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A7000

Sigma-Aldrich

Acetylcholine iodide

≥97%

Synonym(s):

ACh

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About This Item

Linear Formula:
(CH3)3N(I)CH2CH2OCOCH3
CAS Number:
2260-50-6
Molecular Weight:
273.11
Beilstein/REAXYS Number:
3571339
EC Number:
218-862-3
MDL number:
MFCD00011815
UNSPSC Code:
12352107
PubChem Substance ID:
24891162
NACRES:
NA.25

Quality Level

200

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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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Yingchuan B Qi et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(12), 5319-5325 (2013-03-22)
Excitatory acetylcholine motor neurons drive Caenorhabditis elegans locomotion. Coordinating the activation states of the backward-driving A and forward-driving B class motor neurons is critical for generating sinusoidal and directional locomotion. Here, we show by in vivo calcium imaging that expression
Xun Qian et al.
Arteriosclerosis, thrombosis, and vascular biology, 34(1), 127-135 (2013-11-02)
Intermediate and small conductance KCa channels IK1 (KCa3.1) and SK3 (KCa2.3) are primary targets of endothelial Ca(2+) signals in the arterial vasculature, and their ablation results in increased arterial tone and hypertension. Activation of IK1 channels by local Ca(2+) transients
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
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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