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Biliverdin dimethyl ester (CAS 10035-62-8)

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Alternate Names:
Biliverdin dimethyl ester is also known as Biliverdine IX α Dimethyl Ester.
Application:
Biliverdin dimethyl ester is a bile pigment and analog to biliverdine, an inhibitor of hepatitis C virus.
CAS Number:
10035-62-8
Molecular Weight:
610.70
Molecular Formula:
C35H38N4O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Biliverdin dimethyl ester is an analog of the bilirubin precursor biliverdine (sc-207357). Biliverdin dimethyl ester is a bile pigment but can also be found in lower vertebrates, invertebrates, as well as red algae, green plants and cyanobacteria. It thermally reverts to its original state in a photoisomerization reaction. This reaction happens more frequently in the radiationless transitions of Biliverdin dimethyl ester upon incorporation into the more rigid lipid bilayer.


Biliverdin dimethyl ester (CAS 10035-62-8) References

  1. A role for biliverdin IXalpha in dorsal axis development of Xenopus laevis embryos.  |  Falchuk, KH., et al. 2002. Proc Natl Acad Sci U S A. 99: 251-6. PMID: 11782548
  2. Down-regulation of heme oxygenase-1 by hepatitis C virus infection in vivo and by the in vitro expression of hepatitis C core protein.  |  Abdalla, MY., et al. 2004. J Infect Dis. 190: 1109-18. PMID: 15319861
  3. Iron inactivates the RNA polymerase NS5B and suppresses subgenomic replication of hepatitis C Virus.  |  Fillebeen, C., et al. 2005. J Biol Chem. 280: 9049-57. PMID: 15637067
  4. Hepatitis C virus-core and non structural proteins lead to different effects on cellular antioxidant defenses.  |  Abdalla, MY., et al. 2005. J Med Virol. 76: 489-97. PMID: 15977232
  5. Polypyrroles as antioxidants: kinetic studies on reactions of bilirubin and biliverdin dimethyl esters and synthetic model compounds with peroxyl radicals in solution. Chemical calculations on selected typical structures.  |  Chepelev, LL., et al. 2006. J Org Chem. 71: 22-30. PMID: 16388613
  6. The reactions of heme- and verdoheme-heme oxygenase-1 complexes with FMN-depleted NADPH-cytochrome P450 reductase. Electrons required for verdoheme oxidation can be transferred through a pathway not involving FMN.  |  Higashimoto, Y., et al. 2006. J Biol Chem. 281: 31659-67. PMID: 16928691
  7. Hepatitis C core protein inhibits induction of heme oxygenase-1 and sensitizes hepatocytes to cytotoxicity.  |  Wen, F., et al. 2008. Cell Biol Toxicol. 24: 175-88. PMID: 17721824
  8. Biliverdin is the endogenous ligand of human serum alpha1-acid glycoprotein.  |  Zsila, F. and Mády, G. 2008. Biochem Biophys Res Commun. 372: 503-7. PMID: 18510947
  9. Biliverdin amides reveal roles for propionate side chains in bilin reductase recognition and in holophytochrome assembly and photoconversion.  |  Shang, L., et al. 2010. Biochemistry. 49: 6070-82. PMID: 20565135
  10. In vitro antioxidant capacity and antigenotoxic properties of protoporphyrin and structurally related tetrapyrroles.  |  Mölzer, C., et al. 2012. Free Radic Res. 46: 1369-77. PMID: 22861140
  11. Expanding the eggshell colour gamut: uroerythrin and bilirubin from tinamou (Tinamidae) eggshells.  |  Hamchand, R., et al. 2020. Sci Rep. 10: 11264. PMID: 32647200
  12. Ultrafast spectroscopy of biliverdin dimethyl ester in solution: pathways of excited-state depopulation.  |  Liu, Y., et al. 2020. Phys Chem Chem Phys. 22: 19903-19912. PMID: 32853308
  13. Fluorescent proteins for in vivo imaging, where's the biliverdin?  |  Montecinos-Franjola, F., et al. 2020. Biochem Soc Trans. 48: 2657-2667. PMID: 33196077
  14. Bile pigments as HIV-1 protease inhibitors and their effects on HIV-1 viral maturation and infectivity in vitro.  |  McPhee, F., et al. 1996. Biochem J. 320 (Pt 2): 681-6. PMID: 8973584
  15. Photoacoustic Spectra of Biliverdin Dimethyl Ester  |  S. E. Braslavsky, et al. 1984. Photoacoustic Effect Principles and Applications. 154–162.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Biliverdin dimethyl ester, 10 mg

sc-263029
10 mg
$209.00

Biliverdin dimethyl ester, 25 mg

sc-263029A
25 mg
$362.00