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G5291

Sigma-Aldrich

L-α-Glycerophosphorylcholine

≥98%, powder

Synonym(s):

Choline Glycerophosphate, Choline alphoscerate

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About This Item

Empirical Formula (Hill Notation):
C8H20NO6P
Molecular Weight:
257.22
EC Number:
248-962-2
MDL number:
MFCD00063544
UNSPSC Code:
12352204
PubChem Substance ID:
24895204
NACRES:
NA.83

product name

L-α-Glycerophosphorylcholine, from soybean, ≥98%, powder

biological source

soybean

Assay

≥98%

form

powder

solubility

water: 50 mg/mL, clear, colorless to very faintly yellow

storage temp.

−20°C

SMILES string

C[N](C)(C)CCOP(O)(=O)OC[C@@H](O)CO

InChI

1S/C8H21NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3,(H,12,13)

InChI key

XGPKIOAEPQZUED-UHFFFAOYSA-N

General description

L-α-Glycerophosphorylcholine is a phospholipid, which is a derivative of phosphatidylcholine.

Application

L-α-Glycerophosphorylcholine has been used to rescue choline auxotrophy. It has also been used for the synthesis of glycerophospholipids.

Biochem/physiol Actions

Increases inositol phosphate formation.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

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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Overproduction of Phospholipids by the Kennedy Pathway Leads to Hypervirulence in Candida albicans
Tams RN, et al.
Frontiers in Microbiology, 10 (2019)
Alzheimer's Disease: Current Research In Early Diagnosis (1990)
Cholinergic precursors in the treatment of cognitive impairment of vascular origin: ineffective approaches or need for re-evaluation?
Parnetti L, et al.
Journal of the Neurological Sciences, 257(1-2), 264-269 (2007)
Cognitive improvement in mild to moderate Alzheimer's dementia after treatment with the acetylcholine precursor choline alfoscerate: a multicenter, double-blind, randomized, placebo-controlled trial
Moreno MDJM
Clinical Therapeutics, 25(1), 178-193 (2003)
High-Throughput Plasma Lipidomics: Detailed Mapping of the Associations with Cardiometabolic Risk Factors
Huynh K, et al.
Cell Chemical Biology, 26(1), 71-84 (2019)

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