General description
Lipid-soluble polyether marine toxin produced by the red tide dinoflagellate, Ptychodiscus brevis, found along the Gulf Coast of Florida. Voltage-dependent Na+ channel activator that causes contractile paralysis in animal models. The excitatory action on nerve and muscle membranes is responsible for a wide spectrum of toxic effects, including massive transmitter release from nerve endings, muscle fasiculation, and ventricular fibrillation. The excitatory action is due to opening of the Na+ channels. The toxin does not bind either to the TTX or to the aconitine/veratridine sites.
Lipid-soluble polyether neurotoxin that binds to Na+ channels on nerves and muscles causing an excessive influx of Na+ across membranes. Binds at site 5 on the voltage-sensitive Na+ channel.
Biochem/physiol Actions
Cell permeable: no
Primary Target
Neurotoxin that binds to Na+ channels on nerves and muscles.
Product does not compete with ATP.
Reversible: no
Packaging
Packaged under inert gas
yes
Preparation Note
Following reconstitution, aliquot, purge with iniert gas and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
From Catalog:
Solubitlity- removed acetone, EtOAc
Other Notes
Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Edwards, R.A., et al. 1992. Mol. Brain Res.14, 64.
Trainer, V.L. 1991. Mol. Pharmacol.40, 988.
Tsai, M.C., and Chen, M.L. 1991. Br. J. Pharmacol.103, 1126.
Trainer, V.L., et al. 1990. ACS Symposium Series418, 166.
Baden, G. 1989. FASEB J.3, 1807.
Baden, D.G., et al. 1988. Toxicon26, 97.
Poli, M.A., et al. 1986. Mol. Pharmacol.30, 129.
Shimizu, Y., et al. 1986. J. Am. Chem. Soc.108, 514.
Nakanishi, K. 1985. Toxicon23, 473.
Baden, D.G., et al. 1982. Toxicon19, 455.
Catterfall, W.A., and Risk, M. 1981. Mol. Pharmacol.19, 345.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Highly Toxic (H)
| Quality Segment | 100 |
| description | RTECS - XW5886000 |
| assay | ≥95% (HPLC) |
| form | solid |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze |
| color | tan to white |
| solubility | ethyl acetate: soluble,methanol: soluble,water: soluble |
| shipped in | wet ice |
| storage temp. | −20°C |
| SMILES string | O1C2(C(OC8(C(OC9C(OC%10C(OC%11(C(OC(CC%11O)CC(=C)C=O)C%10)C)C9)\C=C/C8)C2)C)CC3OC4C(OC5C(OC6C(OC7C(OC(=O)C=C7C)C6)(C5)C)CC4C)CCC31C)C |
| InChI | 1S/C50H70O14/c1-25(24-51)14-28-17-37(52)50(8)41(54-28)19-33-34(61-50)18-32-29(55-33)10-9-12-46(4)42(58-32)23-49(7)40(62-46)21-39-47(5,64-49)13-11-30-44(60-39)26(2)15-31-36(56-30)22-48(6)38(57-31)20-35-45(63-48)27(3)16-43(53)59-35/h9-10,16,24,26,28-42,44-45,52H,1,11-15,17-23H2,2-8H3/b10-9- |
| InChI key | LYTCVQQGCSNFJU-KTKRTIGZSA-N |
