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Merck
CN

860348C

Avanti

14:0 PC-d67

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-dimyristoyl-d54-sn-glycero-3-phosphocholine-1,1,2,2-d4-N,N,N-trimethyl-d9

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About This Item

Empirical Formula (Hill Notation):
C36H5NO8PD67
CAS Number:
326495-32-3
Molecular Weight:
745.35
UNSPSC Code:
51191904
NACRES:
NA.25
Assay:
>99% (TLC)
Form:
liquid

Key Documents

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Product Name

14:0 PC-d67, Avanti Research™ - A Croda Brand 860348C

InChI

1S/C36H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3/t34-/m1/s1/i1D3,2D3,3D3,4D3,5D3,6D2,7D2,8D2,9D2,10D2,11D2,12D2,13D2,14D2,15D2,16D2,17D2,18D2,19D2,20D2,21D2,22D2,23D2,24D2,25D2,26D2,27D2,28D2,29D2,30D2,31D2

InChI key

CITHEXJVPOWHKC-XPIYRYOSSA-N

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (860348C-10mg), pkg of 1 × 2.5 mL (860348C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860348C

concentration

10 mg/mL (860348C-10mg), 10 mg/mL (860348C-25mg)

shipped in

dry ice

storage temp.

−20°C

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General description

14:0 PC-d67 is a deuterated phosphatidylcholine (PC) in which 67 protons of dimyristoyl phosphatidylcholine are replaced by deuterium. PC is a glycerophospholipid and is the most important constituent of the eukaryotic cell membrane. It comprises up to 40-50% of the total cellular phospholipids, wherein this distribution varies in different cells and organelles.
Deuterated fatty acids experience exchange of the deuteriums on the alpha carbon to the carbonyl, i.e., C2 position, and will therefore be a mixture of compounds that are fully deuterated and partially deuterated at that position.

Application

14:0 PC-d67 or 1,2-dimyristoyl-d54-sn-glycero-3-phosphocholine-1,1,2,2-d4-N,N,N-trimethyl-d9 has been used for bicelle preparation. It may be used in phospholipid monolayers to study how propofol penetrates the lipid monolayers. It may also be used for the preparation of asymmetric bilayer to measure sum-frequency vibrational spectroscopy (SFVS) spectra measurements.

Biochem/physiol Actions

Phosphatidylcholine (PC) is critical for the production of second messengers and lipid mediators. Along with phosphatidylethanolamine (PE), it functions as an intermediate for the formation of other glycerophospholipid classes.. Any disturbance in PC levels interferes with various cellular activities.

Packaging

5 mL Clear Glass Sealed Ampule (860348C-10mg)
5 mL Clear Glass Sealed Ampule (860348C-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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Nicole Zehethofer et al.
Chromatographia, 78(5-6), 403-413 (2015-03-10)
Airway epithelial cells play an important role in the pathogenesis of inflammatory lung diseases such as asthma, cystic fibrosis and COPD. Studies concerning the function of the lipid metabolism of the airway epithelium are so far based only on the
Jin Liu et al.
Biophysical journal, 89(4), 2522-2532 (2005-08-09)
Sum-frequency vibrational spectroscopy (SFVS) is used to measure the intrinsic rate of lipid flip-flop for 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC), 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), and 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC) in planar-supported lipid bilayers (PSs). Asymmetric PSLBs were prepared using the Langmuir-Blodgett/Langmuir-Schaefer method by placing a perdeuterated lipid
Andrej Kováčik et al.
Scientific reports, 10(1), 3832-3832 (2020-03-04)
Ceramides (Cer) are essential components of the skin permeability barrier. To probe the role of Cer polar head groups involved in the interfacial hydrogen bonding, the N-lignoceroyl sphingosine polar head was modified by removing the hydroxyls in C-1 (1-deoxy-Cer) or
Petru Niga et al.
Journal of colloid and interface science, 526, 230-243 (2018-05-08)
Vibrational sum frequency spectroscopy (VSFS) complemented by surface pressure isotherm and neutron reflectometry (NR) experiments were employed to investigate the interactions between propofol, a small amphiphilic molecule that currently is the most common general anaesthetic drug, and phospholipid monolayers. A
Raphael Dos Santos Morais et al.
Biophysical journal, 115(7), 1231-1239 (2018-09-11)
Scaffolding proteins play important roles in supporting the plasma membrane (sarcolemma) of muscle cells. Among them, dystrophin strengthens the sarcolemma through protein-lipid interactions, and its absence due to gene mutations leads to the severe Duchenne muscular dystrophy. Most of the
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Critical Micelle Concentrations (CMCs) - Avanti Research™ Polar Lipids

The critical micelle concentration (CMC) can be approximately defined as the lipid monomer concentration at which appreciable amounts (>5% of total) of micellar aggregates first begin to appear in the equilibrium: nM1<=>Mn

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