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Merck
CN

999993C

Avanti

14:0 Diether PC

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-di-O-tetradecyl-sn-glycero-3-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C36H76NO6P
CAS Number:
36314-48-4
Molecular Weight:
649.97
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

14:0 Diether PC, Avanti Research™ - A Croda Brand 999993C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OCCCCCCCCCCCCCC)COCCCCCCCCCCCCCC)=O

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (999993C-10mg), pkg of 1 × 2.5 mL (999993C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 999993C

concentration

10 mg/mL (999993C-10mg), 10 mg/mL (999993C-25mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

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General description

14:0 Diether PC (phosphocholine) is a glycerophospholipid having two tetradecyl chains attached to the sn-1 and sn-2 positions of the glycerol backbone by ether bonds. It has choline as the alcohol moiety, attached to the phosphate group.

Application

14:0 Diether PC or 1,2-di-O-tetradecyl-sn-glycero-3-phosphocholine might be used:
  • in lipid bicelles to reconstitute EmrE (secondary active transport protein) to study the chain length dependence by differential scanning calorimetry and solid-state nuclear magnetic resonance (NMR)
  • to compose isotropically tumbling small bicelles, to study its size and morphology
  • to prepare bicelle samples for solid-state NMR experiments to determine if the proteins could be reconstituted into phospholipid bilayers

Packaging

5 mL Clear Glass Sealed Ampule (999993C-10mg)
5 mL Clear Glass Sealed Ampule (999993C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Regulatory Information

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Expression and purification of the membrane protein p7 from hepatitis C virus
Cook GA, et al.
Pept. Sci., 96(1), 32-40 (2011)
Assessing interactions between a polytopic membrane protein and lipid bilayers using differential scanning calorimetry and solid-state NMR
Banigan JR, et al.
The Journal of Physical Chemistry B, 122(8), 2314-2322 (2018)
Assessing the size, stability, and utility of isotropically tumbling bicelle systems for structural biology
Wu H, et al.
Biochimica et Biophysica Acta - Biomembranes, 1798(3), 482-488 (2010)
H A Pérez et al.
Langmuir : the ACS journal of surfaces and colloids, 36(10), 2644-2653 (2020-02-20)
The lack of carbonyl groups and the presence of ether bonds give the lipid interphase a different water organization around the phosphate groups that affects the compressibility and electrical properties of lipid membranes. Generalized polarization of 1,2-di-O-tetradecyl-sn-glycero-3-phosphocholine (14:0 diether PC)
Structural and functional roles of ether lipids
Dean JM and Lodhi IJ
Protein & cell, 9(2), 196-206 (2018)
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