All Photos(2)

850375P

Avanti

18:1 (Δ9-Cis) PC (DOPC)

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

Synonym(s):
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine; DOPC; PC(18:1(9Z)/18:1(9Z))
Empirical Formula (Hill Notation):
C44H84NO8P
CAS Number:
Molecular Weight:
786.11
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (850375P-1g)
pkg of 2 × 100 mg (850375P-200mg)
pkg of 5 × 100 mg (850375P-500mg)
pkg of 1 × 25 mg (850375P-25mg)

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

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

General description

18:1 (Δ9-Cis) PC or 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) is an unsaturated phospholipid.
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.

Application

18:1 (Δ9-Cis) PC (DOPC) has been used for reproducing the supramolecular structure of the synovial fluid. It may also be used in the liposome preparation and in the preparation of planar supported membranes.

Biochem/physiol Actions

18:1 (Δ9-Cis) PC or 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) is mainly used in liposome preparation to deliver drug in to the body. DOPC is used along with 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine (DPPC) for lipid bilayer generation.

Packaging

5 mL Clear Glass Sealed Ampule (850375P-25mg)
5 mL Clear Glass Sealed Ampule (850375P-500mg)
60 mL Amber Wide Mouth Screw Cap Glass Bottle (850375P-1g)
5 mL Clear Glass Sealed Ampule (850375P-200mg)

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

The size of lipid rafts: an atomic force microscopy study of ganglioside GM1 domains in sphingomyelin/DOPC/cholesterol membranes
Yuan C, et al.
Biophysical Journal, 82(5), 2526-2535 (2002)
Role of the biomolecular interactions in the structure and tribological properties of synovial fluid
Mirea D, et al.
Tribology International, 59(5), 302-311 (2013)
General model of phospholipid bilayers in fluid phase within the single chain mean field theory
Guo Y, et al.
J. Chem. Phys. , 140(17), 05B604-05B601 (2014)
?Force-from-lipids? gating of mechanosensitive channels modulated by PUFAs
Ridone P, et al.
Journal of the Mechanical Behavior of Biomedical Materials, 79(5), 158-167 (2018)
Formation of nanopores in DiynePC-DPPC complex lipid bilayers triggered by on-demand photo-polymerization
Chun MJ, et al.
Royal Society of Chemistry Advances, 8(49), 27988-27994 (2018)

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