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Merck
CN

20780

Sigma-Aldrich

Butyrylcholine iodide

≥99.0% (AT)

Synonym(s):

(2-Hydroxyethyl)trimethylammonium iodide butyrate

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About This Item

Linear Formula:
CH3CH2CH2COOCH2CH2N(I)(CH3)3
CAS Number:
Molecular Weight:
301.17
Beilstein:
3917649
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83
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Quality Level

Assay

≥99.0% (AT)

form

powder

mp

85-89 °C

solubility

methanol: 1 g/10 mL, clear, colorless

storage temp.

2-8°C

SMILES string

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

InChI

1S/C9H20NO2.HI/c1-5-6-9(11)12-8-7-10(2,3)4;/h5-8H2,1-4H3;1H/q+1;/p-1

InChI key

GALNBQVDMJRFGJ-UHFFFAOYSA-M

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Other Notes

Substrate for cholinesterase (EC 3.1.1.8); and acetylcholinesterase (EC 3.1.1.7)

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

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Monitoring of air and water for enzyme inhibitors.
L H Goodson et al.
Methods in enzymology, 44, 647-658 (1976-01-01)
R D O'Brien et al.
Biochimica et biophysica acta, 526(1), 129-134 (1978-09-11)
Comparisons were made of purified acetylcholinesterase from the heads of wild type house flies with a mutant form (which bound organophosphates and carbamates less tightly). Using 12 substrates and 6 quaternary inhibitors, the only substantial difference was that the Km
S Darvesh et al.
Journal of the autonomic nervous system, 71(2-3), 75-84 (1998-10-06)
Cholinergic neurotransmission plays a significant role in intrinsic cardiac ganglia with the action of acetylcholine being terminated by acetylcholinesterase (AChE, EC 3.1.1.7). Anatomical studies were performed to characterize neurons associated with AChE and a closely related enzyme, butyrylcholinesterase (BuChE, EC
Sultan Darvesh et al.
Experimental neurology, 188(2), 461-470 (2004-07-13)
Cholinesterase inhibitors used to treat the symptoms of Alzheimer's disease (AD) inhibit both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), albeit to different degrees. Because central and peripheral neurons, including intrinsic cardiac neurons located on the surface of the mammalian heart, express
J Kehr et al.
Journal of neuroscience methods, 83(2), 143-150 (1998-10-09)
Microbore column liquid chromatography with post-column immobilized enzyme reactor (IMER) and electrochemical detection on redox polymer coated electrodes was used for detection of acetylcholine (ACh) and choline (Ch) in microdialysis samples. The sensitivity of the coated electrodes, decreased gradually by

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