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Merck
CN

850375C

Avanti

18:1 (Δ9-Cis) PC (DOPC)

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine; DOPC; PC(18:1(9Z)/18:1(9Z))

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About This Item

Empirical Formula (Hill Notation):
C44H84NO8P
CAS Number:
4235-95-4
Molecular Weight:
786.11
MDL number:
MFCD11974134
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

18:1 (Δ9-Cis) PC (DOPC), Avanti Research™ - A Croda Brand

SMILES string

[P](=O)([O-])(OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC)OCC[N+](C)(C)C

InChI

1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3/b22-20-,23-21-/t42-/m0/s1

InChI key

SNKAWJBJQDLSFF-AOMFJDGTSA-N

description

1,2-dioleoyl-sn-glycero-3-phosphocholine, chloroform

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850375C-25mg)
pkg of 2 × 20 mL (850375C-1g)
pkg of 2 × 4 mL (850375C-200mg)
pkg of 5 × 4 mL (850375C-500mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

concentration

10 mg/mL (850375C-25mg)
25 mg/mL (850375C-1g)
25 mg/mL (850375C-200mg)
25 mg/mL (850375C-500mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

Application

18:1 (Δ9-Cis) PC (DOPC) has been used in the preparation of planar supported lipid bilayer for fluorescence microscopy. It is also suitable for use in the preparation of protocells.

Biochem/physiol Actions

18:1 (Δ9-Cis) PC (DOPC) shows high resistance to the toxic effects of dimethyl sulfoxide (DMSO).

General description

The list of Phosphatidylcholine products offered by Avanti is designed to provide compounds having a variety of physical properties. Products available include short chain (C3-C8 are water soluble and hygroscopic), saturated, multi-unsaturated and mixed acid PC′s. All of the products are purified by HPLC, and special precautions are taken to protect the products for oxidization and hydrolysis.

Packaging

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (850375C-1g)
5 mL Clear Glass Sealed Ampule (850375C-200mg)
5 mL Clear Glass Sealed Ampule (850375C-25mg)
5 mL Clear Glass Sealed Ampule (850375C-500mg)

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 - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

危险化学品
易制毒化学品（2类）
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Molecular dynamics simulations of the interactions of DMSO with DPPC and DOPC phospholipid membranes
Hughes ZE, et al.
The Journal of Physical Chemistry B, 116(39), 11911-11923 (2012)
K-Ras4B remains monomeric on membranes over a wide range of surface densities and lipid compositions
Chung JK, et al.
Biophysical Journal, 114(1), 137-145 (2018)
Mesoporous silica-supported lipid bilayers (protocells) for DNA cargo delivery to the spinal cord
Dengler EC, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 168(2), 209-224 (2013)
Tatiana K Rostovtseva et al.
The Journal of biological chemistry, 287(35), 29589-29598 (2012-07-06)
Elucidating molecular mechanisms by which lipids regulate protein function within biological membranes is critical for understanding the many cellular processes. Recently, we have found that dimeric αβ-tubulin, a subunit of microtubules, regulates mitochondrial respiration by blocking the voltage-dependent anion channel
Kabir H Biswas et al.
Langmuir : the ACS journal of surfaces and colloids, 34(4), 1775-1782 (2017-12-28)
The pathway of vesicle adsorption onto a solid support depends on the material composition of the underlying support, and there is significant interest in developing material-independent strategies to modulate the spectrum of vesicle-substrate interactions on a particular surface. Herein, using
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