Okadaic acid
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Okadaic acid is a toxin that accumulates in bivalves and causes diarrhetic shellfish poisoning. The molecular formula of okadaic acid, which is a derivative of a C38 fatty acid, is C44H68O13.
Okadaic acid was named from the marine sponge Halichondria okadai, from which okadaic acid was isolated for the first time. It has also been isolated from another marine sponge, H. malanodocia, as a cytotoxin. The real producer of okadaic acid is a marine dinoflagellate.
The cytotoxicities of okadaic acid as EC50 against the P388 and L1210 cell lines are 1.7 nanomolar and 17 nanomolar, respectively. Additionally, okadaic acid strongly inhibits protein serine / threonine phosphatase 1, 2A, and 2B[1]. The inhibitory effect of okadaic acid is strongest for 2A, followed by 1, and then 2B. The dissociation constant of the inhibition on protein serine / threonine phosphatase 2A is 30 pico-molar.
[edit] References
- ^ Alphonse Garcia, Xavier Cayla, Julien Guergnon, Frédéric Dessauge, Véronique Hospital, Maria Paz Rebollo, Aarne Fleischer and Angelita Rebollo (2003). "Serine/threonine protein phosphatases PP1 and PP2A are key players in apoptosis". Biochimie 85 (8): 721–726. doi:.
- Kazuo Tachibana, Paul J. Scheuer, Yasumasa Tsukitani, Hiroyuki Kikuchi, Donna Van Engen, Jon Clardy, Yalamanchili Gopichand, and Francis J. Schmitz (1981). "Okadaic acid, a cytotoxic polyether from two marine sponges of the genus Halichondria". Journal of the American Chemical Society 103 (9): 2469–2471. doi:.
- Forsyth, C. J.; Sabes, S. F.; Urbanek, R. A. (1997). "An Efficient Total Synthesis of Okadaic Acid". Journal of the American Chemical Society 119 (35): 8381–8382. doi:.
