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Key Documents

C7017

Sigma-Aldrich

Choline chloride

≥99%

Synonym(s):

(2-Hydroxyethyl)trimethylammonium chloride

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About This Item

Linear Formula:
(CH3)3N(Cl)CH2CH2OH
CAS Number:
Molecular Weight:
139.62
Beilstein:
3563126
EC Number:
MDL number:
UNSPSC Code:
50501514
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic

Assay

≥99%

form

powder

color

white

mp

302-305 °C (dec.) (lit.)

lipid type

phospholipids

SMILES string

[Cl-].C[N+](C)(C)CCO

InChI

1S/C5H14NO.ClH/c1-6(2,3)4-5-7;/h7H,4-5H2,1-3H3;1H/q+1;/p-1

InChI key

SGMZJAMFUVOLNK-UHFFFAOYSA-M

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General description

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.

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.

Substrates

Choline acetyltransferase substrate

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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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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