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Lysophosphatidylcholines (Synonyms: ​Lyso-Lecithins (egg))

Catalog No.GC18241 Copy One-Click Copy Product Info

Lysophosphatidylcholines is an important class of phospholipid molecules, which are the products of phosphatidylcholine hydrolysis by phospholipase A2.

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Lysophosphatidylcholines Chemical Structure

Cas No.: 9008-30-4

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5mg
$48.00
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10mg
$78.00
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25mg
$132.00
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50mg
$180.00
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100mg
$246.00
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Sample solution is provided at 25 µL, 10mM.



Product has been cited by 2 publications

Description of Lysophosphatidylcholines

Lysophosphatidylcholines is an important class of phospholipid molecules, which are the products of phosphatidylcholine hydrolysis by phospholipase A2 [1]. Lysophosphatidylcholines participate in regulating the recruitment and activation of immune cells by activating G protein-coupled receptors and regulating leukocyte chemotaxis [2-3]. Lysophosphatidylcholines are commonly used to treat inflammatory-related diseases [4].

In human fibroblasts, the decreased membrane stability by Lysophosphatidylcholines (6μM, 7μM; 0-6h) leads to increased 14C release, which in turn causes changes in cell morphology [5]. In human umbilical vein endothelial cells, Lysophosphatidylcholines (25-100μM; 0-48h) induces apoptosis in human endothelial cells through a p38-MAPK-dependent pathway [6]. In AR42J cells, Lysophosphatidylcholine (0.1-100μM; 25h) induces cell apoptosis [7].

In sepsis mice models, Lysophosphatidylcholines (5mg/kg; ip; 10d) treatment significantly enhanced the clearance of intraperitoneal bacteria and blocked cecal ligation and puncture-induced neutrophil inactivation [8]. In ICR mice, blood glucose levels in mice decreased in a dose-dependent manner after Lysophosphatidylcholines (15μmol/kg, 30μmol/kg; iv; single injection) administration [9].

References:
[1]. Law S H, Chan M L, Marathe G K, et al. An updated review of lysophosphatidylcholine metabolism in human diseases[J]. International journal of molecular sciences, 2019, 20(5): 1149.
[2]. Yang L V, Radu C G, Wang L, et al. Gi-independent macrophage chemotaxis to lysophosphatidylcholine via the immunoregulatory GPCR G2A[J]. Blood, 2005, 105(3): 1127-1134.
[3]. Kabarowski J H. G2A and LPC: regulatory functions in immunity[J]. Prostaglandins & other lipid mediators, 2009, 89(3-4): 73-81.
[4]. Akram W, Rihan M, Ahmed S, et al. Marine-derived compounds applied in cardiovascular diseases: submerged medicinal industry[J]. Marine drugs, 2023, 21(3): 193.
[5]. Colles S M, Chisolm G M. Lysophosphatidylcholine-induced cellular injury in cultured fibroblasts involves oxidative events[J]. Journal of lipid research, 2000, 41(8): 1188-1198.
[6]. Takahashi M, Okazaki H, Ogata Y, et al. Lysophosphatidylcholine induces apoptosis in human endothelial cells through a p38-mitogen-activated protein kinase-dependent mechanism[J]. Atherosclerosis, 2002, 161(2): 387-394.
[7]. Masamune A, Sakai Y, Satoh A, et al. Lysophosphatidylcholine induces apoptosis in AR42J cells[J]. Pancreas, 2001, 22(1): 75-83.
[8]. Yan J J, Jung J S, Lee J E, et al. Therapeutic effects of lysophosphatidylcholine in experimental sepsis[J]. Nature medicine, 2004, 10(2): 161-167.
[9]. Yea K, Kim J, Yoon J H, et al. Lysophosphatidylcholine activates adipocyte glucose uptake and lowers blood glucose levels in murine models of diabetes[J]. Journal of Biological Chemistry, 2009, 284(49): 33833-33840.

Protocol of Lysophosphatidylcholines

Cell experiment [1]:

Cell lines

Human fibroblasts

Preparation Method

Cells were incubated with Lysophosphatidylcholines (lysoPC) at different concentrations and times as indicated. The specific percentage release of 14C was defined as the 14C release in response to lysoPC minus the basal 14C release (from untreated cells) divided by the total possible 14C release (obtained with 0.5% Triton X-100) minus the basal release. Pretreatment with antioxidants was started 24 hours before the addition of lysoPC and then removed. Cells were washed with DMEM-F12 to minimize non-cellular interactions between antioxidants and lysoPC.

Reaction Conditions

6μM, 7μM; 0-6h

Applications

The decreased membrane stability by Lysophosphatidylcholines leads to increased 14C release, which in turn causes changes in cell morphology.

Animal experiment [2]:

Animal models

Sepsis mice models

Preparation Method

Mice were anesthetized with pentobarbital (50mg/kg, i.p.), a small abdominal midline incision was made, and the cecum was exposed. The cecum was mobilized and ligated below the ileocecal valve, punctured through both surfaces twice or once (for less severe cecal ligation and puncture) with a 22-gauge needle, and the abdomen was closed. Mice subjected to sham cecal ligation and puncture underwent the same procedure, except for ligation and puncture of the cecum. For other sepsis models, mice were injected i.p. with either a bacterial suspension containing 108 live E. coli cells or Lysophosphatidylcholines (5mg/kg).

Dosage form

5mg/kg; ip; 10d

Applications

In vivo Lysophosphatidylcholines treatment significantly enhanced the clearance of intraperitoneal bacteria and blocked CLP-induced neutrophil inactivation.

References:
[1]. Colles S M, Chisolm G M. Lysophosphatidylcholine-induced cellular injury in cultured fibroblasts involves oxidative events[J]. Journal of lipid research, 2000, 41(8): 1188-1198.
[2]. Yan J J, Jung J S, Lee J E, et al. Therapeutic effects of lysophosphatidylcholine in experimental sepsis[J]. Nature medicine, 2004, 10(2): 161-167.

Chemical Properties of Lysophosphatidylcholines

Cas No. 9008-30-4 SDF
Synonyms ​Lyso-Lecithins (egg)
Canonical SMILES O[C@@H](COP(OCC[N+](C)(C)C)([O-])=O)COC([R])=O
Formula C24H50NO7P (for palmitoyl) M.Wt 495.6
Solubility Soluble in 2:1 solution of Chloroform : Methanol Storage Store at -20°C, protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Lysophosphatidylcholines

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.0178 mL 10.0888 mL 20.1776 mL
5 mM 403.6 μL 2.0178 mL 4.0355 mL
10 mM 201.8 μL 1.0089 mL 2.0178 mL
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In vivo Formulation Calculator (Clear solution) of Lysophosphatidylcholines

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
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3. All of the above co-solvents are available for purchase on the GlpBio website.

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Average Rating: 5 ★★★★★ (Based on Reviews and 33 reference(s) in Google Scholar.)

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