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B3253

Sigma-Aldrich

Butyrylthiocholine iodide

≥98%

Synonym(s):

(2-Mercaptoethyl)trimethylammonium iodide butyrate

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About This Item

Linear Formula:
(CH3)3N(I)CH2CH2SCOCH2CH2CH3
CAS Number:
1866-16-6
Molecular Weight:
317.23
Beilstein/REAXYS Number:
3729509
EC Number:
217-475-7
MDL number:
MFCD00011845
UNSPSC Code:
12352100
PubChem Substance ID:
57653930
NACRES:
NA.22

assay

≥98%

form

powder

mp

171-174 °C (lit.)

storage temp.

−20°C

SMILES string

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

InChI

1S/C9H20NOS.HI/c1-5-6-9(11)12-8-7-10(2,3)4;/h5-8H2,1-4H3;1H/q+1;/p-1

InChI key

WEQAAFZDJROSBF-UHFFFAOYSA-M

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General description

Butyrylthiocholine iodide is a sulfur-containing analog of butyrylcholine. It is used as a reagent for the determination of butyrylcholinesterase activity.

application

  • Label-Free and Ultrasensitive Detection of Butyrylcholinesterase: A study demonstrated the use of Mn(II)-based electron spin resonance spectroscopy for the ultrasensitive detection of butyrylcholinesterase, using Butyrylthiocholine iodide as a substrate to quantify enzyme activity in the presence of organophosphorus pesticides, crucial for biochemical assay applications (Tang et al., 2022).
  • Novel Nanozyme for Biosensing: Research developed a Co, N co-doped porous carbon-based nanozyme, demonstrating its utility as an oxidase mimic for fluorescence and colorimetric biosensing of butyrylcholinesterase, employing Butyrylthiocholine iodide as a key substrate, relevant in enzyme kinetics analysis (Sun et al., 2022).
  • Detection System for Anti-Alzheimer′s Drug Screening: A fluorescent platform was constructed using copper nanoclusters and MnO2 nanosheets for the detection of butyrylcholinesterase activity, utilizing Butyrylthiocholine iodide, which may facilitate the screening of anti-Alzheimer′s drugs and probe cholinergic system interactions (Chen et al., 2022).
  • Dual-Channel Detection of Butyrylcholinesterase: A study introduced bifunctional metal-organic frameworks with integrated fluorescence and oxidase activities, developed for dual-channel detection of butyrylcholinesterase using Butyrylthiocholine iodide, enhancing methodologies in biochemical assays (Wang et al., 2022).

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

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Cristobal Narvaez et al.
Chemosphere, 135, 75-82 (2015-04-29)
Inhibition of blood esterase activities by organophosphate (OP) pesticides has been used as a sensitive biomarker in birds. Furthermore, compared to mammalian vertebrates, less is known about the role of these enzyme activities in the digestive tracts of non-mammalian vertebrates
Gabriela Fernandes et al.
The journal of adhesive dentistry, 22(3), 265-274 (2020-05-22)
To investigate whether dental adhesives modified with polyacrylic acid copper iodide particles could inhibit esterase activity in vitro and the copper release rate from resin matrices, as well as the correlation between the two variables. Different concentrations of copper iodide
Oya Unsal-Tan et al.
MedChemComm, 10(6), 1018-1026 (2019-07-16)
A novel series of 2-pyrazoline derivatives were designed, synthesized, and evaluated for cholinesterase (ChE) inhibitory, Aβ anti-aggregating and neuroprotective activities. Among these, 3d, 3e, 3g, and 3h were established as the most potent and selective BChE inhibitors (IC50 = 0.5-3.9
Gabriele Horn et al.
Archives of toxicology, 89(3), 405-414 (2014-06-11)
Organophosphorus compounds (OP) are bound to human butyrylcholinesterase (BChE) and endogenous or exogenous BChE may act as a stoichiometric scavenger. Adequate amounts of BChE are required to minimize toxic OP effects. Simultaneous administration of BChE and oximes may transfer the
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