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LM1600

Avanti

13:0 Lyso LPC

Avanti Research™ - A Croda Brand

Synonym(s):

1-tridecanoyl-sn-glycero-3-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C21H44NO7P
CAS Number:
20559-17-5
Molecular Weight:
453.55
UNSPSC Code:
12352211
NACRES:
NA.25
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assay

>99% (TLC)

form

methanol solution

packaging

pkg of 1 × 1 mL (LM1600-1EA)

manufacturer/tradename

Avanti Research™ - A Croda Brand

concentration

~10 μg/mL (Refer to C of A for lot specific concentration. )

application(s)

lipidomics
metabolomics

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C21H44NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22(2,3)4/h20,23H,5-19H2,1-4H3/p+1/t20-/m1/s1

InChI key

WNRCJJWBAXNAPE-HXUWFJFHSA-O

General description

Lysophosphatidylcholine (LPC) is a polar lipid, localized to the cell membranes of oxidized lipoproteins.

Application

13:0 Lyso LPC or 1-tridecanoyl-sn-glycero-3-phosphocholine has been used as an internal standard in:
  • lipid extraction from brain tissues
  • lipid extraction from macrophages using modified Bligh and Dyer protocol
  • liquid chromatography/MS analyses of lysophospholipids

Biochem/physiol Actions

Lysophosphatidylcholine (LPC) is known to be a bioactive molecule, associated with the progression of atherosclerosis, with findings of high concentration of LPC in the lesions/plaques. Higher levels of LPC are also found in oxidatively damaged low-density lipoprotein (oxLDL) indicating cardiovascular disease. LPC is involved in various biological processes such as vascular reproduction, development and myelination. It is also known to be implicated in neuronal diseases and cancer.

Packaging

2 mL Amber Glass Sealed Ampule (LM1600-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.

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Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

target_organs

Eyes

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup

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.

67-56-1

CAS No.

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Shayne A Snider et al.
The Journal of biological chemistry, 293(29), 11600-11611 (2018-06-09)
Choline is an essential nutrient that is required for synthesis of the main eukaryote phospholipid, phosphatidylcholine. Macrophages are innate immune cells that survey and respond to danger and damage signals. Although it is well-known that energy metabolism can dictate macrophage
Matthew W Granger et al.
Journal of neurochemistry, 149(4), 499-517 (2018-07-25)
Changes in glycerophosphocholine metabolism are observed in Alzheimer's disease; however, it is not known whether these metabolic disruptions are linked to cognitive decline. Here, using unbiased lipidomic approaches and direct biochemical assessments, we profiled Land's cycle lipid remodeling in the
Luis Gil-de-Gómez et al.
Journal of immunology (Baltimore, Md. : 1950), 192(2), 752-762 (2013-12-18)
Phospholipase A2s generate lipid mediators that constitute an important component of the integrated response of macrophages to stimuli of the innate immune response. Because these cells contain multiple phospholipase A2 forms, the challenge is to elucidate the roles that each

Global Trade Item Number

SKUGTIN
LM1600-1EA04061837669736