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Key Documents

A7000

Sigma-Aldrich

Acetylcholine iodide

≥97%

Synonym(s):

ACh

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About This Item

Linear Formula:
(CH3)3N(I)CH2CH2OCOCH3
CAS Number:
Molecular Weight:
273.11
Beilstein:
3571339
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥97%

form

powder

storage temp.

−20°C

SMILES string

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

InChI

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

InChI key

SMBBQHHYSLHDHF-UHFFFAOYSA-M

Gene Information

human ... CHRM3(1131)

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Application

Acetylcholine is an endogenous neurotransmitter at cholinergic synapses that amplifies action potential of the sarcolemma thereby inducing muscle contractions. Acetylcholine iodide is used as an acetylcholine receptor agonist to identify, characterize and differentiate among types of cholinergic receptors. Acetylcholine iodide is used as a substrate to identify and characterize natural and mutated acetylcholinesterase(s).

Biochem/physiol Actions

Endogenous neurotransmitter at cholinergic synapses; amplifies action potential of the sarcolemma thereby inducing muscle contractions.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Iryna Andrusenko et al.
Angewandte Chemie (International ed. in English), 58(32), 10919-10922 (2019-06-19)
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Marie Briet et al.
Journal of the American Heart Association, 2(2), e000128-e000128 (2013-04-16)
Recent studies have raised concern about the safety of erythropoiesis-stimulating agents because of evidence of increased risk of hypertension and cardiovascular morbidity and mortality in chronic kidney disease (CKD) patients. In the present study, we investigated the effects of recombinant
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
Wei Wang et al.
Journal of biomedical nanotechnology, 9(4), 736-740 (2013-04-30)
A novel type of acetylcholine electrochemical biosensor was successfully fabricated by dropping beta-cyclodextrin solution, acetylcholinesterase solution and Nafion-methanol solution to the homemade nano-porous pseudo carbon paste electrode (nano-PPCPE) as working electrode, and then the electrochemical behavior of the as-prepared biosensor
Carolina Wedemeyer et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(39), 15477-15487 (2013-09-27)
The synapse between olivocochlear (OC) neurons and cochlear mechanosensory hair cells is cholinergic, fast, and inhibitory. The inhibitory sign of this cholinergic synapse is accounted for by the activation of Ca(2+)-permeable postsynaptic α9α10 nicotinic receptors coupled to the opening of

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