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26978

Sigma-Aldrich

Choline chloride

BioUltra, ≥99.0% (AT)

Synonym(s):

(2-Hydroxyethyl)trimethylammonium chloride

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About This Item

Linear Formula:
(CH3)3N(Cl)CH2CH2OH
CAS Number:
67-48-1
Molecular Weight:
139.62
Beilstein:
3563126
EC Number:
200-655-4
MDL number:
MFCD00011721
UNSPSC Code:
12352211
PubChem Substance ID:
57648187
NACRES:
NA.25

biological source

synthetic

Quality Level

200

product line

BioUltra

Assay

≥99.0% (AT)

form

powder or crystals

impurities

insoluble matter, passes filter test

color

colorless to white

pH

5.0-7.5 (25 °C, 1 M in H2O)

mp

302-305 °C (dec.) (lit.)

solubility

H2O: 1 M, clear, colorless

anion traces

sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

1 M in H2O

UV absorption

λ: 260 nm Amax: 0.015
λ: 280 nm Amax: 0.010

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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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

Other Notes

Restores cholinergic, biochemical and pharmacological activities in striata of decorticated rats
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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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S Consolo et al.
Journal of neurochemistry, 54(2), 571-577 (1990-02-01)
Interruption of the corticostriatal pathway by undercutting the frontal cortex resulted after 2 weeks in a 40% reduction of basal acetylcholine (ACh) release in vivo, and in inhibition of the striatal sodium-dependent high-affinity uptake of choline (SDHACU) to the same
Mohsen Beheshti et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 54(6), 833-840 (2013-04-06)
We evaluated the potential of (18)F-fluoromethyldimethyl-2-hydroxyethyl-ammonium (FCH) PET/CT in the detection of recurrent disease or distant metastases and correlated its diagnostic accuracy with prostate-specific antigen (PSA) levels in prostate cancer patients with biochemical evidence of recurrence. Furthermore, the influences of
Elisabeth Traiffort et al.
Molecular aspects of medicine, 34(2-3), 646-654 (2013-03-20)
The Na(+)-independent, high affinity choline carrier system proposed to supply choline for the synthesis of cell membrane phospholipids was recently associated with SLC44 family members (SLC44A1-5) also called choline-like transporter family. SLC44A1 is widely expressed throughout the nervous system in
Zhuo Li et al.
Biochimica et biophysica acta, 1840(7), 2112-2122 (2014-03-19)
Choline kinase has three isoforms encoded by the genes Chka and Chkb. Inactivation of Chka in mice results in embryonic lethality, whereas Chkb(-/-) mice display neonatal forelimb bone deformations. To understand the mechanisms underlying the bone deformations, we compared the
Robert A Koeth et al.
Nature medicine, 19(5), 576-585 (2013-04-09)
Intestinal microbiota metabolism of choline and phosphatidylcholine produces trimethylamine (TMA), which is further metabolized to a proatherogenic species, trimethylamine-N-oxide (TMAO). We demonstrate here that metabolism by intestinal microbiota of dietary L-carnitine, a trimethylamine abundant in red meat, also produces TMAO
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