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A5626

Sigma-Aldrich

Acetylthiocholine chloride

≥99% (TLC), powder

Synonym(s):

(2-Mercaptoethyl)trimethylammonium chloride acetate

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About This Item

Linear Formula:
CH3COSCH2CH2N(CH3)3Cl
CAS Number:
6050-81-3
Molecular Weight:
197.73
EC Number:
227-953-7
MDL number:
MFCD00038727
UNSPSC Code:
12352204
PubChem Substance ID:
24278219
NACRES:
NA.83

Assay

≥99% (TLC)

form

powder

solubility

water: 100 mg/mL, clear to slightly hazy, colorless

storage temp.

−20°C

SMILES string

[Cl-].CC(=O)SCC[N+](C)(C)C

InChI

1S/C7H16NOS.ClH/c1-7(9)10-6-5-8(2,3)4;/h5-6H2,1-4H3;1H/q+1;/p-1

InChI key

GZYVLKKMMDFCKR-UHFFFAOYSA-M

Gene Information

human ... ACHE(43)

Application

Acetylthiocholine chloride has been used to determine the acetylcholine esterase activity of semen exosomes (SE). It has also been used as a substrate for acetylcholine esterase in microcalorimetric study of its kinetic parameters.

Biochem/physiol Actions

Acetylcholinesterase (AChE) enzyme plays an important physiological role in the neurotransmission process.
Acetylcholinesterase substrate and nicotinic acetylcholine receptor agonist.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338 + P310

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Isolation of Exosomes from Semen for in vitro Uptake and HIV-1 Infection Assays
Madison MN, et al.
Bio-protocol, 7(7) (2017)
Tanja Botić et al.
European journal of medicinal chemistry, 136, 294-304 (2017-05-16)
The brominated pyrroloiminoquinone alkaloids discorhabdins B, L and G and 3-dihydro-7,8- dehydrodiscorhabdin C, isolated from methanol extracts of two specimens of Latrunculia sp. sponges collected near the Antarctic Peninsula, are here demonstrated for the first time to be reversible competitive
Jerneja Kladnik et al.
International journal of molecular sciences, 21(16) (2020-08-13)
The increasing number of Alzheimer's disease (AD) cases requires the development of new improved drug candidates, possessing the ability of more efficient treatment as well as less unwanted side effects. Cholinesterase enzymes are highly associated with the development of AD
Paola Nieri et al.
Scientific reports, 8, 45760-45760 (2017-04-04)
Organocatalysis, which is mostly explored for its new potential industrial applications, also represents a chemical event involved in endogenous processes. In the present study, we provide the first evidence that imidazole and imidazole derivatives have cholinesterase-like properties since they can
Lindon W K Moodie et al.
Organic & biomolecular chemistry, 14(47), 11220-11229 (2016-11-15)
The marine secondary metabolite stryphnusin (1) was isolated from the boreal sponge Stryphnus fortis, collected off the Norwegian coast. Given its resemblance to other natural acetylcholinesterase antagonists, it was evaluated against electric eel acetylcholinesterase and displayed inhibitory activity. A library
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