| Identification | Back Directory | [Name]
Q-VD-OPh hydrate | [CAS]
1135695-98-5 | [Synonyms]
CS-2734
Q-VD-OPh hydrate
Q-VD-OPh (QVD-OPH
Quinoline-Val-Asp-Difluorophenoxymethylketone)
QVD-OPH;QUINOLINE-VAL-ASP-DIFLUOROPHENOXYMETHYLKETONE
(3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic acid
Pentanoic acid, 5-(2,6-difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-, (3S)-
(3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic acid hydrate | [Molecular Formula]
C26H25F2N3O6 | [MDL Number]
MFCD20527311 | [MOL File]
1135695-98-5.mol | [Molecular Weight]
513.49 |
| Chemical Properties | Back Directory | [Boiling point ]
808.9±65.0 °C(Predicted) | [density ]
1.346±0.06 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
-20°C | [solubility ]
DMSO: ≥14mg/mL | [form ]
powder | [pka]
3.92±0.19(Predicted) | [color ]
white to light brown | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. | [InChIKey]
OOBJCYKITXPCNS-REWPJTCUSA-N |
| Hazard Information | Back Directory | [Description]
Q-VD-OPH is a broad-spectrum caspase inhibitor, blocking caspases-3, -7, -8, -9, -10, and -12 and inhibiting apoptosis when used at 10 μM.1,2 It more effectively inhibits apoptosis and is much less cytotoxic than Z-VAD-FMK (Item No. 14463) and Boc-D-FMK (Item No. 16118).1,2 Q-VD-OPH can be used in vivo, where it has been shown to prevent ischemia-reperfusion injury-induced apoptosis.3,4 This compound, by broadly inhibiting caspases, also promotes the differentiation of leukemic blasts cells, suggesting an application in differentiation therapy of certain forms of cancer.5 | [Uses]
An inhibitor that is used in Alzheimer’s studies relating to caspase-6, the cysteinyl protease involved in neurodegenerative conditions. As well it is an intermediate in the formation of Palinavir, a potent HIV protease inhibitor. | [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. | [target]
caspase-1 | [storage]
+4°C | [References]
1) Caserta?et al.?(2003),?Q-VD-OPh, a broad spectrum caspase inhibitor with potent antiapoptotic properties; Apoptosis,?8?345
2) Braun?et al.?(2007),?Protection from brain damage and bacterial infection in murine stroke by the novel caspase-inhibitor Q-VD-OPH; Exp. Neurol.,?206?183
3) Rebbaa?et al.?(2003),?Caspase inhibition switches doxorubicin-induced apoptosis to senescence; Oncogene,?22?2805
4) Bulatovic?et al.?(2015),?Sublethal caspase activation promotes generation of cardiomyocytes from embryonic stem cells; PLoS One,?10?e0120176
5) Bailey?et al. (2017),?Augmented trophoblast cell death in preeclampsia can proceed via ceramide-mediated necroptosis;?Cell Death Dis.,?8?e2590 |
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