C 8 diol ester

Trivial Name:okadaic acid C8 diol ester
CAS Registry Number: 318536-96-8
Source Organism:Prorocentrum lima
Formula: C52H80O14
Exact Mass: 928.5539
Formula Weight: 929.3
Production Method: Natural product
Storage/Shipping Conditions: -20oC

Mode of action:
Okadaic acid is a polyether from the dinoflagellate Prorocentrum lima that is the causative agent of diarrhetic shellfish poisoning (DSP).1 Okadaic acid acts as a non-phorbol ester type tumor promoter2 and as an inhibitor of protein phosphatases PP1 and PP2A.3 The C8 diol ester of okadaic acid is itself a fragment of a precursor to okadaic acid produced by Prorocentrum lima.4 Although esters of okadaic acid are inactive in vitro against protein phosphatases,5 the diol ester of okadaic acid remains a potent toxin to whole cells suggesting transport across the cell membrane and cleavage of the ester bond by cellular esterases.6

Unit size: 50 µg - $ 480

1 Yasumoto, T. et al. Tetrahedron (1985) 41, 1019-1025. 2 Suganuma, M. et al. Proc. Nat. Acad. Sci. USA (1988) 85, 1768-1771. 3 (a) Takai, A. et al. FEBS Lett. (1987) 217, 81-84; (b) Haystead, T. A. et al. Nature (1989) 337, 78-81. 4 (a) Hu, T. et al. J. Nat. Prod. (1992) 55, 1631-1637; (b) Hu, T. et al. Devel. Mar. Biol. (1993) 3, 507-512; (c) Wright, J. L. C. et al. J. Am. Chem. Soc. (1996) 118, 8757-8758. 5 Nishiwaki, S. et al. Carcinogenesis (1990) 11, 1837-1841. 6 Windust, A. J. et al. Toxicon (1997) 35, 1591-1603.