850336 | MAPCHO®-12

n-dodecylphosphocholine

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1g 850336P-1g 850336P-1g 1 x 1g $243.23
5g 850336P-5g 850336P-5g 1 x 5g $938.50
25g 850336P-25g 850336P-25g 1 x 25g $3,605.50
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MAPCHO®-12

MAPCHO®-12

n-dodecylphosphocholine

Dodecylphosphocholine is a structural analog of lauroyl lysophosphatidylcholine that is more stable to hydrolytic degradation. The lipid is often used as a detergent for membrane protein solubilization and purification.
Dodecylphosphocholine has been shown to improve paracellular permeability of hydrophilic compounds by modulating the tight junctions. This may have implications on its use for oral or nasal drug delivery.
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C17H38NO4P
Percent Composition
C 58.10%, H 10.90%, N 3.99%, O 18.21%, P 8.81%
Purity
>99%
Stability
1 Years
Storage Temperature
-20°C
CAS Number
29557-51-5
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
351.462
Exact Mass
351.254
Synonyms
DPC
Fos-Choline12
FOS12
FC-12

Santisteban NP, Morrow MR, Booth V. Effect of AMPs MSI-78 and BP100 on the lipid acyl chains of 2H-labeled intact Gram positive bacteria. Biochim Biophys Acta Biomembr. 2020 Jan 25;1862(5):183199. doi: 10.1016/j.bbamem.2020.183199. Epub ahead of print. PMID: 31987866.

 PubMed ID: 31987866

Liu N, Girvin ME, Brenowitz M, Lai JR. Conformational and lipid bilayer-perturbing properties of Marburg virus GP2 segments containing the fusion loop and membrane-proximal external region/transmembrane domain. Heliyon. 2019 Dec 12;5(12):e03018. doi: 10.1016/j.heliyon.2019.e03018. PMID: 31890962; PMCID: PMC6926192.

 PubMed ID: 31890962

Mark A. Strege, Siyuan Huang & Donald S. Risley. Quantitative determination of beta-cyclodextrin in a powder insulin formulation for nasal delivery using hydrophilic interaction chromatography with evaporative light scattering detection. Journal of Liquid Chromatography & Related Technologies. 2019 March 25;42(3-4):74-78. doi: 10.1080/10826076.2019.1571508

Abd Rahim MS, Cherniavskyi YK, Tieleman DP, Dames SA. NMR- and MD simulation-based structural characterization of the membrane-associating FATC domain of ataxia telangiectasia mutated. J Biol Chem. 2019 Mar 13. pii: jbc.RA119.007653. doi: 10.1074/jbc.RA119.007653. [Epub ahead of print]

 PubMed ID: 30867195

Keceli G, Majumdar A, Thorpe CN, Jun S, Tocchetti CG, Lee DI, Mahaney JE, Paolocci N, Toscano JP. Nitroxyl (HNO) targets phospholamban cysteines 41 and 46 to enhance cardiac function. J Gen Physiol. 2019 Mar 6. pii: jgp.201812208. doi: 10.1085/jgp.201812208. [Epub ahead of print]

 PubMed ID: 30842219

Frey L, Hiller S, Riek R, Bibow S. Lipid- and Cholesterol-Mediated Time-Scale-Specific Modulation of the Outer Membrane Protein X Dynamics in Lipid Bilayers. J Am Chem Soc. 2018 Oct 23. doi: 10.1021/jacs.8b09188. [Epub ahead of print]

 PubMed ID: 30289706 ​​

Bao H, Goldschen-Ohm M, Jeggle P, Chanda B, Edwardson JM, Chapman ER. Exocytotic fusion pores are composed of both lipids and proteins. Nat Struct Mol Biol. 2016 Jan;23(1):67-73. doi: 10.1038/nsmb.3141. Epub 2015 Dec 14.

 PubMed ID: 26656855

Palladino, P., Rossi, F., Ragone, R. (2010) Effective critical micellar concentration of a zwitterionic detergent: a fluorimetric study on n-dodecyl phosphocholine. J Fluoresc. 20:191-6.

PubMed ID: 19756982

Liang, B., Tamm, L.K. (2007) Structure of outer membrane protein G by solution NMR spectroscopy. Proc Natl Acad Sci U S A. 104:16140-5.

 PubMed ID: 17911261

Brunecky, R., Lee, S., Rzepecki, P.W., Overduin, M., Prestwich, G.D., Kutateladze, A.G., Kutateladze, T.G. (2005) Investigation of the binding geometry of a peripheral membrane protein. Biochemistry. 44:16064-71.

 PubMed ID: 16331966

Liu, D.Z., LeCluyse, E.L., Thakker, D.R. (1999) Dodecylphosphocholine-mediated enhancement of paracellular permeability and cytotoxicity in Caco-2 cell monolayers. J Pharm Sci. 88:1161-8.

 PubMed ID: 10564065

Vasudevan, S.V., Schulz, J., Zhou, C., Cocco, M.J. (2010) Protein folding at the membrane interface, the structure of Nogo-66 requires interactions with a phosphocholine surface. Proc Natl Acad Sci U S A. 2010 Apr 13;107(15):6847-51. doi: 10.1073/pnas.0911817107. Epub 2010 Mar 29.

 PubMed ID: 20351248