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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:
2494-56-6
Molecular Weight:
301.17
Beilstein:
3917649
EC Number:
219-666-0
MDL number:
MFCD00038730
UNSPSC Code:
12352204
PubChem Substance ID:
57647871
NACRES:
NA.83

Quality Level

200

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)[1]; and acetylcholinesterase (EC 3.1.1.7)[2][3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
051967/1
48992/1
51967/1

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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)
Anaïs Barré et al.
Molecules (Basel, Switzerland), 24(7) (2019-04-04)
Despite their side effects, cholinesterase (ChE) inhibitors remain the only approved drugs to treat Alzheimer's disease patients, along with the N-methyl-d-aspartate (NMDA) receptor antagonist memantine. In the last few years, the dual-specificity tyrosine phosphorylation-regulated kinase 1A (DYRK1A) has also been
D. Nachmansohn et al.
Methods in Enzymology, 1, 642-642 (1955)
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
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