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Key Documents

A9101

Sigma-Aldrich

Acetylcholine chloride

≥99% (TLC), powder or crystals

Synonym(s):

ACh

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About This Item

Linear Formula:
(CH3)3N+CH2CH2OCOCH3Cl-
CAS Number:
Molecular Weight:
181.66
Beilstein/REAXYS Number:
3571875
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

Acetylcholine chloride, pkg of 150 mg (per vial)

assay

≥99% (TLC)

Quality Level

form

powder or crystals

packaging

pkg of 150 mg (per vial)

mp

146-150 °C (lit.)

solubility

H2O: soluble

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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General description

Acetylcholine is an important neurotransmitter that plays a critical role in multiple neurological systems. Crucial for neurobiology studies, acetylcholine aids researchers in understanding synaptic transmission. In other forms of research, acetylcholine has an effect and influence on tumor neurobiology for cancer R&D, as well as a variety of other cognitive processes.

Application

For use as a substrate to determine acetylcholinesterase activity. Acetylcholine chloride has been used:
  • for standard curve preparation in hestrin assay
  • in Protein expression, radioactive ligand binding assay and electrophysiological studies of Lymnaea stagnalis acetylcholine binding protein (Ls-AChBPs)
  • as a supplement in extracellular solutions for treating the voltage clamped cells in electrophysiology studies

Biochem/physiol Actions

Acetyl choline (ACh) is an essential neurotransmitter in both central and peripheral nervous system. ACh binds to nicotinic acetylcholine receptors (nAChRs) and causes fast excitatory neurotransmission.
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.

Reconstitution

Reconstituted solution is stable for 2 weeks when stored at 2-8 °C

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Molecular recognition of the neurotransmitter acetylcholine by an acetylcholine binding protein reveals determinants of binding to nicotinic acetylcholine receptors.
Olsen JA, et al.
PloS one, 9(3), e91232-e91232 (2014)
Ancestral Reconstruction Approach to Acetylcholine Receptor Structure and Function.
Prinston JE, et al.
Structure, 25(8), 1295-1302 (2017)
Evaluation of two WHO First International Standards for Vi polysaccharide from Citrobacter freundii and Salmonella enterica subspecies enterica serovar Typhi.
Gao F, et al.
Biologicals : Journal of the International Association of Biological Standardization (2018)
Virginia G de Yébenes et al.
Arteriosclerosis, thrombosis, and vascular biology, 40(10), 2408-2424 (2020-08-28)
microRNAs are master regulators of gene expression with essential roles in virtually all biological processes. miR-217 has been associated with aging and cellular senescence, but its role in vascular disease is not understood. Approach and Results: We have used an
Vincent Laurent et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 34(4), 1358-1369 (2014-01-24)
Decision-making depends on the ability to extract predictive information from the environment to guide future actions. Outcome-specific Pavlovian-instrumental transfer (PIT) provides an animal model of this process in which a stimulus predicting a particular outcome biases choice toward actions earning

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