Preparation method of N-acetylneuraminic acid

A technology of acetylneuraminic acid and polysialic acid, which is applied in the field of preparation of N-acetylneuraminic acid, can solve the problems of difficult removal, complicated process, large environmental pollution, etc., and achieves easy large-scale production, high investment return, and high income. High rate purity effect

Active Publication Date: 2019-10-08
CABIO BIOTECH WUHAN CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, in the process of acid hydrolysis, if the hydrolysis time is not enough, it is easy to cause incomplete hydrolysis at one time, and the yield of extracted sialic acid monomer is low, or the unhydrolyzed product is filtered out for repeated cycle hydrolysis, or the hydrolysis time is prolonged, and the high temperature for a long time The sialic acid hydrolyzed under the condition of strong acid is easy to degrade to generate by-products, which are mostly isomers, which are extremely difficult to remove in the subsequent purification process, which brings a greater burden to the subsequent treatment, and the strong acid The hydrolysis conditions cause serious corrosion to the equipment and relatively large environmental pollution, and subsequent neutralization reaction treatment is required, which is costly and complicated.
And the common hydrolysis process in the prior art implicitly teaches that the α-2,8 and / or α-2,9 bonds of polysialic acid are relatively difficult to completely break to obtain sialic acid monomers

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] This embodiment relates to a preparation method of N-acetylneuraminic acid, comprising the following steps:

[0035] 1) Make polysialic acid (PSA) into a 10L solution with a concentration of 50g / L, place it in a microwave reactor, adjust the hydrolysis temperature to 70°C, the pressure to 0.2Mpa, and the microwave power to 800W. The sialic acid was subjected to microwave hydrolysis for 15 minutes, and the PSA concentration of the hydrolyzed solution was 3 g / L after sampling and detection, and the hydrolysis rate was 94%.

[0036] 2) Decolorize the hydrolyzate: cool down to 60° C., use 1% activated carbon, decolorize for 30 minutes, and filter to obtain the clear solution.

[0037] 3) Concentration of supernatant liquid: the temperature is 60° C., the vacuum degree is above -0.09 MPa, and 1 L of concentrated liquid is obtained.

[0038] 4) Crystallization: pH=1.5, crystallization temperature 4°C, crystallization time 16 hours.

[0039] 5) Collection of crude crystals: ...

Embodiment 2

[0045] This embodiment relates to a preparation method of N-acetylneuraminic acid, comprising the following steps:

[0046] 1) Make polysialic acid into a 20L solution with a concentration of 30g / L, place it in a microwave reactor, adjust the hydrolysis temperature to 60°C, the pressure to 0.1Mpa, and the microwave power to 600W. Microwave hydrolysis was carried out for 20 minutes; the PSA concentration of the hydrolyzed solution was 2.1 g / L after sampling and detection, and the hydrolysis rate was 93%.

[0047] 2) Decolorize the hydrolyzed solution: cool down to 30°C, use 4% activated carbon, decolorize for 60 minutes, and filter to obtain clear solution.

[0048] 3) Concentration of the supernatant: the temperature is 40° C., the vacuum degree is above -0.09 MPa, and 550 mL of the concentrated solution is obtained.

[0049] 4) Crystallization: PH=2, crystallization temperature 0°C, crystallization time 12 hours.

[0050] 5) Collection of crude crystals: Centrifuge to colle...

Embodiment 3

[0056] This embodiment relates to a preparation method of N-acetylneuraminic acid, comprising the following steps:

[0057]1) Make polysialic acid into a 10L solution with a concentration of 50g / L, place it in a microwave reactor, adjust the pH of the hydrolyzate to 4, the hydrolysis temperature to 60°C, the pressure to 0.1Mpa, and the microwave power to 600W, The polysialic acid was subjected to microwave hydrolysis for 15 minutes, and the PSA concentration of the hydrolyzed solution was detected by sampling to be 1 g / L, and the hydrolysis rate was 98%.

[0058] 2) Decolorize the hydrolyzate: cool down to 60° C., use 1% activated carbon, decolorize for 30 minutes, and filter to obtain the clear solution.

[0059] 3) Concentration of supernatant liquid: the temperature is 60° C., the vacuum degree is above -0.09 MPa, and 1 L of concentrated liquid is obtained.

[0060] 4) Crystallization: PH=1.5, crystallization temperature 4°C, crystallization time 16 hours.

[0061] 5) Col...

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PUM

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Abstract

The invention relates to a preparation method of N-acetylneuraminic acid. The main improvement of the preparation method is that a water solution of polysialic acid is subjected to microwave hydrolysis. Compared with an existing acid hydrolysis method, the method is easy to operate, low in cost, capable of achieving clean production, and free of environment pollution; the microwave hydrolysis ratereaches 90% or above, the time interval is 10-35 min, circulating hydrolysis is not needed, a sialic acid solution obtained after hydrolysis is few in by-product, subsequent purification treatment isfacilitated, and thus the yield and purification degree of a prepared finished product are high; and through the method, large-scale production is easy, and the investment return is high.

Description

technical field [0001] The invention belongs to the field of compound preparation, and in particular relates to a preparation method of N-acetylneuraminic acid. Background technique [0002] N-acetylneuraminic acid is commonly known as sialic acid, and its preparation methods mainly include chemical synthesis, enzyme synthesis, natural product extraction and microbial fermentation. The microbial method obtains polysialic acid through fermentation, and then hydrolyzes the polysialic acid to obtain sialic acid monomers. Polysialic acid is a linear homopolymer in which sialic acid monomers are linked by α-2,8 and / or α-2,9 bonds. [0003] In the prior art, saliva is generally prepared by acid hydrolysis. For example, Chinese patent CN 104046671 A discloses a method for producing sialic acid by fermentation. Acid, acid hydrolysis time is 2 hours. Chinese patent CN109336855 A also discloses a method for acid hydrolyzing polysialic acid, specifically adjusting the pH to 0.01-4 w...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H7/033C07H1/00C07H1/06
CPCC07H1/00C07H1/06C07H7/033
Inventor 李翔宇汪志明杨刚陆姝欢马凡提
Owner CABIO BIOTECH WUHAN CO LTD
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