Description
Decarbamoylneosaxitoxin is a complex organic compound with a unique structure, combining elements of pyrrole and purine. Primarily produced by certain species of marine dinoflagellates such as Alexandrium, Gymnodinium, and Pyrodinium, decarbamoylneosaxitoxin is one of the many derivatives of saxitoxin that contribute to the toxicity of contaminated seafood. Structurally, it is characterized by the absence of a carbamoyl group compared to its parent compound, neosaxitoxin, which affects its binding affinity and potency. Studies have shown that its potency is lower than that of saxitoxin and neosaxitoxin. However, it still retains significant neurotoxicity. Researchers are particularly interested in decarbamoylneosaxitoxin due to its impact on public health, ecology, and its potential applications in neuroscience research, given its ability to block voltage-gated sodium channels in nerve cells, thereby interrupting nerve signal transmission.
Specification
| Item | Decarbamoylneosaxitoxin |
|---|
| Catalog | MC68683589 |
| CAS | 68683-58-9 |
| Synonym | 1-Hydroxydecarbamoylsaxitoxin |
| Molecular Formula | C9H16N6O4 |
| Molecular Weight | 272.26 |
| Purity | >98% |
| Appearance | Solid powder |
| Solubility | Soluble in DMSO |
| Canonical SMILES | C1CN2C(=N)N(C(C3C2(C1(O)O)NC(=N3)N)CO)O |
| Isomeric SMILES | C1CN2C(=N)N([C@H]([C@H]3[C@]2(C1(O)O)NC(=N3)N)CO)O |
| InChi Code | InChI=1S/C9H16N6O4/c10-6-12-5-4(3-16)15(19)7(11)14-2-1-8(17,18)9(5,14)13-6/h4-5,11,16-19H,1-3H2,(H3,10,12,13)/t4-,5-,9-/m0/s1 |
| InChi Key | KUMXVBFFVVLQFX-PJPYAQQDSA-N |
| Storage Temperature | Store at 0-4 °C for short term (days to weeks), or store at -20 °C for long term (months). |
Mechanism of Action
Decarbamoylneosaxitoxin, similar to other paralytic shellfish toxins (PSTs), exerts its toxic effects by binding to voltage-gated sodium channels in nerve cells. By blocking these channels, it prevents the influx of sodium ions, thereby inhibiting the generation and propagation of action potentials. This interference with normal nerve signal transmission is what causes the paralytic effects observed in cases of shellfish poisoning.
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For Research Use Only. Not for use in diagnostic or therapeutic procedures.
