Q-VD-OPh

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 activities. It has IC50 values ranging from 25 to 400 nM for caspases 1, 3, 8, and 9, and shows inhibitory effects on terminal caspase activation, substrate cleavage, and DNA ladder formation associated with apoptosis. Q-VD-OPh was equally effective at inhibiting the three major apoptotic pathways, was functional in different cell types and species (human, mouse, and rat) and prevented terminal caspase activation, substrate cleavage, and DNA ladder formation associated with apoptosis. The effectiveness of Q-VD-OPh as an apoptotic inhibitor is evidenced by the complete suppression of an apoptotic inducer capable of inducing substantial cell death in less than 4 hours.

References: Apoptosis. 2003 Aug; 8(4):345-52; Chen-Deutsch X, et al. Leuk Res. 2012 Jul; 36(7):884-8. 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.

Chemical Name: (3S)-5-(2, 6-difluorophenoxy)-3-[[(2S)-3-methyl-2-(quinoline-2-carbonylamino)butanoyl]amino]-4-oxopentanoic acid

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

SMILES Code: O=C(O)C[CH](NC([CH](NC(C1=NC2=CC=CC=C2C=C1)=O)C(C)C)=O)C(COC3=C(F)C=CC=C3F)=O