Decarbamoylsaxitoxin
Decarbamoylsaxitoxin is a sodium channel inhibitor that blocks the influx of sodium ions through the membranes of excitable nerves and skeletal muscle cells, thereby preventing the formation of action potentials. Decarbamoylsaxitoxin is an acidic hydrolysis product of saxitoxin, and its toxic effects on mice are identical to those of saxitoxin. Decarbamoylsaxitoxin inhibits veratridine- and ouabain-induced swelling and lysis of mouse neuroblastoma cells by blocking Na+ channels. Decarbamoylsaxitoxin can be used in studies related to paralytic shellfish poisoning.
For research use only. We do not sell to patients.
- CAS No.: 58911-04-9
- Formula: C9H16N6O3
- Molecular Weight:256.26
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
All Endogenous Metabolite Isoforms
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Biological Activity
Decarbamoylsaxitoxin (200-1000 pg/well, 3 nM to 300 μM; 8-24 hr) inhibits ouabain/veratridine-induced cell lysis in mouse neuroblastoma cells (ATCC no. CCL 131) with a mean relative toxicity of 42.6% compared to US FDA saxitoxin standard[2].
Decarbamoylsaxitoxin (110 μg/mL; 5 min boiled in 0.1 N or 1.0 N HCl) remains stable (toxicity unchanged) after boiling for 5 min in either 0.1 N or 1.0 N HCl, as measured in mouse neuroblastoma cells[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:mouse neuroblastoma cells (ATCC no. CCL 131)
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Concentration:200-1000 pg/well; 3 nM to 300 μM (tested immediately after opening sealed ampoules)
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Incubation Time:8-24 hr
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Result:Exhibited a dose-response profile in the neuroblastoma cell bioassay, with mean relative toxicity of 42.6% compared to US FDA saxitoxin standard (set at 100%).
Showed overlapping dose-response profile shape with GTX II/III-1.
Increased absorbance values of adherent stained cells with higher decarbamoylsaxitoxin concentrations.
Chemical Information
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CAS No. 58911-04-9
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Molecular Weight 256.26
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Formula C9H16N6O3
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SMILES
OC1([C@]23[C@](N=C(N3)N)([H])[C@@H](N=C(N2CC1)N)CO)O
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Synonyms
DcSTX; DecarbamoylSTX
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Structure Classification
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Initial Source
Gonyaulax catenella
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Ghazarossian VE,et al. A biologically active acid hydrolysis product of saxitoxin. Biochem Biophys Res Commun. 1976 Feb 9;68(3):776-80. [Content Brief]
[2]. Jellett JF, et al. Toxicological evaluation of saxitoxin, neosaxitoxin, gonyautoxin II, gonyautoxin II plus III and decarbamoylsaxitoxin with the mouse neuroblastoma cell bioassay. Toxicol In Vitro. 1995;9(1):57-65. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)