An internal standard for the quantification of dodecylphosphocholine
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Unlabeled Version(s)
25629Dodecylphosphocholine
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Dodecylphosphocholine-d38

Item No. 25996

Technical Information
Formal Name
2-[[(dodecyl-d25-oxy)hydroxyphosphinyl]oxy]-N,N,N-tri(methyl-d3)-ethan-1,1,2,2-d4-aminium, inner salt
CAS Number
130890-78-7
Synonyms
  • n-Dodecylphosphocholine-d38
Molecular Formula
C17D38NO4P
Formula Weight
Purity
≥99% deuterated forms (d1-d38)
A crystalline solid
DMF: 16 mg/mlDMSO: 16 mg/mlEthanol: 15 mg/mlPBS (pH 7.2): 25 mg/ml
SMILES
O=P(OC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])(C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])[2H])([O-])OC([2H])([2H])C([2H])([2H])[N+](C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])[2H]
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/i1D3,2D3,3D3,4D3,5D2,6D2,7D2,8D2,9D2,10D2,11D2,12D2,13D2,14D2,15D2,16D2,17D2
InChi Key
QBHFVMDLPTZDOI-DHIOKLJKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dodecylphosphocholine-d38 is intended for use as an internal standard for the quantification of dodecylphosphocholine (Item No. 25629) by GC- or LC-MS. 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 alHow 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 alSpecific 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).