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Preparation method for L-selenocysteine

A technology of selenocysteine ​​and selenocysteine, which is applied in the field of synthesis of L-selenocysteine, can solve the problem that L-selenocysteine ​​is expensive in raw materials, low in process yield, and in production The problem of high cost, to achieve the effect of increased yield, simple method operation, easy purchase and storage

Inactive Publication Date: 2016-02-03
CHENGDU BAISHIXING SCI & TECH IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The technical problem to be solved by the present invention is that the raw materials of the existing method for preparing L-selenocysteine ​​are expensive, the market is difficult to purchase, the process yield is low, and the production cost is high.

Method used

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  • Preparation method for L-selenocysteine
  • Preparation method for L-selenocysteine
  • Preparation method for L-selenocysteine

Examples

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Embodiment 1

[0022] Example 1 Preparation of L-selenocysteine ​​using L-serine hydrochloride

[0023] 1, Preparation of 3-chloro-L-alanine hydrochloride

[0024] Suspend L-serine hydrochloride (100g, 0.7067mol) in 500ml tetrahydrofuran, slowly add thionyl chloride (101g, 0.8480mol) dropwise, control the system <50°C during the dropwise addition, and slowly raise the temperature after the dropwise addition The reaction was stirred at 50°C for 6 hours. After the raw materials disappeared, the system was lowered to 20-25°C, and 50ml of water was slowly added dropwise to quench the reaction. Then it was concentrated to dryness under reduced pressure, 200ml of acetone was added while it was hot, cooled to 25°C to crystallize, filtered and dried to obtain 100g of off-white solid, Yield=88.4%.

[0025] 2. Preparation of L-selenocysteine

[0026] 2.1. Preparation of sodium selenite solution

[0027] Suspend 100g selenium powder in 300ml water, add 50gNaBH in batches under stirring , control sy...

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Abstract

The invention belongs to the field of chemical synthesis, and concretely relates to a synthetic method for L-selenocysteine. The method comprises the following steps: a, chloridizing L-serine hydrochloride to obtain 3-chloro-L-alanine hydrochloride; b, performing seleno-reaction of 3-chloro-L-alanine hydrochloride prepared by step a under alkaline condition to obtain L-selenocystine; and c, performing reduction reaction of L-selenocystine to obtain L-selenocysteine. The method has simple steps, high yield, low cost, and good application prospect.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and in particular relates to a synthesis method of L-selenocysteine. Background technique [0002] L-selenocysteine ​​(Selenocysteine, CAS: 10236-58-5) is the main form of selenium in proteins, and it exists in a few enzymes, such as glutathione peroxidase, thyroxine 5'- Deiodinase, thioredoxin reductase, formate dehydrogenase, glycine reductase and some hydrogenases etc. The structure of selenocysteine ​​is similar to that of cysteine, except that the sulfur atom is replaced by selenium. Selenium, as an essential trace element for the human body, has a very significant role in anti-oxidation and anti-tumor. Selenocysteine ​​is currently considered to be the 21st standard amino acid and the only amino acid containing metalloid elements. It has a wide range of research meaning. [0003] The synthesis methods of selenocysteine ​​include biosynthesis and chemical synthesis, and biosynthesis has ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C391/00
Inventor 袁汉
Owner CHENGDU BAISHIXING SCI & TECH IND
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