Q-VD-OPh CAS 1135695-98-5

CAS Number

1135695-98-5

Grade

Highly Purified

Molecular Formula

C₂₆H₂₅F₂N₃O₆

Molecular Weight

513.5

EU Commodity Code

38220090

Shipping Temp

Blue Ice

Storage Temp

-20°C

Q-Val-Asp-OPh; pan-Caspase Inhibitor; N-(2-Quinolyl)-L-valyl-L-aspartyl-(2,6-difluorophenoxy) methylketone, (3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic Acid

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.

Synonyms

Q-Val-Asp-OPh; pan-Caspase Inhibitor; N-(2-Quinolyl)-L-valyl-L-aspartyl-(2,6-difluorophenoxy) methylketone, (3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic Acid

CAS No

1135695-98-5 (anhydrous)

Molecular Formula

C₂₆H₂₅F₂N₃O₆

Sequence

Q-Val-Asp-OPh

Molecular Weight

513.5

Source

Synthetic

Solubility

DMSO

Biological Activity

The IC50 range for caspases -1, -3, -8, -9, -10, and -12 is 25-400nm.

Purity

≥95% (TLC)

Appearance

White solid

Note

Q-VD-OPh does not exhibit toxic effects at typical working concentrations: 10-20uM 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.

Storage and Stability

Lyophilized and reconstituted products are stable for 6 months after receipt at -20°C. Reconstitute with sterile buffer or ddH2O. Aliquot to avoid repeated freezing and thawing. Store at -20°C. For maximum recovery of product, centrifuge the original vial after thawing and prior to removing the cap. Further dilutions can be made in assay buffer.

References

1. Q-VD-OPh, a broad spectrum caspase inhibitor with potent antiapoptotic properties: T.M. Caserta, et al.; Apoptosis 8: 345 (2003). 2. 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). 3. The role of caspases in Alzheimer's disease; potential novel therapeutic opportunities: T.T. Rohn; Apoptosis 15: 1403 (2010). 4. 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)

USBio References

No references available

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207366 Q-VD-OPh (Anhydrous) CAS: 1135695-98-5

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Q-Val-Asp-OPh; pan-Caspase Inhibitor; N-(2-Quinolyl)-L-valyl-L-aspartyl-(2,6-difluorophenoxy) methylketone, (3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic Acid

References

USBio References

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