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About This Item
Linear Formula:
(CH3)3N(Cl)CH2CH2OH
CAS Number:
Molecular Weight:
139.62
UNSPSC Code:
50501514
NACRES:
NA.25
PubChem Substance ID:
EC Number:
200-655-4
Beilstein/REAXYS Number:
3563126
MDL number:
Product Name
Choline chloride, ≥99%
InChI key
SGMZJAMFUVOLNK-UHFFFAOYSA-M
InChI
1S/C5H14NO.ClH/c1-6(2,3)4-5-7;/h7H,4-5H2,1-3H3;1H/q+1;/p-1
SMILES string
[Cl-].C[N+](C)(C)CCO
biological source
synthetic
assay
≥99%
form
powder
color
white
mp
302-305 °C (dec.) (lit.)
lipid type
phospholipids
Quality Level
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Application
Choline chloride has been used:
- in choline release assay
- as an endogenous agonist of sigma-1 receptors (Sig-1Rs)
- as a standard to analyse interrelationships between methionine and choline metabolism
Biochem/physiol Actions
Choline is an essential nutrient, commonly grouped with the B complex vitamins, that plays key roles in many biological processes.
General description
Choline acetyltransferase substrate
Choline is a constituent of sphingomyelin and lecithin. It is a precursor of acetylcholine. Choline plays a vital role in methyl group metabolism, carcinogenesis and lipid transport. Choline deficiency is associated with fatty liver. It maintains cell structural integrity and cell signalling. Choline is implicated in the synthesis of phospholipids. It acts as a potent biomarker for ischemic heart disease.
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Rumen-protected choline for dairy cows: the in situ evaluation of a commercial source and literature evaluation of effects on performance and interactions between methionine and choline metabolism
Brusemeister F and Sudekum KH
Animal Research, 55(2), 93-104 (2006)
Clinical biochemistry of domestic animals (2008)
Encyclopedia of Food Sciences and Nutrition (Second Edition) (2003)
Marianna Ambrico et al.
Physical chemistry chemical physics : PCCP, 21(23), 12380-12388 (2019-05-30)
Nanoscale disassembly of mussel-inspired polydopamine (PDA) in ionic liquids (ILs) was recently shown to induce an electron paramagnetic resonance (EPR)-detectable reorganization of free radical centers in the resulting nanoparticles (NPs) in an IL-controlled manner. Herein, we report electrical impedance spectroscopy
Choline Is an Intracellular Messenger Linking Extracellular Stimuli to IP3-Evoked Ca2+ Signals through Sigma-1 Receptors
Brailoiu E, et al.
Cell Reports, 26(2), 330-337 (2019)
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