Synonym
Benzeneseleninic acid;
IUPAC/Chemical Name
benzeneseleninic acid
InChi Key
WIHKGDVGLJJAMC-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H6O2Se/c7-9(8)6-4-2-1-3-5-6/h1-5H,(H,7,8)
SMILES Code
O[Se](c1ccccc1)=O
Purity
>98% (or refer to the Certificate of Analysis)
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
189.07
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Sands KN, Mendoza Rengifo E, George GN, Pickering IJ, Gelfand BS, Back TG. The Unexpected Role of SeVI Species in Epoxidations with Benzeneseleninic Acid and Hydrogen Peroxide. Angew Chem Int Ed Engl. 2020 Mar 9;59(11):4283-4287. doi: 10.1002/anie.201913566. Epub 2020 Jan 30. PMID: 31875332; PMCID: PMC7054174.
2: Palomba M, De Monte E, Mambrini A, Bagnoli L, Santi C, Marini F. A three- component [3 + 2]-cycloaddition/elimination cascade for the synthesis of spirooxindole-pyrrolizines. Org Biomol Chem. 2021 Jan 28;19(3):667-676. doi: 10.1039/d0ob02321c. PMID: 33399163.
3: Bayse CA. Model mechanisms of sulfhydryl oxidation by methyl- and benzeneseleninic acid, inhibitors of zinc-finger transcription factors. J Inorg Biochem. 2010 Jan;104(1):1-8. doi: 10.1016/j.jinorgbio.2009.09.007. Epub 2009 Sep 30. PMID: 19864028.
4: Huang X, Dong Z, Liu J, Mao S, Xu J, Luo G, Shen J. Selenium-mediated micellar catalyst: an efficient enzyme model for glutathione peroxidase-like catalysis. Langmuir. 2007 Jan 30;23(3):1518-22. doi: 10.1021/la061727p. PMID: 17241082.
5: Xiao H, Parkin KL. Induction of phase II enzyme activity by various selenium compounds. Nutr Cancer. 2006;55(2):210-23. doi: 10.1207/s15327914nc5502_13. PMID: 17044777.
6: Chakov NE, Wernsdorfer W, Abboud KA, Christou G. Mixed-valence MnIIIMnIV clusters [Mn7O8(O2SePh)8(O2CMe)(H2O)] and [Mn7O8(O2SePh)9(H2O)]: single-chain magnets exhibiting quantum tunneling of magnetization. Inorg Chem. 2004 Sep 20;43(19):5919-30. doi: 10.1021/ic0494049. PMID: 15360241.
7: Sorensen HO, Stuhr-Hansen N, Henriksen L, Larsen S. Structural characterization of protonated benzeneseleninic acid, the dihydroxyselenonium ion. Acta Crystallogr B. 2000 Dec;56 (Pt 6):1029-34. doi: 10.1107/s0108768100010697. PMID: 11099970.
8: Jacob C, Maret W, Vallee BL. Selenium redox biochemistry of zinc-sulfur coordination sites in proteins and enzymes. Proc Natl Acad Sci U S A. 1999 Mar 2;96(5):1910-4. doi: 10.1073/pnas.96.5.1910. PMID: 10051568; PMCID: PMC26710.
9: Zheng S, Xu P. [Synthesis of substituted benzeneseleninic acid and its antineoplastic activity]. Hua Xi Yi Ke Da Xue Xue Bao. 1995 Dec;26(4):371-4. Chinese. PMID: 8732054.
