An alkynyl derivative of choline for use in click chemistry
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Propargylcholine (bromide)

Item No. 25870

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-hydroxyethyl)-N,N-dimethyl-2-propyn-1-aminium, monobromide
CAS Number
111755-76-1
Synonyms
  • Click Tag™ Propargylcholine
Molecular Formula
C7H14NO • Br
Formula Weight
208.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
C[N+](CC#C)(C)CCO.[Br-]
InChi Code
InChI=1S/C7H14NO.BrH/c1-4-5-8(2,3)6-7-9;/h1,9H,5-7H2,2-3H3;1H/q+1;/p-1
InChi Key
CDMUCZDUIQLBJB-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    10 mg

    $49

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    50 mg

    $172

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    100 mg

    $319

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    250 mg

    $735

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    Product Description

    Propargylcholine is an alkynyl derivative of choline that has a propargyl group in place of one methyl group.1 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.1,2,3 Propargylcholine also inhibits growth of P. aeruginosa on dimethylglycine (IC50 = 5.16 μM), choline, and glycine betaine.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Salic, A. Compositions and methods for labeling and imaging phospholipids. (2012).

    2. Wei, L., Hu, F., Shen, Y., et al. Live-cell imaging of alkyne-tagged small biomolecules by stimulated Raman scattering. Nat. Methods 11(4), 410-412 (2014).

    3. Li, C., Key, J.A., Jia, F., et al. Practical labeling methodology for choline-derived lipids and applications in live cell fluorescence imaging. Photochem. Photobiol. 90(3), 686-695 (2014).

    4. Fitzsimmons, L.F., Flemer, S., Jr. , Wurthmann, A.S., et al. Small-molecule inhibition of choline catabolism in Pseudomonas aeruginosa and other aerobic choline-catabolizing bacteria. Appl. Environ. Microbiol. 77(13), 4383-4389 (2011).