870602P
Avanti
PGPC
Avanti Research™ - A Croda Brand 870602P, powder
Synonym(s):
1-palmitoyl-2-glutaryl-sn-glycero-3-phosphocholine
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About This Item
Empirical Formula (Hill Notation):
C29H56NO10P
CAS Number:
Molecular Weight:
609.73
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
form
powder
packaging
pkg of 1 × 1 mg (870602P-1mg)
pkg of 1 × 5 mg (870602P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 870602P
shipped in
dry ice
storage temp.
−20°C
SMILES string
[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCC(O)=O)=O)COC(CCCCCCCCCCCCCCC)=O)=O
General description
1-palmitoyl-2-glutaryl-sn-glycero-3-phosphocholine (PGPC) is a constituent of oxidatively modified low density lipoproteins (oxLDLs). It is synthesized from the non-enzymatic oxidation of a major low-density lipoproteins (LDL) phospholipid, 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (PAPC).
Application
1-palmitoyl-2-glutaryl-sn-glycero-3-phosphocholine (PGPC) has been used to study its effect on plasma membrane nanoplatforms using single-molecule microscopy.
Biochem/physiol Actions
1-palmitoyl-2-glutaryl-sn-glycero-3-phosphocholine (PGPC) acts as an inducer of inflammation, proliferation or apoptosis in cultured vascular smooth muscle cells and macrophages. It is accumulated in atherosclerotic lesions.
Packaging
5 mL Clear Glass Sealed Ampule (870602P-1mg)
5 mL Clear Glass Sealed Ampule (870602P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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The role of high-density lipoproteins in oxidation and inflammation
Van Lenten B, et al.
Trends in Cardiovascular Medicine, 11(3-4), 155-161 (2001)
The oxidized phospholipids POVPC and PGPC inhibit growth and induce apoptosis in vascular smooth muscle cells
Fruhwirth GO, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1761(9), 1060-1069 (2006)
Oxidized phospholipids inhibit the formation of cholesterol-dependent plasma membrane nanoplatforms
Brameshuber M, et al.
Biophysical Journal, 110(1), 205-213 (2016)
Alexandra Moumtzi et al.
Journal of lipid research, 48(3), 565-582 (2006-12-01)
Lipid oxidation is now thought to be an initiating and sustaining event in atherogenesis. Oxidatively fragmented phospholipids, namely 1-palmitoyl-2-glutaroyl-sn-glycero-3-phosphocholine (PGPC) and 1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphocholine (POVPC), present in minimally modified LDL and atherosclerotic lesions, have been reported to elicit a wide range of
Oxidized Phospholipids Inhibit the Formation of Cholesterol-Dependent Plasma Membrane Nanoplatforms.
Mario Brameshuber et al.
Biophysical journal, 110(1), 205-213 (2016-01-09)
We previously developed a single-molecule microscopy method termed TOCCSL (thinning out clusters while conserving stoichiometry of labeling), which allows for direct imaging of stable nanoscopic platforms with raft-like properties diffusing in the plasma membrane. As a consensus raft marker, we
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