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Process for preparing L-arginine-alpha-ketoglutarate (AAKG) from fermentation liquor through direct crystallization

A technology of ketoglutarate and ketoglutaric acid, which is applied in the preparation of carboxylate, preparation of organic compounds, separation/purification of carboxylic acid compounds, etc., can solve the problem of reducing the solubility of AAKG and the uniformity of product quality mixing Larger, complex process and other problems, to achieve the effect of reducing production costs, shortening production links, and improving quality control levels

Active Publication Date: 2011-04-20
FUJIAN GUTIAN PHARMA
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Problems solved by technology

This product is a simple mixture of arginine and ketoglutaric acid. There is no salt bond between the two. The quality of the product is greatly affected by the quality of the raw materials and the uniformity of the mixture. This method is not used in general pharmaceutical or food production; The second is the dissolution-freeze-drying method, in which L-arginine and α-ketoglutarate solutions of a certain concentration are respectively prepared, mixed according to a certain molar ratio, and then the solutions are freeze-dried to become AAKG. In this method, the two substances Form stable organic acid salts, but the freeze-drying process consumes a lot of energy, and is generally only suitable for the production of AAKG injections; Chinese patents 200710063477.4, 200710063478.9, 200710063479.3 all involve the above two methods
The third is the crystallization method. After the solution is mixed, the solution is concentrated or an organic solvent is added to reduce the solubility of AAKG, precipitate AAKG crystals, and obtain the AAKG product after washing and drying. The product prepared by this method has high purity and product quality. But the process is complicated and the cost is high (CN 101591271A)
L-arginine and α-ketoglutarate, as described in CN101011372A, the α-ketoglutarate-arginine salt preparations from commercially available chemical synthesis products and hair extract raw materials are used as raw materials, but Drug raw materials are not necessarily suitable for health food

Method used

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  • Process for preparing L-arginine-alpha-ketoglutarate (AAKG) from fermentation liquor through direct crystallization
  • Process for preparing L-arginine-alpha-ketoglutarate (AAKG) from fermentation liquor through direct crystallization
  • Process for preparing L-arginine-alpha-ketoglutarate (AAKG) from fermentation liquor through direct crystallization

Examples

Experimental program
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Effect test

Embodiment example 1

[0036] [Implementation Case 1] Preparation of monoarginine ketoglutarate MAAKG

[0037] Add CaCl to 5 L of arginine fermentation broth 2 25g of powder, stirred to fully dissolve, let stand for 2 h, and then centrifuged in batches by a large-capacity centrifuge (8000 r / min, 10 min), and collected the filtrate to obtain 4.6 L. The content of L-arginine was determined to be 45.0 g / L, and the solution contained 1.19 mol of L-arginine. The α-ketoglutaric acid fermentation filtrate was pretreated in a similar manner, and the mol amount was calculated.

[0038] Calculated according to the mol ratio L-arginine:α-ketoglutarate=1:1, under the condition of stirring, slowly add the α-ketoglutarate fermentation filtrate to the L-arginine fermentation filtrate, so that It is completely mixed. The mixed solution was concentrated by a rotary evaporator with a water bath temperature of 65°C to obtain a concentrated solution of 1200 mL, which was 26.1% of the fermentation filtrate of L-argi...

Embodiment example 2

[0043] [Example 2] Preparation of double arginine ketoglutarate DAAKG

[0044] Add 25 mL of 1.0% chitosan hydrochloric acid (1.0%) solution to 5 L of arginine fermentation broth, stir and let stand for 1.0 h, vacuum filter, and collect the filtrate to obtain 4.2 L. The content of L-arginine was determined to be 52.0 g / L, and the solution contained 1.25 mol of L-arginine. Fermentation of α-ketoglutaric acid was carried out in the same way to obtain the fermentation filtrate.

