Unlock instant, AI-driven research and patent intelligence for your innovation.

Photoaffinity linker containing biodegradable group as well as preparation method and application of the photoaffinity linker

A linker, photophilic technology, applied in the fields of organic chemistry, fluorescence/phosphorescence, bulk chemical production, etc., can solve the problems of prey molecule identification and separation, target molecule tracking interference, large decoy molecule, etc. Effects of interaction, accurate labeling and tracing, simple preparation method

Active Publication Date: 2019-11-22
XI AN JIAOTONG UNIV
View PDF1 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when this technology is directly used to study the interaction of biomacromolecules, there are some problems. For example, the bait molecules are large in size, which interferes with the tracking of target molecules; the ability to analyze molecules with low abundance in vivo is poor. low sensitivity
Both of these deficiencies affect the identification and isolation of captured prey molecules

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Photoaffinity linker containing biodegradable group as well as preparation method and application of the photoaffinity linker
  • Photoaffinity linker containing biodegradable group as well as preparation method and application of the photoaffinity linker
  • Photoaffinity linker containing biodegradable group as well as preparation method and application of the photoaffinity linker

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] see figure 1 , the preparation process of the photoaffinity linker containing the disulfide bond of the biodegradable group is as follows:

[0045] 2-(tert-butyloxy)-4-pentynoic acid, [3-(trifluoromethyl)-3H-diaziridin-3-yl]benzylamine hydrochloride under the condensation of EDC·HCl Generate an intermediate product containing a Boc protecting group, the specific process is as follows:

[0046] 2-(tert-butyloxy)-4-pentynoic acid (0.102g, 0.4768mmol), EDC·HCl (0.137g, 0.7151mmol, HOBT (0.077g, 0.5721mmol) in 3mL of anhydrous dichloromethane , stirred at 0°C for a period of time, after the system was cooled, slowly added DIPEA (0.5135g.3.9730mmol) dropwise, after reacting for 2h, added 4-[3-(trifluoromethyl)-3H-diaziridine-3- Base] benzylamine hydrochloride (0.1g, 0.3973mmol) was reacted for 24h, extracted with dichloromethane, the extracted organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pr...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a photoaffinity linker containing a biodegradable group as well as a preparation method and application of the photoaffinity linker. The preparation method includes the stepsof: removing a protecting group from an intermediate product of the photoaffinity linker with Boc protecting group amino under the condition of trifluoroacetic acid to obtain a photoaffinity linker containing an amino terminal; and carrying out condensation on the photoaffinity linker containing the amino terminal and dithiodiacetic acid under the condensation action of EDC.HCl to obtain the photoaffinity linker containing the biodegradable group. The biodegradable photoaffinity linker molecule disclosed by the invention can be used for carrying out chemical covalent modification on biomacromolecules to construct a probe molecule; a target molecule is marked by a traditional photoaffinity marking technology, and then a bait molecule with a large volume is released by triggering a releasable group, so that the target molecule is accurately marked and traced.

Description

technical field [0001] The invention relates to a photoaffinity linker containing a biodegradable group, a preparation method and an application. Background technique [0002] Photoaffinity labeling technology (PAL) combines the advantages of modern molecular biology, cell biology, medicinal chemistry, analytical chemistry and other disciplines. It uses synthetic photoaffinity probe molecules to produce high activity under the irradiation of specific wavelength light. The intermediate can be directly irreversibly covalently cross-linked with the protein specifically bound by the drug molecule to achieve the capture of the drug target protein molecule. It is one of the core tools for studying ligand-receptor interaction at the molecular level, and it will greatly promote the elucidation of ligand-receptor interaction mechanism and the discovery of new drug targets. [0003] In recent years, this technology has been mainly used in the tracking and confirmation of active small...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D229/02G01N21/64
CPCC07D229/02G01N21/6428G01N21/6458G01N2021/6439Y02P20/55
Inventor 张杰卢闻单媛媛潘晓艳王嗣岑王瑾贺浪冲
Owner XI AN JIAOTONG UNIV