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855375P

Avanti

10:0 Lyso PC

1-decanoyl-2-hydroxy-sn-glycero-3-phosphocholine, powder

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Synonym(s):
1-decanoyl-sn-glycero-3-phosphocholine; PC(10:0/0:0)
Empirical Formula (Hill Notation):
C18H38NO7P
CAS Number:
22248-63-1
Molecular Weight:
411.47
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (LPC; may contain up to 10% of the 2-LPC isomer, TLC)

form

powder

packaging

pkg of 1 × 25 mg (855375P-25mg)
pkg of 1 × 500 mg (855375P-500mg)

manufacturer/tradename

Avanti Polar Lipids 855375P

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@](COP([O-])(OCC[N+](C)(C)C)=O)([H])COC(CCCCCCCCC)=O

InChI

1S/C18H38NO7P/c1-5-6-7-8-9-10-11-12-18(21)24-15-17(20)16-26-27(22,23)25-14-13-19(2,3)4/h17,20H,5-16H2,1-4H3/t17-/m1/s1

InChI key

SECPDKKEUKDCPG-QGZVFWFLSA-N

General description

Lyso-phosphatidylcholine (LPC) is a bioactive proinflammatory lipid secreted on pathological response. It has a choline group at its polar head.

Application

10:0 Lyso PC has been used as an internal standard to quantify the most abundant lysophosphatidylcholine (LPC) species found in Trypanosoma cruzi samples.

Biochem/physiol Actions

Lysophosphatidylcholine (LPC) alters various biological functions in different cell-types, such as endothelial cells, smooth muscle cells, monocytes, macrophages and T-cells. It is associated with atherosclerosis and inflammatory diseases. LPC activates many second messengers including, protein kinase C, extracellular-signal-regulated kinases and protein tyrosine kinases.

Packaging

20 mL Clear Glass Screw Cap Vial (855375P-500mg)
5 mL Clear Glass Sealed Ampule (855375P-25mg)

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Analysis of phospholipid species in rat peritoneal surface layer by liquid chromatography/electrospray ionization ion-trap mass spectrometry
Gao F, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1761(7), 667-676 (2006)
Felipe Gazos-Lopes et al.
PLoS neglected tropical diseases, 8(8), e3077-e3077 (2014-08-08)
Trypanosoma cruzi is the causative agent of the life-threatening Chagas disease, in which increased platelet aggregation related to myocarditis is observed. Platelet-activating factor (PAF) is a potent intercellular lipid mediator and second messenger that exerts its activity through a PAF-specific
Role of lysophosphatidylcholine (LPC) in atherosclerosis
Matsumoto T, et al.
Current Medicinal Chemistry, 14(30), 3209-3220 (2007)
R E Stafford et al.
Biochemistry, 28(12), 5113-5120 (1989-06-13)
The critical micelle concentration (cmc) of several lysophospholipids and of a lysophospholipid analogue was determined from surface tension measurements using the maximum bubble pressure method and/or 31P NMR. The use of the maximum bubble pressure method has now been extended

Articles

Critical Micelle Concentrations (CMCs) - Avanti® Polar Lipids

The critical micelle concentration (CMC) can be approximately defined as the lipid monomer concentration at which appreciable amounts (>5% of total) of micellar aggregates first begin to appear in the equilibrium: nM1<=>Mn

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