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Merck
CN

850345P

Avanti

14:0 PC (DMPC)

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-ditetradecanoyl-sn-glycero-3-phosphocholine; DMPC; PC(14:0/14:0)

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About This Item

Empirical Formula (Hill Notation):
C36H72NO8P
CAS Number:
18194-24-6
Molecular Weight:
677.93
MDL number:
MFCD00036901
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

14:0 PC (DMPC), 1,2-dimyristoyl-sn-glycero-3-phosphocholine, powder

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCC)=O)=O

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-/m0/s1

InChI key

CITHEXJVPOWHKC-UMSFTDKQSA-N

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (850345P-1g)
pkg of 1 × 200 mg (850345P-200mg)
pkg of 1 × 25 mg (850345P-25mg)
pkg of 1 × 500 mg (850345P-500mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850345P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

Application

14:0 PC (DMPC) has been used:
  • in the preparation of liposomes for dissipation monitoring and perforin binding and assembly by Quartz crystal microscopy studies.
  • in anthraquinone liposomes generation for spectral studies
  • in bicelles preparation along with phosphatidylinositol 4,5-bisphosphate for in vitro reconstitution of β2-adrenergic receptor

Biochem/physiol Actions

Dimyristoylphosphatidylcholine (DMPC) in combination with cholesterol is used as biomembrane model. Oral supplementation of DMPC in apolipoprotein (apo) E−null mice, improves high density lipoprotein levels and other lipid profiles, preventing the pathogenesis of atherosclerosis.

General description

Dimyristoylphosphatidylcholine (DMPC) belongs to the phosphatidylcholine (PCs) family. It is composed of saturated and symmetric phospholipids with 14 carbon atoms. DMPC is zwitterionic glycerophospholipid and is associated with mammalian membranes.
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

20 mL Clear Glass Screw Cap Vial (850345P-1g)
20 mL Clear Glass Screw Cap Vial (850345P-500mg)
5 mL Amber Glass Screw Cap Vial (850345P-200mg)
5 mL Amber Glass Screw Cap Vial (850345P-25mg)

Legal Information

Avanti Research 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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Assembly of streptolysin O pores assessed by quartz crystal microbalance and atomic force microscopy provides evidence for the formation of anchored but incomplete oligomers
Stewart SE, et al.
Biochimica et Biophysica Acta - Biomembranes, 1848(1), 115-126 (2015)
A coarse-grained molecular dynamics study of DLPC, DMPC, DPPC, and DSPC mixtures in aqueous solution
Abedi K, et al.
Journal of Chemistry, 2013 (2013)
Analysis of perforin assembly by quartz crystal microbalance reveals a role for cholesterol and calcium-independent membrane binding
Stewart SE, et al.
Test, 290(52), 31101-31112 (2015)
Oral synthetic phospholipid (DMPC) raises high-density lipoprotein cholesterol levels, improves high-density lipoprotein function, and markedly reduces atherosclerosis in apolipoprotein E-null mice
Navab M, et al.
Circulation, 108(14), 1735-1739 (2003)
Effect of tetracaine on DMPC and DMPC+ cholesterol biomembrane models: Liposomes and monolayers
Serro AP, et al.
Colloids and Surfaces. B, Biointerfaces, 116, 63-71 (2014)
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