg for in vivo animal studies. Q-VD-OPh is a small hydrophobic compound and requires DMSO for solubilization. Stock solutions as high as 200mg/ml have been prepared in DMSO. To retain solubility in water at concentrations above 1mg/ml, 80 % DMSO is suggested. For tissue culture studies 10mM or 20mM stock solutions are prepared in DMSO and diluted 1:1000 directly into the tissue culture medium. For in vivo studies Q-VD-OPh has been administered in 80% to 100% DMSO to assure solubility at the doses given. For Negative Control see Prod. No. AG-CP3-0007 http://www.adipogen.com/ag-cp3-0007/q-ve-oph-negativ-control.html .
Package Type:
Vial
Product Description:
Cell permeable, irreversible and non-toxic non-FMK pan-caspase inhibitor with improved potency, stability and toxicity over Z-VAD-FMK. Does not cross-react with cathepsins nor calpains. Non-toxic due to the 2,6-difluorophenoxy methyl (OPh) group. The peptide is not O-methylated to reduce hydrophobicity and to facilitate use in aqueous media. Inhibits ICE-family protease/caspase processing, leading to apoptosis and autophagy induction. Decreases proteasome activity. Used in apoptosis and inflammasome studies.
Purity:
>95% (TLC)
SMILES:
CC(C)[C@H](NC(=O)C1=CC=C2C=CC=CC2=N1)C(=O)NC(CC(O)=O)C(=O)COC1=C(F)C=CC=C1F
Solubility Chemicals:
Soluble in DMSO.
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 3 years after receipt when stored at -20°C.

References

Q-VD-OPh, a broad spectrum caspase inhibitor with potent antiapoptotic properties: T.M. Caserta, et al.; Apoptosis 8, 345 (2003) | Specific caspase inhibitor Q-VD-OPh prevents neonatal stroke in P7 rat: a role for gender: S. Renolleau, et al.; J. Neurochem. 100, 1062 (2007) | The role of caspases in Alzheimer's disease; potential novel therapeutic opportunities: T.T. Rohn; Apoptosis 15, 1403 (2010) | The pan-caspase inhibitor Q-VD-OPh has anti-leukemia effects and can interact with vitamin D analogs to increase HPK1 signaling in AML cells: X. Chen-Deutsch, et al.; Leuk. Res. 36, 884 (2012) | TNFR2 induced priming of the inflammasome leads to a RIPK1-dependent cell death in the absence of XIAP: J. Knop, et al.; Cell Death Dis. 10, 700 (2019)

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