Tetrodotoxin

Name: Tetrodotoxin
Brand: Tocris Bioscience
SKU: 1078
Rating: 5 (5 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 1078

(5)

Citations (1853)

COA / SDS

Na+ channel blocker

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Product Description
Product Specifications
Calculators
Background References
Product Documents
Specific Notices

Key Product Details

Description

Na+ channel blocker

Alternative Names

TTx

View all Voltage-gated Sodium Channel Blockers »

Product Description

Tetrodotoxin is a reversible, potent, selective and high affinity inhibitor of voltage gated sodium channels Na_v 1.6, 1.1, 1.3, 1.4, 1.2 and 1.7 (IC₅₀ values are 2.3 nM, 4.1 nM, 5.3 nM, 7.6 nM, 14 nM and 36 nM, respectively). Binding is reversible and high affinity (K_d = 1-10 nM). Tetrodotoxin shows antagonism of aconitine-induced cardiac toxicity, analgesic effects in mouse models of neuropathy and prolonged duration of local anesthesia in animals when combined with capsaicin. Tetrodotoxin also shows pH-dependent blockade of canine cardiac L-type Ca²⁺ (Ca_v1.x) channels, blocks primary reward in an animal study of drug-seeking lever pressing.

Tetrodotoxin citrate (Cat. No. 1069) also available.

Product Specifications

Molecular Weight

319.27

Formula

C₁₁H₁₇N₃O₈

Storage

Store at -20°C

Purity

≥98% (HPLC)

Chemical Name

(4R,4aR,5R,7S,9S,10S,10aR,11S,12S)-Octahydro-12-(hydroxymethyl)-2-imino-5,9:7,10a-dimethano-10aH-[1,3]dioxocino[6,5-d]pyrimidine-4,7,10,11,12-pentol

CAS Number

4368-28-9

PubChem ID

16759596

InChI Key

CFMYXEVWODSLAX-CKYAAQHSSA-N

SMILES

OC1(CO)[C@H](O4)C(O)[C@@]2([C@@H]([C@@H](O)N3)C1O[C@](O)4[C@H]2O)NC3=N

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Calculators

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Background References

References are publications that support the biological activity of the product.

Shomorony Prolonged duration local anesthesia by combined delivery of capsaicin- and tetrodotoxin-loaded liposomes. Anesth.Analg. 2019 PMID: 31425210
Hegyi Tetrodotoxin blockade on canine cardiac L-type Ca²⁺ channels depends on pH and redox potential. Mar.Drugs 2013 PMID: 23771047
Grimm and See Dissociation of primary and secondary reward-relevant limbic nuclei in an animal model of relapse. Neuropsychopharmacology 2000 PMID: 10731622
Ono Antagonistic effects of tetrodotoxin on aconitine-induced cardiac toxicity. J.Nippon Med.Sch. 2013 PMID: 24189353
Tsukamoto Differential binding of tetrodotoxin and its derivatives to voltage-sensitive sodium channel subtypes (Nav1.1 to Nav1.7). Br.J.Pharmacol. 2017 PMID: 28832970
Kao Structure-activity relations of tetrodotoxin, saxitoxin, and analogues. Ann.N.Y.Acad.Sci. 1986 PMID: 2434008
Kao Pharmacology of tetrodotoxin and saxitoxin. Fed.Proc. 1972 PMID: 5032475
Gleitz The protective action of tetrodotoxin and (±)-kavain on anaerobic glycolysis, ATP content and intracellular Na⁺ and Ca²⁺ of anoxic brain vesicles. Neuropharmacology 1996 PMID: 9076753