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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:
3571339
EC Number:
218-862-3
MDL number:
MFCD00011815
UNSPSC Code:
12352107
PubChem Substance ID:
24891162
NACRES:
NA.25

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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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
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
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