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Molecular structure of Benzo[a]pyrene Diol Epoxide, CAS Number: 58917-67-2
Benzo[a]pyrene Diol Epoxide (CAS 58917-67-2)
See product citations (2)
Alternate Names:
Benzo[a]pyrene Diol Epoxide is also known as BPDE.
Application:
Benzo[a]pyrene Diol Epoxide stimulates an inflammatory response through a p53 and JNK mediated pathway.
CAS Number:
58917-67-2
Molecular Weight:
302.32
Molecular Formula:
C20H14O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Benzo[a]pyrene Diol Epoxide stimulates an inflammatory response in normal human lung fibroblasts through a p53 and JNK mediated pathway. Benzo[a]pyrene Diol Epoxide is a carcinogen present in tobacco smoke as well as in environmental pollution, and it induces esophageal carcinogenesis. Benzo[a]pyrene Diol Epoxide-induced chromosomal aberrations in peripheral blood lymphocytes (PBLs) may reflect an individual′s genetic susceptibility to tobacco carcinogens. Benzo[a]pyrene Diol Epoxide may act to induce activation of ERKs and p38 MAPK marked by an increased level of phosphorylation of both the ERKs and p38 MAPK which corresponds with the increased activation of both kinases as evidenced by increased phsosphorylation of their substrates Elk-1 and ATF-2, respectively.
Benzo[a]pyrene Diol Epoxide (CAS 58917-67-2) References
- Mutability of p53 hotspot codons to benzo(a)pyrene diol epoxide (BPDE) and the frequency of p53 mutations in nontumorous human lung. | Hussain, SP., et al. 2001. Cancer Res. 61: 6350-5. PMID: 11522624
- hREV3 is essential for error-prone translesion synthesis past UV or benzo[a]pyrene diol epoxide-induced DNA lesions in human fibroblasts. | Li, Z., et al. 2002. Mutat Res. 510: 71-80. PMID: 12459444
- Inhibition of benzo(a)pyrene diol-epoxide-induced transactivation of activated protein 1 and nuclear factor kappaB by black raspberry extracts. | Huang, C., et al. 2002. Cancer Res. 62: 6857-63. PMID: 12460899
- A critical role of PI-3K/Akt/JNKs pathway in benzo[a]pyrene diol-epoxide (B[a]PDE)-induced AP-1 transactivation in mouse epidermal Cl41 cells. | Li, J., et al. 2004. Oncogene. 23: 3932-44. PMID: 15021902
- Gene expression profiles and genetic damage in benzo(a)pyrene diol epoxide-exposed TK6 cells. | Akerman, GS., et al. 2004. Mutat Res. 549: 43-64. PMID: 15120962
- Benzo[a]pyrene diol epoxide up-regulates COX-2 expression through NF-kappaB in rat astrocytes. | Weng, MW., et al. 2004. Toxicol Lett. 151: 345-55. PMID: 15183459
- Attenuation of BPDE-induced p53 accumulation by TPA is associated with a decrease in stability and phosphorylation of p53 and downregulation of NFkappaB activation: role of p38 MAP kinase. | Mukherjee, JJ. and Sikka, HC. 2006. Carcinogenesis. 27: 631-8. PMID: 16244358
- Black raspberry extracts inhibit benzo(a)pyrene diol-epoxide-induced activator protein 1 activation and VEGF transcription by targeting the phosphotidylinositol 3-kinase/Akt pathway. | Huang, C., et al. 2006. Cancer Res. 66: 581-7. PMID: 16397275
- Quantitation of benzo[a]pyrene metabolic profiles in human bronchoalveolar (H358) cells by stable isotope dilution liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. | Lu, D., et al. 2011. Chem Res Toxicol. 24: 1905-14. PMID: 21962213
- Adaptive upregulation of DNA repair genes following benzo(a)pyrene diol epoxide protects against cell death at the expense of mutations. | Christmann, M., et al. 2016. Nucleic Acids Res. 44: 10727-10743. PMID: 27694624
- Radical cations as precursors in the metabolic formation of quinones from benzo[a]pyrene and 6-fluorobenzo[a]pyrene. Fluoro substitution as a probe for one-electron oxidation in aromatic substrates. | Cavalieri, EL., et al. 1988. Biochem Pharmacol. 37: 2173-82. PMID: 2837229
- Monoclonal antibodies to DNA modified by a benzo[a]pyrene diol epoxide. | Santella, RM., et al. 1984. Carcinogenesis. 5: 373-7. PMID: 6423306
- Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons: G. H. A. Clowes Memorial Lecture. | Conney, AH. 1982. Cancer Res. 42: 4875-917. PMID: 6814745
- Generation of reactive oxygen species during the enzymatic oxidation of polycyclic aromatic hydrocarbon trans-dihydrodiols catalyzed by dihydrodiol dehydrogenase. | Penning, TM., et al. 1996. Chem Res Toxicol. 9: 84-92. PMID: 8924621
- Base pair conformation-dependent excision of benzo[a]pyrene diol epoxide-guanine adducts by human nucleotide excision repair enzymes. | Hess, MT., et al. 1997. Mol Cell Biol. 17: 7069-76. PMID: 9372938
- Mutagen sensitivity to benzo(a)pyrene diol epoxide and the risk of squamous cell carcinoma of the head and neck. | Wang, LE., et al. 1998. Clin Cancer Res. 4: 1773-8. PMID: 9676854
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Benzo[a]pyrene Diol Epoxide, 2.5 mg | sc-503767 | 2.5 mg | $700.00 | |||
Benzo[a]pyrene Diol Epoxide, 25 mg | sc-503767A | 25 mg | $3000.00 |