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870602C

Avanti

PGPC

Avanti Polar Lipids 870602C

Synonym(s):

1-palmitoyl-2-glutaryl-sn-glycero-3-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C29H56NO10P
CAS Number:
89947-79-5
Molecular Weight:
609.73
UNSPSC Code:
12352211
NACRES:
NA.25

form

liquid

packaging

pkg of 1 × 1 mL (870602C-1mg)
pkg of 1 × 1 mL (870602C-5mg)

manufacturer/tradename

Avanti Polar Lipids 870602C

concentration

1 mg/mL (870602C-1mg)
5 mg/mL (870602C-5mg)

lipid type

phospholipids
phosphoglycerides

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

Application

PGPC (1-palmitoyl-2-glutaryl-sn-glycero-3-phosphocholine) may be used as a standard in mass spectrometry analysis of phospholipids and oxidized phospholipids.

Biochem/physiol Actions

1-palmitoyl-2-glutaroyl-sn-glycero-phosphocholine (PGPC) is a truncated oxidized phospholipid (Tr-OxPL). It elicits endothelial barrier disruption. PGPC exhibits proinflammatory properties and increases the production of protective enzyme such as heme oxygenase 1. It acts as a precursor for the synthesis of 1-palmitoyl-2-glutaroyl-sn-glycero-3-phosphoethanolamine (PGPE). PGPC stimulates apoptotic signaling in vascular smooth muscle cells (VSMCs).

Packaging

5 mL Clear Glass Sealed Ampule (870602C-1mg)
5 mL Clear Glass Sealed Ampule (870602C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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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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
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
Marco Di Gioia et al.
Nature immunology, 21(1), 42-53 (2019-11-27)
Pathogen-associated molecular patterns (PAMPs) have the capacity to couple inflammatory gene expression to changes in macrophage metabolism, both of which influence subsequent inflammatory activities. Similar to their microbial counterparts, several self-encoded damage-associated molecular patterns (DAMPs) induce inflammatory gene expression. However

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