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111755-76-1

111755-76-1 Structure

111755-76-1 Structure
IdentificationBack Directory
[Name]

Propargylcholine
[CAS]

111755-76-1
[Synonyms]

Propargylcholine
Propargylcholine (bromide)
(2-HYDROXYETHYL)DIMETHYL(PROP-2-YN-1-YL)AZANIUM BROMIDE
2-Propyn-1-aminium, N-(2-hydroxyethyl)-N,N-dimethyl-, bromide (1:1)
[Molecular Formula]

C7H14BrNO
[MDL Number]

MFCD22199535
[MOL File]

111755-76-1.mol
[Molecular Weight]

208.096
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
[form ]

A crystalline solid
[color ]

Off-white to yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
Hazard InformationBack Directory
[Description]

Propargylcholine bromide is an alkynyl derivative of choline that has a propargyl group in place of one methyl group. It can be used to assay phospholipid synthesis and localization in cells and tissues using Raman scattering microscopy or click chemistry labeling with fluorescent or affinity-tagged azides.
[Uses]

Propargylcholine bromide is a choline analogue containing terminal propargyl that can be incorporated into all classes of Choline-containing phospholipids such as phosphatidylcholine and sphingomyelin, labeling Choline-containing phospholipids. Propargylcholine bromide-labeled phospholipid molecules can be visualized in cells with high sensitivity and spatial resolution. Propargylcholine bromide can be used as a molecular tool to study the biochemical and metabolic processes of Choline-containing phospholipids in cells[1][2]. Propargylcholine (bromide) is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
[in vivo]

Propargylcholine bromide (P-Cho; 3.5-4.0 mg/kg; i.p; single daily for 6 days) effectively incorporates into newly synthesized myelin within 1 week of dosing and sustained presence beyond 6 weeks in rhesus monkey[2].

[References]

[1] Jao CY, et al. Metabolic labeling and direct imaging of choline phospholipids in vivo. Proc Natl Acad Sci U S A. 2009 Sep 8;106(36):15332-7. DOI:10.1073/pnas.0907864106
[2] Karen R. Bottenfield, et al. Optimization of Propargylcholine to Label Newly Synthesized Myelin in the Rhesus Monkey Brain. FASEB J. 2020, 34(S1): 1-1.
Spectrum DetailBack Directory
[Spectrum Detail]

Propargylcholine(111755-76-1)1HNMR
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