A detergent
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Labeled Version(s)
25996Dodecylphosphocholine-d38
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Dodecylphosphocholine

Item No. 25629

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[(dodecyloxy)hydroxyphosphinyl]oxy]-N,N,N-trimethyl-ethanaminium, inner salt
CAS Number
29557-51-5
Synonyms
  • n-Dodecylphosphocholine
Molecular Formula
C17H38NO4P
Formula Weight
351.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 16 mg/mlEthanol: 15 mg/mlPBS (pH 7.2): 25 mg/ml
SMILES
C[N+](C)(C)CCOP(OCCCCCCCCCCCC)([O-])=O
InChi Code
InChI=1S/C17H38NO4P/c1-5-6-7-8-9-10-11-12-13-14-16-21-23(19,20)22-17-15-18(2,3)4/h5-17H2,1-4H3
InChi Key
QBHFVMDLPTZDOI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    250 mg

    $85

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    500 mg

    $134

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    1 g

    $251

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    Product Description

    Dodecylphosphocholine is a detergent that is commonly used for membrane protein structure determination using NMR.1 It has also been used to generate membrane mimetic micelles and to characterize pore formation by the influenza M2 transmembrane domain within a synthetic membrane.2 Dodecylphosphocholine micelles induce amyloid fibril formation by the prion protein (PrP) β-strand (PrP (110-136)).3 Dodecylphosphocholine has a critical micelle concentration (CMC) of approximately 1.5 mM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kurauskas, V., Hessel, A., Ma, P., et al. How detergent impacts membrane proteins: Atomic-level views of mitochondrial carriers in dodecylphosphocholine. J. Phys. Chem. Lett. 9(5), 933-938 (2018).

    2. Cady, S.D., Wang, J., Wu, Y., et al. Specific binding of adamantane drugs and direction of their polar amines in the pore of the influenza M2 transmembrane domain in lipid bilayers and dodecylphosphocholine micelles determined by NMR spectroscopy. J. Am Chem. Soc. 133(12), 4274-4284 (2011).

    3. Sauvé, S., and Aubin, Y. Dodecylphosphocholine micelles induce amyloid formation of the PrP(110-136) peptide via an α-helical metastable conformation. PLoS One 11(12), e0168021 (2016).