[0045] Take the fermentation filtrate containing 91.6 g of α-ketoglutarate (add according to the molar ratio of L-arginine: α-ketoglutarate = 1 : 0.5), and slowly add it to the L-arginine fermentation broth while stirring to mix completely. The mixed liquid was concentrated by using a rotary evaporator, and the temperature of the water bath was 65 °C to obtain a concentrated liquid of 1680 mL, which was 40% of the fermentation filtrate of L-arginine and α-ketoglutarate before mixing. Put it in a refrig...

Embodiment example 3

[0050] [Implementation Case 3] AAKG Preparation Technology in Pilot Scale

[0051] L-Arginine Ferment Broth 5 M 3 , the content of arginine is 48 g / L. Add CaCl 2 25 kg of powder, stir to fully dissolve, let stand for 2 h, use plate and frame filter equipment (filter area is about 25.0 m 2 ) to filter and wash the filter residue. Collect 4350 L of clear filtrate.

[0052]The α-ketoglutarate used in the salification reaction with arginine also uses fermentation broth, and its pretreatment process is similar to that of L-arginine. The content of α-ketoglutarate in the clarified filtrate is 39.2 g / L.

[0053] Taking the production of MAAKG as an example, add according to the molar ratio of L-arginine: α-ketoglutarate = 1: 1, and add the α-ketoglutarate fermentation filtrate to the L-arginine filtrate, Stir evenly, and the mixed fermentation broth is 8.82 M in total 3 .

[0054] Two-effect vacuum concentration equipment was used to concentrate to 1500 L, and the volume of t...

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Abstract

The invention belongs to the technical field of biopharmaceuticals and relates to a method for preparing L-arginine-alpha-ketoglutarate (AAKG) from raw materials comprising L-arginine and alpha-ketoglutarate obtained by fermentation. In the method, the L-arginine and alpha-ketoglutarate in the fermentation liquor are directly used as the raw materials for AAKG rather than being used for extracting the refined crystalline products. The process mainly comprises the following technical steps: fermentation liquor pretreatment, chelation, concentration, crystallization, dissolution for decolorization, recrystallization, drying and the like. The process is characterized by comprising the following steps: pretreating the fermentation liquor with L-arginine, adding a certain amount of fermentation filtrate with alpha-ketoglutarate to the pretreated fermentation liquor to be chelated, carrying out vacuum evaporation concentration and then cooling the crystal to obtain the coarse product; and recrystallizing the coarse product by utilizing an organic solvent to obtain the high-purity product. The process has the advantages of high product purity, short flow, obvious emission reduction effect and the like, and is easy for quality control. The AAKG is mainly used as a physique enhancer and has the functions of promoting the muscles to grow and recover rapidly, promoting liver cells to absorb the nutrients and energy, maintaining normal liver functions and the like.

Description

technical field [0001] The invention belongs to the field of biological technology, and relates to a preparation technology of arginine-ketoglutarate. Background technique [0002] L-arginine-α-ketoglutarate, the English name is L-Arginine-alpha-Ketoglutarate, referred to as AAKG, white or light yellow crystal, easily soluble in water, HCl and NaOH solution, slightly soluble in ethanol, insoluble In acetone, ether, etc. [0003] L-arginine-α-ketoglutarate is an amino acid salt health product with increasing sales in the international market. As a functional nutritional enhancer and liver-protecting drug, it is mainly used Rapid muscle growth and recovery, promote the absorption of nutrients and energy by liver cells, and maintain normal liver function. Its main physiological mechanism is that AAKG can promote the level of nitric oxide in the short term, promote and expand muscle movement, and then promote rapid muscle growth and recovery, and enhance strength and energy. ...

Claims

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Application Information

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IPC IPC(8): C07C279/14C07C277/08C07C59/347C07C51/41C07C51/43
CPCC07C277/08C07C51/43
Inventor 李少平方佳茂陈伟滨许正宏史劲松孙志浩
Owner FUJIAN GUTIAN PHARMA
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