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Key Documents

A2661

Sigma-Aldrich

Acetylcholine chloride

suitable for cell culture

Synonym(s):

ACh

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About This Item

Linear Formula:
(CH3)3N+CH2CH2OCOCH3Cl-
CAS Number:
Molecular Weight:
181.66
Beilstein:
3571875
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32190102
PubChem Substance ID:
NACRES:
NA.75

biological source

synthetic

Quality Level

Assay

~99%

form

powder

technique(s)

cell culture | mammalian: suitable

mp

146-150 °C (lit.)

solubility

water: 100 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

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

InChI

1S/C7H16NO2.ClH/c1-7(9)10-6-5-8(2,3)4;/h5-6H2,1-4H3;1H/q+1;/p-1

InChI key

JUGOREOARAHOCO-UHFFFAOYSA-M

Gene Information

human ... CHRM3(1131)

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Application

Acetylcholine chloride has been used in the preparation of acetylcholine, that is used as a common vehicle for iontophoresis of acetylcholine (ACh). It has also been used to treat aNS-1 derived neurons for cAMP (cyclic adenosine monophosphate) assay and also used to check their ability to influence G protein-coupled receptors (GPCRs).

Biochem/physiol Actions

Acetylcholine chloride, injected at 20 mg/kg body weight, reduces mortality and plasma proinflammatory cytokines in mice with experimentally-induced sepsis . The cholinergic anti-inflammatory mechanism is probably mediated by interaction of acetylcholine with α7n cholinoreceptor on monocytes, macrophages, and neutrophils, which decreases the levels of proinflammatory cytokines such as TNF-α, IL-1β, and IL-6.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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A novel gel based vehicle for the delivery of acetylcholine in quantitative sudomotor axon reflex testing
Sletten D M, et al.
Autonomic Neuroscience : Basic & Clinical, 150(1-2), 127-130 (2009)
Adaptation of NS cells growth and differentiation to high-throughput screening-compatible plates
Garavaglia A, et al.
BMC Neuroscience, 11(1), 7-7 (2010)
Yue-Chen Chang et al.
Kidney & blood pressure research, 43(5), 1607-1622 (2018-10-23)
This experimental study aims to observe whether the protective effect of propofol against renal ischemia-reperfusion injury (IRI) in the rat interlobar artery occurs through altered expression of the gap junction protein connexin 43 (Cx43). This study randomly divided male Sprague
Tracey Huynh et al.
Journal of medicinal chemistry, 56(20), 8196-8200 (2013-10-01)
The M4 mAChR is implicated in several CNS disorders and possesses an allosteric binding site for which ligands modulating the affinity and/or efficacy of ACh may be exploited for selective receptor targeting. We report the synthesis of a focused library
Elim Hong et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(52), 21171-21176 (2013-12-12)
The habenulo-interpeduncular pathway, a highly conserved cholinergic system, has emerged as a valuable model to study left-right asymmetry in the brain. In larval zebrafish, the bilaterally paired dorsal habenular nuclei (dHb) exhibit prominent left-right differences in their organization, gene expression

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