Lysophosphatidylcholines
(Synonyms: L-溶血卵磷脂,Lyso-Lecithins (egg)) 目录号 : GC18241
Lysophosphatidylcholines是一类重要的磷脂分子,是磷脂酶A2水解磷脂酰胆碱的产物。
Cas No.:9008-30-4
Sample solution is provided at 25 µL, 10mM.
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.
Lysophosphatidylcholines是一类重要的磷脂分子,是磷脂酶A2水解磷脂酰胆碱的产物 [1]。Lysophosphatidylcholines通过激活G蛋白偶联受体和调节白细胞趋化性来参与调节免疫细胞的募集和激活 [2-3]。Lysophosphatidylcholines常用于治疗炎症相关疾病 [4]。
在人成纤维细胞中,Lysophosphatidylcholines(6μM,7μM;0-6h)降低膜稳定性,导致14C释放增加,进而引起细胞形态改变 [5]。在人脐静脉内皮细胞中,Lysophosphatidylcholines(25-100μM;0-48h)通过p38-MAPK依赖性途径诱导人内皮细胞凋亡 [6]。在AR42J细胞中,Lysophosphatidylcholines(0.1-100μM;25h)诱导细胞凋亡 [7]。
在脓毒症小鼠模型中,Lysophosphatidylcholines(5mg/kg;ip;10d)治疗显著增强了腹腔内细菌的清除,并阻断了盲肠结扎和穿刺引起的中性粒细胞失活 [8]。在ICR小鼠中,在给予Lysophosphatidylcholines(15μmol/kg,30μmol/kg;iv;单次注射)后,小鼠血糖水平呈剂量依赖性下降 [9]。
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: |
Cas No. | 9008-30-4 | SDF | |
别名 | L-溶血卵磷脂,Lyso-Lecithins (egg) | ||
Canonical SMILES | O[C@@H](COP(OCC[N+](C)(C)C)([O-])=O)COC([R])=O | ||
分子式 | C24H50NO7P (for palmitoyl) | 分子量 | 495.6 |
溶解度 | Soluble in 2:1 solution of Chloroform : Methanol | 储存条件 | Store at -20°C, protect from light |
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1 mg | 5 mg | 10 mg |
1 mM | 2.0178 mL | 10.0888 mL | 20.1776 mL |
5 mM | 0.4036 mL | 2.0178 mL | 4.0355 mL |
10 mM | 0.2018 mL | 1.0089 mL | 2.0178 mL |
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