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Merck

T8024

Tetrodotoxin

≥98% (HPLC), powder

Sinónimos:

Fugu poison, Maculotoxin, TTX, Tarichatoxin

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Fórmula empírica (notación de Hill):
C11H17N3O8
Número CAS:
4368-28-9
Peso molecular:
319.27
EC Number:
224-458-8
UNSPSC Code:
12352200
PubChem Substance ID:
24900493
Beilstein/REAXYS Number:
49176
MDL number:
MFCD00213719

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assay

≥98% (HPLC)

form

powder

color

white

solubility

dilute citrate or acetate buffer: 1 mg/mL (dissolve at pH 4-5. Aqueous solutions, pH 4-5, are stable if stored frozen.), strong acid or alkaline solutions: unstable (destroyed by boiling at pH 2.)

storage temp.

2-8°C

SMILES string

[H][C@]12OC3(O)OC(C4[C@@H](O)NC(=N)NC4([C@@H]1O)[C@@H]3O)[C@@]2(O)CO

InChI

1S/C11H17N3O8/c12-8-13-6(17)2-4-9(19,1-15)5-3(16)10(2,14-8)7(18)11(20,21-4)22-5/h2-7,15-20H,1H2,(H3,12,13,14)/t2?,3-,4?,5+,6-,7+,9+,10?,11?/m1/s1

InChI key

CFMYXEVWODSLAX-IXUBDLNJSA-N

Gene Information

rat ... Scnn1g(24768)

Application

Tetrodotoxin has been used as standard during HPLC-based analysis of biotoxins from P. punctata tentacles whole crude extract (PHY-N). Tetrodotoxin has also been used to study its effects on low-threshold transient (LTT) Ca2+ currents in rat hippocampal interneurons.

Biochem/physiol Actions

Reversible, selective blocker of Na+ channels.
Reversible, selective blocker of Na+ channels; blocks propagation of impulses in excitable membranes. Used to characterize sodium channels in excitable membranes and to study the role of sodium channels in normal physiology and disease.

Preparation Note

Tetrodotoxin is soluble in dilute citrate or acetate buffer at 1 mg/ml (pH 4-5). Aqueous solutions are stable at pH 4-5 if stored frozen. However, tetrodotoxin is unstable in strong acid or alkaline solutions and is destroyed by boiling at pH2.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 1 Oral

Clase de almacenamiento

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
050M0856
019K0675
058K1697
077K1693
056K0421

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Rocky Chau et al.
Aquatic toxicology (Amsterdam, Netherlands), 104(1-2), 61-72 (2011-05-06)
The potent neurotoxin tetrodotoxin (TTX) has been identified from taxonomically diverse marine organisms. TTX possesses a unique cage-like structure, however, its biosynthesis has yet to be elucidated. Biosynthetic studies in the TTX-producing newt Taricha torosa, and in bacterial genera, including
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The Journal of neuroscience : the official journal of the Society for Neuroscience, 11(9), 2812-2820 (1991-09-01)
Interneurons from the CA1 lacunosum-moleculare (L-M) region were isolated by trypsin-hyaluronidase treatment and mechanical trituration of the L-M. Interneurons isolated in this manner were multipolar with several dendritic processes and could be distinguished from CA1 pyramidal neurons. The properties of
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Journal of applied toxicology : JAT, 31(8), 720-729 (2011-02-15)
Phyllorhiza punctata (P. punctata) is a jellyfish native to the southwestern Pacific. Herewith we present the biochemical and pharmacological characterization of an extract of the tentacles of P. punctata. The tentacles were subjected to three freeze-thaw cycles, homogenized, ultrafiltered, precipitated
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