QVD-OPH
new
featured

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 526845

CAS#: 1135695-98-5

Description: QVD-OPH, also known as Quinoline-Val-Asp-Difluorophenoxymethylketone, is a broad spectrum caspase inhibitor with potent antiapoptotic properties. Q-VD-OPh prevents neonatal stroke in P7 rat: a role for gender. Q-VD-OPh has anti-leukemia effects and can interact with vitamin D analogs to increase HPK1 signaling in AML cells. Q-VD-OPh reduces trauma-induced apoptosis and improves the recovery of hind-limb function in rats after spinal cord injury.


Price and Availability

Size
Price

10mg
USD 150
100mg
USD 850
Size
Price

25mg
USD 250
200mg
USD 1750
Size
Price

50mg
USD 450
500mg
USD 3950

QVD-OPH, purity > 98%, is in stock. The same day shipping out after order is received.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 526845
Name: QVD-OPH
CAS#: 1135695-98-5
Chemical Formula: C26H25F2N3O6
Exact Mass: 513.1711
Molecular Weight: 513.6
Elemental Analysis: C, 60.82; H, 4.91; F, 7.40; N, 8.18; O, 18.69


Synonym: QVD-OPH; Q-VD-OPH; Quinoline-Val-Asp-Difluorophenoxymethylketone. quinoline-val-asp(OMe)-CH2-OPH.

IUPAC/Chemical Name: (3S)-5-(2,6-difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic 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[C@H](NC([C@@H](NC(C1=NC2=CC=CC=C2C=C1)=O)C(C)C)=O)C(COC3=C(F)C=CC=C3F)=O


Technical Data

Appearance:
White to off-white solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Certificate of Analysis:

Safety Data Sheet (MSDS):

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Qiao J, Wu Y, Liu Y, Li X, Wu X, Liu N, Zhu F, Qi K, Cheng H, Li D, Li H, Li Z, Zeng L, Ma P, Xu K. Busulfan Triggers Intrinsic Mitochondrial-Dependent Platelet Apoptosis Independent of Platelet Activation. Biol Blood Marrow Transplant. 2016 Sep;22(9):1565-72. doi: 10.1016/j.bbmt.2016.06.006. Epub 2016 Jun 9. PubMed PMID: 27292166.

2: Hossini AM, Quast AS, Plötz M, Grauel K, Exner T, Küchler J, Stachelscheid H, Eberle J, Rabien A, Makrantonaki E, Zouboulis CC. PI3K/AKT Signaling Pathway Is Essential for Survival of Induced Pluripotent Stem Cells. PLoS One. 2016 May 3;11(5):e0154770. doi: 10.1371/journal.pone.0154770. eCollection 2016. PubMed PMID: 27138223; PubMed Central PMCID: PMC4854383.

3: Garcia-Belinchón M, Sánchez-Osuna M, Martínez-Escardó L, Granados-Colomina C, Pascual-Guiral S, Iglesias-Guimarais V, Casanelles E, Ribas J, Yuste VJ. An Early and Robust Activation of Caspases Heads Cells for a Regulated Form of Necrotic-like Cell Death. J Biol Chem. 2015 Aug 21;290(34):20841-55. doi: 10.1074/jbc.M115.644179. Epub 2015 Jun 29. PubMed PMID: 26124276; PubMed Central PMCID: PMC4543646.

4: Ozgocer T, Yildiz S, Elbe H, Vardi N. Endotoxin exposure and puberty in female rats: the role of nitric oxide and caspase-1 inhibition in neonates. Can J Physiol Pharmacol. 2015 Aug;93(8):603-14. doi: 10.1139/cjpp-2014-0559. Epub 2015 Mar 12. PubMed PMID: 26061900.

5: Avanzi MP, Izak M, Oluwadara OE, Mitchell WB. Actin inhibition increases megakaryocyte proplatelet formation through an apoptosis-dependent mechanism. PLoS One. 2015 Apr 14;10(4):e0125057. doi: 10.1371/journal.pone.0125057. eCollection 2015. PubMed PMID: 25875470; PubMed Central PMCID: PMC4397066.

6: Lindenboim L, Sasson T, Worman HJ, Borner C, Stein R. Cellular stress induces Bax-regulated nuclear bubble budding and rupture followed by nuclear protein release. Nucleus. 2014;5(6):527-41. doi: 10.4161/19491034.2014.970105. PubMed PMID: 25482068; PubMed Central PMCID: PMC4615202.

7: Lee DW, Faubel S, Edelstein CL. A pan caspase inhibitor decreases caspase-1, IL-1α and IL-1β, and protects against necrosis of cisplatin-treated freshly isolated proximal tubules. Ren Fail. 2015 Feb;37(1):144-50. doi: 10.3109/0886022X.2014.970194. Epub 2014 Oct 13. PubMed PMID: 25310769.

8: Chaabane W, Cieślar-Pobuda A, El-Gazzah M, Jain MV, Rzeszowska-Wolny J, Rafat M, Stetefeld J, Ghavami S, Los MJ. Human-gyrovirus-Apoptin triggers mitochondrial death pathway--Nur77 is required for apoptosis triggering. Neoplasia. 2014 Sep;16(9):679-93. doi: 10.1016/j.neo.2014.08.001. PubMed PMID: 25246270; PubMed Central PMCID: PMC4234882.

