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About This Item
Empirical Formula (Hill Notation):
C17H38NO4P
CAS Number:
Molecular Weight:
351.46
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
SMILES string
[P](=O)([O-])(OCC[N+](C)(C)C)OCCCCCCCCCCCC
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
description
n-dodecylphosphocholine
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 g (850336P-1g), pkg of 1 × 25 g (850336P-25g), pkg of 1 × 5 g (850336P-5g)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
General description
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.
MAPCHO™-12 or n-dodecylphosphocholine is a detergent with short chain.
Application
MAPCHO™-12 is suitable for use as detergent for B. subtilis cytochrome b558 protein for nuclear magnetic resonance experiments. It is also suitable for use in the purification of cytoplasmic tail of gp41 (gp41CT) protein and micelle preparation.
Biochem/physiol Actions
MAPCHO™-12 or n-dodecylphosphocholine in combination with 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) is used for membrane-mimetic bicelle system for orientation based studies in membrane proteins. It provides a zwitterionic surface in the membrane micelle structure.
Packaging
125 mL Amber Wide Mouth Glass Bottle with Screw Cap (850336P-5g)
20 mL Clear Glass Screw Cap Vial (850336P-1g)
250 mL Amber Wide Mouth Glass Bottle with Screw Cap (850336P-25g)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
MAPCHO is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Magnetically oriented dodecylphosphocholine bicelles for solid-state NMR structure analysis
Nolandt OV, et al.
Biochimica et Biophysica Acta - Biomembranes, 1818(5), 1142-1147 (2012)
N P Santisteban et al.
Biochimica et biophysica acta. Biomembranes, 1862(5), 183199-183199 (2020-01-29)
The lipid bilayer disrupting effect of antimicrobial peptides (AMPs) has been widely studied in model-lipid systems by applying biophysical techniques such as 2H NMR spectroscopy. Real bacteria cell envelopes contain non-lipid components, such as peptidoglycan, and thus it is important
Nina Liu et al.
Heliyon, 5(12), e03018-e03018 (2020-01-01)
Fusion of host and viral membranes is a crucial step during infection by enveloped viruses. In the structurally-defined "class I″ viral glycoproteins, the formation of a highly stable α-helical bundle by the ectodomain of the fusion subunit (e.g., GP2 for
Binyong Liang et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(41), 16140-16145 (2007-10-04)
The bacterial outer membrane protein G (OmpG), a monomeric pH-gated porin, was overexpressed in Escherichia coli and refolded in beta-octyl glucoside micelles. After transfer into dodecylphosphocholine micelles, the solution structure of OmpG was determined by solution NMR spectroscopy at pH
Sheeja V Vasudevan et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(15), 6847-6851 (2010-03-31)
Repair of damage to the central nervous system (CNS) is inhibited by the presence of myelin proteins that prevent axonal regrowth. Consequently, growth inhibitors and their common receptor have been identified as targets in the treatment of injury to the
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