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Q-VD-OPh

based on 9 citations in multiple journalsQ-VD-OPh94.1 4
A pan-caspase inhibitor
Catalog #: 1170
SKU-Size Size Price Qty
1170-1 1 mg
$180.00
1170-3 3 mg
$375.00
1170-5 5 mg
$655.00
More Sizes Get Quote

Product Details

Alternate Name Q-Val-Asp-Oph, Q-VD-Oph
Peptide Sequence Quinolyl-Val-Asp-OPh
Appearance Lyophilized solid
CAS # 1135695-98-5
Molecular Formula C₂₆H₂₅F₂N₃O₆
Molecular Weight 513.49
Purity >95% by HPLC
Solubility DMSO
SMILES CC(C)C(C(=O)NC(CC(=O)O)C(=O)COC1=C(C=CC=C1F)F)NC(=O)C2=NC3=CC=CC=C3C=C2
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)
InChi Key OOBJCYKITXPCNS-UHFFFAOYSA-N
PubChem CID 11237609
MDL Number MFCD20527311
Handling Protect from light and moisture
Storage Conditions -20°C
Shipping Conditions Gel Pack
USAGE For Research Use Only! Not For Use in Humans.

Details

A synthetic peptide that is potent, cell permeable, nontoxic and irreversibly inhibits caspase activity to blocks apoptosis. The new generation of caspase inhibitor is more stable in aqueous environment and exhibits several folds higher activity than the corresponding FMK caspase inhibitors. Q-VD-OPH is the inhibitor of choice for both in vitro and in vivo studies.


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Do you have any data to show that this inhibitor is irreversible?
We have not performed any studies to show that 1170 is irreversible. Many research publications have showed the irreversible nature of the inhibitor including https://www.ncbi.nlm.nih.gov/pubmed/17166174. They explain that Q‐VD‐OPh is a third‐generation broad‐spectrum caspase inhibitor. Compared to z‐VAD‐fmk, it has significant differences in the structural design. These changes include the replacement of the carbobenzoxy‐blocking group (z) with a quinoline derivate (Q), modification of the tripeptide sequence from VAD to VD, and replacement of the fluoromethyl ketone (fmk), which is highly toxic after conversion into fluoracetate by the non‐toxic 2,6‐difluorophenoxy (OPh) group. The mechanism of action involves the formation of an irreversible thioether bond between the aspartic acid derivate in the inhibitor and the active site cysteine of the caspase with the displacement of the OPh group.
Rune Busk Damgaard, OTULIN deficiency in ORAS causes cell type‐specific LUBAC degradation, dysregulated TNF signalling and cell death. EMBO Mol Med., Feb. 2019;  30804083.
Ashanti Concepción Uscanga‐Palomeque, CD47 agonist peptide PKHB1 induces immunogenic cell death in T‐cell acute lymphoblastic leukemia cells. Cancer Sci, Dec 2018; 30460757.
Quick et al., Activation of Intrinsic Immune Responses and Microglial Phagocytosis in an Ex Vivo Spinal Cord Slice Culture Model of West Nile Virus Infection. J. Virol., Nov 2014; 88: 13005 - 13014.
Feng et al., Enterovirus 2Apro Targets MDA5 and MAVS in Infected Cells. J. Virol., Mar 2014; 88: 3369 - 3378.
Friedegund Meier et al., Vemurafenib Potently Induces Endoplasmic Reticulum Stress–Mediated Apoptosis in BRAFV600E Melanoma Cells. Sci. Signal., Jan 2013; 6: ra7
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