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Simple synthetic method of plant immunoactivator core fragment glucose trisaccharide

A technology of immune activation and core fragments, applied in chemical instruments and methods, sugar derivatives, sugar derivatives, etc.

Inactive Publication Date: 2014-09-24
NANJING LAIKEXING BIOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Diseases caused by fungi, such as cotton wilt and rice blast, which have caused huge losses to our country, have no good solutions so far

Method used

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  • Simple synthetic method of plant immunoactivator core fragment glucose trisaccharide
  • Simple synthetic method of plant immunoactivator core fragment glucose trisaccharide
  • Simple synthetic method of plant immunoactivator core fragment glucose trisaccharide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] (1) Preparation of monosaccharide donor 1c

[0019] Measure Ac 2 O (450mL, 0.954mol) in a 1000mL three-neck flask, add HClO dropwise under stirring in an ice bath 4 (4.05mL, 0.05mol), the reaction solution changed from colorless to yellow, weighed dry glucose (95.1g, 0.528mol) and added it to the reaction system in batches, vigorously mechanically stirred under ice bath (control the reaction temperature not to exceed 20°C ), the reaction system gradually changed from yellow to yellow-green, and finally poured 450mL of ice water into the flask, continued to stir for 0.5 hours, and then added 500mL of CH to the reaction system 2 Cl 2 . Separation, water phase with CH 2 Cl 2 Extract (200mL×3), combine the organic phases, wash with water, and saturate with NaHCO 3 The solution was washed to neutrality, washed once with saturated NaCl solution, and the organic phase was washed with anhydrous NaCl 2 SO 4 After drying and suction filtration, the filtrate was concentrat...

Embodiment 2

[0029] (1) Preparation of monosaccharide donor 1c

[0030] Measure Ac 2 O (450mL, 0.954mol) in a 1000mL three-neck flask, add HClO dropwise under stirring in an ice bath 4(4.05mL, 0.05mol), the reaction solution changed from colorless to yellow, weighed dry glucose (95.1g, 0.528mol) and added it to the reaction system in batches, vigorously mechanically stirred under ice bath (control the reaction temperature not to exceed 20°C ), the reaction system gradually changed from yellow to yellow-green, and finally poured 450mL of ice water into the flask, continued to stir for 0.5 hours, and then added 500mL of CH to the reaction system 2 Cl 2 . Separation, water phase with CH 2 Cl 2 Extract (200mL×3), combine the organic phases, wash with water, and saturate with NaHCO 3 The solution was washed to neutrality, washed once with saturated NaCl solution, and the organic phase was washed with anhydrous NaCl 2 SO 4 After drying and suction filtration, the filtrate was concentrate...

Embodiment 3

[0040] (1) Preparation of monosaccharide donor 1c

[0041] Measure Ac 2 O (450mL, 0.954mol) in a 1000mL three-neck flask, add HClO dropwise under stirring in an ice bath 4 (4.05mL, 0.05mol), the reaction solution changed from colorless to yellow, weighed dry glucose (95.1g, 0.528mol) and added it to the reaction system in batches, vigorously mechanically stirred under ice bath (control the reaction temperature not to exceed 20°C ), the reaction system gradually changed from yellow to yellow-green, and finally poured 450mL of ice water into the flask, continued to stir for 0.5 hours, and then added 500mL of CH to the reaction system 2 Cl 2 . Separation, water phase with CH 2 Cl 2 Extract (200mL×3), combine the organic phases, wash with water, and saturate with NaHCO 3 The solution was washed to neutrality, washed once with saturated NaCl solution, and the organic phase was washed with anhydrous NaCl 2 SO 4 After drying and suction filtration, the filtrate was concentrat...

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Abstract

The invention discloses a simple synthetic method of plant immunoactivator core fragment glucose trisaccharide, and belongs to the field of oligosaccharide preparation. The method can be used for synthesizing glucose trisaccharide branched at the 3, 6 positions, which is a core fragment with immunoloregulation effect, antineoplastic effect, anti-inflammatory effect, and antibiotic effect; the glucose trisaccharide is obtained by one-step coupling of an acylated Schmidt reagent used as a glycosyl donor, and an allyl-alpha-D-glucopyranoside used as a receptor. The method of the invention is characterized by concise synthetic route, simple operation, easy product crystallization and purification, and suitability for large-scale preparation.

Description

technical field [0001] The invention relates to the synthesis of branched glucotriose at positions 3 and 6 of the core fragment of a plant immune activator, and belongs to the field of oligosaccharide preparation. Background technique [0002] Research on oligosaccharide plant immune activators began in the 1960s. In 1976, Ayers et al. found that oligosaccharide fragments of the cell wall could induce the synthesis of phytoalexin. In 1985, Peter Albersheim and his colleagues discovered that β-glucan, a fragment of mold cell wall, can activate plant resistance response, and put forward the new concept of oligosacchrins for the first time. more and more people's attention. In recent years, my country has carried out in-depth research in this area, mainly focusing on chitosan, abscisic acid and activated protein substances. [0003] Plant immune activators, like proteins and nucleic acids, can be used as information molecules, which have a major impact on plant resistance to...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/10C07H1/00
Inventor 朱玉亮
Owner NANJING LAIKEXING BIOTECH
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