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Modified synthesis method of oxidative phosphorylation-L-tyrosine

A synthesis method and tyrosine technology are applied in the field of improved synthesis of oxyphosphoric acid-L-tyrosine, can solve the problems of high cost, difficult separation and purification, many reaction steps, etc., and achieve high production efficiency, optimized process operation, The effect of short production cycle

Active Publication Date: 2018-12-21
CHENGDU BAISHIXING SCI & TECH IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In order to solve the above-mentioned prior art process for preparing oxyphosphoric acid-L-tyrosine, there are many reaction steps, the use of toxic organic solvents, and the use of excess solvents for post-treatment, resulting in difficulties in separation and purification and high costs, the present invention provides a method that can overcome Existing technical drawbacks, simple and efficient method for synthesizing oxyphosphoric acid-L-tyrosine

Method used

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Examples

Experimental program
Comparison scheme
Effect test

experiment example 1

[0022] Add 37.5g 85% phosphoric acid (the amount of substance is 0.33mol) and 14.2g phosphorus pentoxide (the amount of substance is 0.10mol) in the 100mL there-necked flask, stir the reaction system until completely dissolved, then add 9.06g tyrosine Acid (the amount of the substance is 0.05mol); after the addition, the temperature was raised to 80°C for 24 hours, and the raw material disappeared completely by spotting; then 20mL of water was added, stirred at 80°C for 30 minutes, the temperature was lowered to below 0°C, and ammonia water was added Adjust the pH to 2.5, a large amount of solids are precipitated, then add 120mL of water and stir at low temperature for 30 minutes, filter, wash the precipitate with water, and drain; the filter cake is washed with ethanol; drained, then washed with petroleum ether, and drained; dried to obtain White solid 8.3g.

[0023] In this experimental example, the product yield is 63.63%. The product is detected. The optical rotation of th...

experiment example 2

[0025] Add 38 grams of 85% phosphoric acid (the amount of substance is 0.34mol), 21.3 grams of phosphorus pentoxide (the amount of substance is 0.15mol) in a 500 milliliter three-necked flask, stir the reaction system until completely dissolved, then add 10 grams of phenolic acid Acid (amount of substance 0.055 mol). After the addition, the temperature was raised to 80° C. for 24 hours. Point the plate to detect until the raw material completely disappears. Then add 22 ml of water and stir at 80°C for 30 minutes, cool down to below 0°C, add ammonia water to adjust the pH to 2.5, a large amount of solids precipitate, then add 100 ml of water and stir at low temperature for 30 minutes, filter, wash the precipitate with water, and drain the filter cake; Then washed with ethanol; drained, then washed with petroleum ether, drained; dried to obtain a white solid to obtain 10.1 g of solid.

[0026] In this experimental example, the product yield is 70%, the product is detected, the...

experiment example 3

[0028] Add 45g 85% phosphoric acid (the amount of substance is 0.40mol) and 21.3g phosphorus pentoxide (the amount of substance is 0.15mol) in the 500mL there-necked flask, after the reaction system is stirred until completely dissolved, add 18.2g tyrosine (the amount of the substance is 0.10mol); after the addition, the temperature was raised to 80°C for 24 hours, and the plate was detected until the raw materials disappeared completely; then 25mL of water was added, stirred at 80°C for 30 minutes, the temperature was lowered to below 0°C, and ammonia water was added to adjust When the pH reached 2.5, a large amount of solids precipitated, then added 120mL of water and stirred at low temperature for 30 minutes, filtered, washed the precipitate with water, and drained; the filter cake was washed with ethanol; drained, then washed with petroleum ether, and dried; dried to obtain white Solid 19.5 g.

[0029] In this experimental example, the product yield is 74.66%. The product ...

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Abstract

The invention discloses a modified synthesis method of oxidative phosphorylation-L-tyrosine, and belongs to the field of organic chemistry. L-tyrosine and phosphorus pentoxide are reacted in 85% strong phosphoric acid, a molar ratio of the L-tyrosine to the phosphorus pentoxide to the strong phosphoric acid is 1 to (1.5 to 3) to (4 to 8), and the modified synthesis method of the oxidative phosphorylation-L-tyrosine further comprises post-treatment, wherein post-treatment comprises the following steps that after the reaction is completed, water is added for quenching reaction, a system pH is adjusted to be 2.5, and solid precipitates. A technology route adopted in the modified synthesis method of the oxidative phosphorylation-L-tyrosine is simple and short, post-treatment is simple and easyto implement, raw materials are cheap and easy to get, reaction conditions are mild, the yield is high, and the oxidative phosphorylation-L-tyrosine is suitable for industrial large-scale production.

Description

technical field [0001] The invention belongs to the field of organic chemistry, and in particular relates to an improved synthesis method of oxyphosphoric acid-L-tyrosine. Background technique [0002] Protein phosphorylation is the most fundamental and important mechanism to regulate and control protein activity and function. Protein phosphorylation mainly occurs on two amino acids, one is serine (including threonine) and the other is tyrosine. The enzymes that phosphorylate these two types of amino acids are different and have different functions. The main role of serine phosphorylation is to modify proteins to activate protein activity. In addition to tyrosine phosphorylation in allosteric and activation of the activity of the protein, the more important function is to provide a structural gene for the binding protein to promote its interaction with other proteins to form a multi-protein complex. The formation of multiprotein complexes further promotes the phosphorylat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/12
CPCC07F9/12
Inventor 石常青
Owner CHENGDU BAISHIXING SCI & TECH IND