Ophiobolin C
Ophiobolin C
$305.00 - 1 mg
$1,070.00 - 5 mg
All prices in Australian dollars
- Code
- BIA-O1199
- Synonyms
- Zizanin A
- CAS #
- 19022-51-6
- Molecular Formula
- C25H38O3
- Molecular Weight
- 386.6
- Purity
- >95% by HPLC
- Long Term Storage
- -20°C
- Solubility
- Soluble in ethanol, methanol, DMF or DMSO. Poor water solubility.
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Application Notes
Ophiobolin C is a member of the ophiobolin class of phytotoxic metabolites produced by many species of the genus Bipolaris. Ophiobolin C inhibits human CCR5 binding to the envelope protein gp120 and CD4 that mediates HIV-1 entry into cells. Blockade of this binding was considered by scientists at Merck as a potential new mode of action for the treatment of HIV-1 infection.
References
- The structure of zizannin-A and -B, C25-terpenoids isolated from Helminthosporium zizaniae. Nozoe S. et al., Tetrahedron Lett. 1966, 7, 2211.
- Isolation and structure of antagonists of chemokine receptor (CCR5). Jayasuriya et al., H. J. Nat. Prod. 2004, 67, 1036.
- The biology of ophiobolins. Au T.K. et al., Life Sci. 2000, 67, 733. (Review).