9: Pradelli LA, Villa E, Zunino B, Marchetti S, Ricci JE. Glucose metabolism is inhibited by caspases upon the induction of apoptosis. Cell Death Dis. 2014 Sep 4;5:e1406. doi: 10.1038/cddis.2014.371. PubMed PMID: 25188516; PubMed Central PMCID: PMC4540195.

10: Raszewski G, Lemieszek MK, Łukawski K, Juszczak M, Rzeski W. Chlorpyrifos and cypermethrin induce apoptosis in human neuroblastoma cell line SH-SY5Y. Basic Clin Pharmacol Toxicol. 2015 Feb;116(2):158-67. doi: 10.1111/bcpt.12285. Epub 2014 Jul 25. PubMed PMID: 24975276.

11: Lim EJ, El Khobar K, Chin R, Earnest-Silveira L, Angus PW, Bock CT, Nachbur U, Silke J, Torresi J. Hepatitis C virus-induced hepatocyte cell death and protection by inhibition of apoptosis. J Gen Virol. 2014 Oct;95(Pt 10):2204-15. doi: 10.1099/vir.0.065862-0. Epub 2014 Jun 27. PubMed PMID: 24973240.

12: de Araujo CB, Russo LC, Castro LM, Forti FL, do Monte ER, Rioli V, Gozzo FC, Colquhoun A, Ferro ES. A novel intracellular peptide derived from g1/s cyclin d2 induces cell death. J Biol Chem. 2014 Jun 13;289(24):16711-26. doi: 10.1074/jbc.M113.537118. Epub 2014 Apr 24. PubMed PMID: 24764300; PubMed Central PMCID: PMC4059116.

13: Han W, Sun Y, Wang X, Zhu C, Blomgren K. Delayed, long-term administration of the caspase inhibitor Q-VD-OPh reduced brain injury induced by neonatal hypoxia-ischemia. Dev Neurosci. 2014;36(1):64-72. doi: 10.1159/000357939. Epub 2014 Feb 11. PubMed PMID: 24525800.

14: Massanella M, Curriu M, Carrillo J, Gómez E, Puig J, Navarro J, Dalmau J, Martínez-Picado J, Crespo M, Cabrera C, Negredo E, Clotet B, Blanco J. Assessing main death pathways in T lymphocytes from HIV infected individuals. Cytometry A. 2013 Jul;83(7):648-58. doi: 10.1002/cyto.a.22299. Epub 2013 May 6. PubMed PMID: 23650261.

15: Beaumont TE, Shekhar TM, Kaur L, Pantaki-Eimany D, Kvansakul M, Hawkins CJ. Yeast techniques for modeling drugs targeting Bcl-2 and caspase family members. Cell Death Dis. 2013 May 2;4:e619. doi: 10.1038/cddis.2013.143. PubMed PMID: 23640461; PubMed Central PMCID: PMC3674352.

16: Müller A, Zang C, Chumduri C, Dörken B, Daniel PT, Scholz CW. Concurrent inhibition of PI3K and mTORC1/mTORC2 overcomes resistance to rapamycin induced apoptosis by down-regulation of Mcl-1 in mantle cell lymphoma. Int J Cancer. 2013 Oct 15;133(8):1813-24. doi: 10.1002/ijc.28206. Epub 2013 Jun 15. PubMed PMID: 23580240.

17: Campbell LH, Taylor MJ, Brockbank KG. Development of pancreas storage solutions: Initial screening of cytoprotective supplements for β-cell survival and metabolic status after hypothermic storage. Biopreserv Biobank. 2013 Feb;11(1):12-8. doi: 10.1089/bio.2012.0023. Epub 2013 Feb 6. PubMed PMID: 24845250; PubMed Central PMCID: PMC4077006.

18: Moujalled DM, Cook WD, Okamoto T, Murphy J, Lawlor KE, Vince JE, Vaux DL. TNF can activate RIPK3 and cause programmed necrosis in the absence of RIPK1. Cell Death Dis. 2013 Jan 17;4:e465. doi: 10.1038/cddis.2012.201. PubMed PMID: 23328672; PubMed Central PMCID: PMC3563989.

19: Allensworth JL, Sauer SJ, Lyerly HK, Morse MA, Devi GR. Smac mimetic Birinapant induces apoptosis and enhances TRAIL potency in inflammatory breast cancer cells in an IAP-dependent and TNF-α-independent mechanism. Breast Cancer Res Treat. 2013 Jan;137(2):359-71. doi: 10.1007/s10549-012-2352-6. Epub 2012 Dec 7. PubMed PMID: 23225169.

20: Lucas CD, Allen KC, Dorward DA, Hoodless LJ, Melrose LA, Marwick JA, Tucker CS, Haslett C, Duffin R, Rossi AG. Flavones induce neutrophil apoptosis by down-regulation of Mcl-1 via a proteasomal-dependent pathway. FASEB J. 2013 Mar;27(3):1084-94. doi: 10.1096/fj.12-218990. Epub 2012 Nov 29. PubMed PMID: 23195034; PubMed Central PMCID: PMC3574292.