Q-VD-OPh

Alias: QVD-OPH; Q-VD-OPH; Quinoline-Val-Asp-Difluorophenoxymethylketone; quinoline-val-asp(OMe)-CH2-OPH
Cat No.:V0031 Purity: ≥98%
Q-VD-OPh (also known asQVD-OPH; Quinoline-Val-Asp-Difluorophenoxymethylketone) is a novel, potent and irreversiblepan-caspase inhibitor with potential anticancer activities.
Q-VD-OPh Chemical Structure CAS No.: 1135695-98-5
Product category: Caspase
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Q-VD-OPh (also known as QVD-OPH; Quinoline-Val-Asp-Difluorophenoxymethylketone) is a novel, potent and irreversible pan-caspase inhibitor with potential anticancer properties. It exhibits inhibitory effects on terminal caspase activation, substrate cleavage, and DNA ladder formation related to apoptosis, with IC50 values for caspases 1, 3, 8, and 9 ranging from 25 to 400 nM. Q-VD-OPh was functional in various cell types and species (human, mouse, and rat) and prevented terminal caspase activation, substrate cleavage, and DNA ladder formation related to apoptosis. It was equally effective at inhibiting the three main apoptotic pathways. The complete suppression of an apoptotic inducer capable of causing significant cell death in less than 4 hours shows the potency of Q-VD-OPh as an apoptotic inhibitor.

Biological Activity I Assay Protocols (From Reference)
Targets
Caspase-3 (IC50 = 25-400 nM); Caspase-7 (IC50 = 48 nM); Caspase-1 (IC50 = 25-400 nM); Caspase-8 (IC50 = 25-400 nM); Caspase-9 (IC50 = 25-400 nM); Caspase-10 (IC50 = 25-400 nM); Caspase-12 (IC50 = 25-400 nM)
ln Vitro
Q-VD-OPh (5-100 μM) potently inhibits Actinomycin D-induced DNA laddering and subsequent apoptosis with minimal toxicity in WEHI 231 cells. The major initiator and effector caspases aren't activated and PARP isn't cleaved by caspases, thanks to Q-VD-OPh. [2] In vitro, Q-VD-OPh guards against apoptosis brought on by virus in cardiac myocytes. [4]
ln vivo
Q-VD-OPh inhibits caspase-1 activity, IL-18 protein expression, and neutrophil infiltration during ischemic ARF in mice. [3] In vivo, Q-VD-OPh inhibits caspase with a significant decrease in caspase-3 activity, protecting against virus-induced myocardial injury. [4] Q-VD-OPh inhibits caspase-7 activation in TgCRND8 mice and limits the pathological alterations brought on by tau, including caspase cleavage. [5]
Cell Assay
Caspase inhibitors are added at the indicated concentrations 30 minutes prior to the addition of apoptotic stimuli. Trypan blue exclusion from three random fields with more than 200 cells each determines viability and cell count. Every experiment is run at least three times.
Animal Protocol
C57BL/6 mice
~120 mg/kg
Intraperitoneal administration
References

[1]. Apoptosis . 2003 Aug;8(4):345-52.

[2]. Apoptosis . 2003 Aug;8(4):345-52

[3]. J Clin Invest . 2002 Oct;110(8):1083-91.

[4]. J Virol . 2004 Oct;78(20):11040-50.

[6]. Int J Clin Exp Med . 2009 Nov 5;2(4):300-8.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C26H25F2N3O6
Molecular Weight
513.49
Exact Mass
513.1711
Elemental Analysis
C, 60.82; H, 4.91; F, 7.40; N, 8.18; O, 18.69
CAS #
1135695-98-5
Appearance
White to off-white solid powder
SMILES
CC(C)[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)COC1=C(C=CC=C1F)F)NC(=O)C2=NC3=CC=CC=C3C=C2
InChi Key
OOBJCYKITXPCNS-REWPJTCUSA-N
InChi Code
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
Chemical Name
(3S)-5-(2,6-difluorophenoxy)-3-[[(2S)-3-methyl-2-(quinoline-2-carbonylamino)butanoyl]amino]-4-oxopentanoic acid
Synonyms
QVD-OPH; Q-VD-OPH; Quinoline-Val-Asp-Difluorophenoxymethylketone; quinoline-val-asp(OMe)-CH2-OPH
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~100 mg/mL (~194.7 mM)
Water: <1 mg/mL (slightly soluble or insoluble)
Ethanol: ~100 mg/mL (~194.7 mM)
Solubility (In Vivo)
5%DMSO+40%PEG300+5%Tween80+50%ddH2O: 100mg/ml (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.9475 mL 9.7373 mL 19.4746 mL
5 mM 0.3895 mL 1.9475 mL 3.8949 mL
10 mM 0.1947 mL 0.9737 mL 1.9475 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Q-VD-OPh

  • Q-VD-OPh

  • Q-VD-OPh

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