Fluorine label and preparation method thereof, and method for synthesizing oligosaccharide chain by adopting assisted enzymic method

An enzymatic synthesis, oligosaccharide chain technology, applied in the preparation of sugar derivatives, chemical instruments and methods, oligosaccharides, etc., can solve problems such as difficulty in large-scale use, limited reaction scale, compound loss, etc. Wide adaptability, high assembly efficiency, and the effect of reducing production costs

Active Publication Date: 2021-06-11
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in fluorine liquid phase extraction, it is necessary to use expensive high fluorinated solvents as extraction agents; and the complicated steps in F-SPE separation technology not only cause the loss of compounds, but also limit the scale of the reaction
In addition, due to the high cost of heavy fluorine carriers, it is difficult to use them on a large scale, while the currently reported light fluorine carriers have problems such as difficult removal, difficult recycling, and limited loading capacity.

Method used

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  • Fluorine label and preparation method thereof, and method for synthesizing oligosaccharide chain by adopting assisted enzymic method
  • Fluorine label and preparation method thereof, and method for synthesizing oligosaccharide chain by adopting assisted enzymic method
  • Fluorine label and preparation method thereof, and method for synthesizing oligosaccharide chain by adopting assisted enzymic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0084] Example 1: A method for rapid separation of oligosaccharides assisted by fluorine tags

[0085] Proceed as follows:

[0086] (1) Chemical synthesis of lactoside 1 (formula IV) in the β-configuration;

[0087] Add lactose 11 (10 g, 29.23 mmol), acetic anhydride (55 mL) and sodium acetate (9.6 g) into a 500 mL round bottom flask, and stir under reflux at 160° C. for 6 hours. Thin-layer chromatography (PE:EA=1:2) detected that the reaction was complete, and concentrated by rotary evaporation. The resulting solid was redissolved in 250 mL of dichloromethane, extracted twice with half-saturated saline, three times with saturated sodium bicarbonate solution, and three times with double-distilled aqueous solution, then separated the organic phase, dried the organic phase with anhydrous sodium sulfate, and spun Concentrated by evaporation to obtain light yellow solid compound 12 (18.70 g, 94%).

[0088] Add compound 12 (15.0g, 22.12mmol) ammonium acetate (6.8g, 88.21mmol) me...

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Abstract

The invention relates to a fluorine label and a preparation method thereof, and a method for synthesizing an oligosaccharide chain by adopting an assisted enzyme method. The structural formula of the fluorine label is G-R(I) as shown in the formula I. G represents monosaccharide or oligosaccharide; and R is one of the following formulas II and III, wherein R1 is one of C6H13 and C8H17. When G represents lactose and R represents a C8F17 difluoro chain, the formula II is shown in the specification. The fluorine label has the advantages of being easy to remove and recycle. The glycosyl receptor is used for synthesizing various different oligosaccharide chains, so that the oligosaccharide chain with a determined structure is quickly and efficiently synthesized.

Description

technical field [0001] The invention belongs to the technical field of separation methods of sugar substances, and in particular relates to a fluorine label, a preparation method thereof, and an auxiliary enzymatic method for synthesizing oligosaccharide chains. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Carbohydrates, one of the three natural biomacromolecules, play an important role in life processes and are closely related to the development of many diseases. Since it is very labor-intensive and time-consuming to isolate high-purity oligosaccharides with a single structure from natural sources, fast and efficient synthesis of structurally defined oligosaccharides ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/26C07H1/00C07H3/06C12P19/00C12P19/14C12P19/18
CPCC07H15/26C07H1/00C07H3/06C12P19/18C12P19/14C12P19/00
Inventor 曹鸿志方文元刘长城
Owner SHANDONG UNIV
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