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Preparation method and application of permanently charged hydrazine sugar markers

A marker and charge technology, which is applied in the field of preparation of permanently charged hydrazine sugar markers, can solve the problems of high cost of derivatization reagents, inability to show higher sensitivity and detection strength, etc., to save manual operation time and improve the reaction system The effect of purity and mild reaction conditions

Active Publication Date: 2020-04-28
EZHOU INST OF IND TECH HUAZHONG UNIV OF SCI & TECH +1
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Chemical derivatization plays an important role in the research of proteomics and glycomics. Although the development of detection instruments is changing rapidly, without the assistance of various derivatization techniques, many peptides or sugars that exist in trace amounts cannot be detected. Not only In this way, the derivatized samples cannot show higher sensitivity and detection intensity in the detection
[0003] Samples with permanent charges can eliminate the interference of sodium ions and potassium ions during ionization and dissociation, and can also improve detection sensitivity. The commonly used derivatization reagent TMPP (tris(2,4,6-trimethoxyphenyl) Phosphoniumacetic acid N-hydroxysuccinimide ester ) is an application of a permanently charged succinate derivative reagent. The sensitivity of the derivative reagent has been significantly improved, and the succinate group is a relatively active group. The reaction conditions are 40 ° C, 20 minutes, very mild, is A stable and reliable derivatization reagent, but its derivatization efficiency is only about 90%, and the high cost of the derivatization reagent limits its application

Method used

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  • Preparation method and application of permanently charged hydrazine sugar markers
  • Preparation method and application of permanently charged hydrazine sugar markers
  • Preparation method and application of permanently charged hydrazine sugar markers

Examples

Experimental program
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Effect test

Embodiment 1

[0020] a. Weigh 1g of ethyl p-aminobenzoate into a two-necked round bottom flask, add 40ml of acetone to dissolve, then add 3.6g of anhydrous potassium carbonate and 14.1g of methyl iodide, and react under nitrogen protection at 80°C and stir and reflux for 24 hours , after completion of the reaction, filter the reaction solution, get the filtrate, extract with dichloromethane, use magnesium sulfate to dewater the organic phase, filter the magnesium sulfate and then evaporate and concentrate, and the product is separated and purified with a chromatographic column (mobile phase dichloromethane:methanol=20 :1), obtain product A.

[0021] B, in product A, add 80% hydrazine hydrate in 1:20 molar ratio, 95% ethanol is solvent, reaction is 90 ℃ of reflux reactions under nitrogen protection, after reaction is finished, chromatographic column purification (mobile phase dichloromethane: methyl alcohol = 20:1) to obtain product B.

[0022] c. Add di-tert-butyl dicarbonate in a molar ra...

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Abstract

The invention relates to a preparation method of a permanently charged hydrazine-based saccharide marker, and belongs to the technical field of organic synthesis and bioinformation, wherein benzocaine is subjected to a series of synthesis to prepare the permanently charged hydrazine-based saccharide marker. According to the present invention, the reaction conditions (5% acetic acid, 80 DEG C and 3 h) of the prepared permanently charged hydrazine-based saccharide marker are mild so as to remarkably improve the sensitivity; and after the reaction, the detection can be performed directly with high performance liquid chromatography and mass spectrometry (ESI-MS, MALDI-ToF-MS) without further purification, and the sensitivity is good.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis and biological information, and in particular relates to a preparation method of a permanently charged hydrazine sugar marker. Background technique [0002] Chemical derivatization plays an important role in the research of proteomics and glycomics. Although the development of detection instruments is changing rapidly, without the assistance of various derivatization techniques, many peptides or sugars that exist in trace amounts cannot be detected. Not only In this way, the derivatized samples cannot show higher sensitivity and detection intensity in the detection. [0003] Samples with permanent charges can eliminate the interference of sodium ions and potassium ions during ionization and dissociation, and can also improve detection sensitivity. The commonly used derivatization reagent TMPP (tris(2,4,6-trimethoxyphenyl) Phosphoniumacetic acid N-hydroxysuccinimide ester ) is an applica...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C241/04C07C243/38G01N1/28G01N30/06
CPCC07C227/18C07C241/04C07C281/02G01N1/28G01N30/06G01N2030/067C07C243/38C07C229/60
Inventor 张译芳
Owner EZHOU INST OF IND TECH HUAZHONG UNIV OF SCI & TECH
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