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Chemical synthetic method of low affinity ligand of oxidized low density lipoprotein receptor CD36

A low-density lipoprotein and chemical synthesis technology is applied in the field of chemical synthesis of oxidized low-density lipoprotein receptor CD36 low-affinity ligands, and can solve the problems of low purity of oxLig-1 and complicated operation procedures.

Inactive Publication Date: 2013-09-04
DALIAN UNIV
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Problems solved by technology

In our previous study, we separated oxLig-1 from many components of oxLDL by Cu2+ oxidation and ultracentrifugation, and determined its chemical structure, but this operation procedure was cumbersome and the purity of purified oxLig-1 was not high

Method used

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  • Chemical synthetic method of low affinity ligand of oxidized low density lipoprotein receptor CD36
  • Chemical synthetic method of low affinity ligand of oxidized low density lipoprotein receptor CD36
  • Chemical synthetic method of low affinity ligand of oxidized low density lipoprotein receptor CD36

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Embodiment 1

[0043] The present invention includes chemically synthesizing a small molecule lipid compound of OxLDL, oxLig-1; through structural analysis, it is found that oxLig-1 has a chemical structure completely consistent with that of CD36 low-affinity ligand; oxLig-1 can activate mouse macrophage The scavenger receptor CD36 on the surface of phagocyte J774A.1 activates ERK and JNK, and upregulates the expression of ABCA1. Proceed as follows:

[0044] (1) Chemical synthesis of oxLig-1

[0045] (1) chemical reaction

[0046] First, the catalysts 4-Dimethylaminopyridine (DMAP; 0.125 mM) and N,N'-Dicyclohexylcarbodiimide (DCC; 0.1875 mM) were dissolved in 10 mL of dichloromethane, stirred at room temperature for half an hour, and then azelaic acid (93.1 mg, 0.500 mM ) was also dissolved in it and stirred for another 2 h, and finally 7-ketocholesterol (7-ketocholesterol, 0.125 mM) which was also dissolved in dichloromethane was added dropwise from a constant pressure funnel. The reacta...

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Abstract

The invention belongs to the field of biochemical engineering, and in particular relates to a chemical synthetic method of a low affinity ligand of an oxidized low density lipoprotein receptor CD36. The method comprises the following steps of: carrying out a chemical reaction on 4-Dimethylaminopyridine, N, N'-Dicyclohexylcarbodiimide, azelaic acid and 7-ketocholesterol; and obtaining oxLig-1 through extraction, sample mixing, packing, purification and collection. Experiments show that the chemically synthesized oxLig-1 has same physiological activity with that of oxLig-1 separated and purified from oxLDL (oxidized low density lipoprotein), and the oxLig-1 activates cell signaling mediated by CD36. According to the chemical synthetic method disclosed by the invention, oxLig-1 is synthesized by the chemical method, and oxLig-1 has a completely consistent chemical structure with that of the low affinity ligand of CD36 and can activate ERK (Extracellular Signal-Regulated Kinase) and JNK (Jun N-Terminal Kinase) and up-regulate expression of a cholesterol outflow gene, namely, a triphosadenine binding cassette transporter A1 (ABCA1).

Description

technical field [0001] The invention belongs to the field of biochemical engineering, and in particular relates to a chemical synthesis method of an oxidized low-density lipoprotein receptor CD36 low-affinity ligand. Background technique [0002] Atherosclerosis (AS) has become an important factor threatening human health with the improvement of people's living standards. The oxidation product of low density lipoprotein (LDL), oxidized low density lipoprotein (oxLDL) is considered to be the main inducing factor of atherosclerosis (C. K. Glass, and J. L. Witztum, Cell, 2001). Monocyte-macrophage surface scavenger receptors are considered to be the main channel for oxLDL recognition and uptake, among which the role of scavenger receptor CD36 is particularly prominent, contributing about 60%-70% of cholesteryl ester accumulation. CD36 is a transmembrane glycoprotein with a molecular weight of 88 kD. Its C and N terminals are located in the cell, and both ends have a pair of cy...

Claims

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Application Information

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IPC IPC(8): C07J9/00
Inventor 刘庆平李文哲王丹
Owner DALIAN UNIV
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