Method for production of ionically bound depolymerized chitosane derivatives

FIELD: medicine, food processing industry, in particular production of depolymerized chitosane and products based on the same.

SUBSTANCE: claimed method is based on using of chitosanase in acetic acid medium and spray drying of and depolymerized chitosane and is characterized in that obtained depolymerized chitosane is preliminary converted in non-ionized form by neutralizing of bound acetic acid with ammonium hydroxide followed by precipitation in ethanol and air drying. Further interaction is carried out with ammonium lipoate or glutathione in aqueous medium. Claimed products may be used individually or in combination with other components.

EFFECT: new products for food processing industry and medicine.

4 cl, 2 ex

 

The invention relates to a method for depolimerizovannogo chitosan and products on its base and can be used in medical and food industries individually and as components of various compositions.

Known methods of depolymerization of chitosan to oligomers using enzymes, including papain, in the presence of hydrochloric, acetic, ascorbic acid. Korean Patent 142373 from March 31, 1998

Since oligosaccharides play the role of anion-exchange materials obtained in this case, the products are chlorides, acetates, ascorbates oligosaccharide, as formed in an acid environment used to create the required pH for the enzymatic depolymerization of chitosan.

The resulting oligosaccharides amino almost completely associated with the anions of the acids used in enzymatic hydrolysis, therefore, they cannot directly be used for ion binding substances having acidic groups, especially for substances with weak acid properties.

A method of obtaining innovating derived oligosaccharides by using a partially neionizirovannykh of oligosaccharides, characterized in that the enzymatic depolymerization using papain product is subjected alternately double R is storenew in water and spray-dried, then the obtained product is dissolved in water together with substances having an acid group selected from nicotinic acid, lactic acid, glycine hydrochloride, L-carnitine hydrochloride, glutamic acid, γ-aminoβ-phenylalkanoic acid hydrochloride, adenosine phosphate cocarboxylase, aspartame, gemfibrozil, aminocaproic acid hydrochloride, simplemodal acid, succinic acid, ascorbic acid, vitamin b3, methionine or alexamenos acid with subsequent drying of the resulting product.

RF patent №2232775 C1 priority from 16.05.2003 published 20.07.2004. Bull. No. 20.

The invention consists in obtaining innovating derivatives depolimerizovannogo chitosan by enzymatic depolymerization using chitosanases in the acetic acid medium, followed by drying and implementation in the aquatic environment ion interaction with substances having an acid group.

The difference invention is that obtained depolimerizovannogo chitosan previously transferred to deionizovannoy form, neutralizing related acetic acid with ammonium hydroxide, followed by planting in ethanol and air drying.

The difference invention also lies in the fact that neionizirovanny depolimerizovannogo chitosan is mixed with water, R is the target of lipoate ammonium, with the subsequent removal by evaporation of water and ammonia to obtain lipoate depolimerizovannogo chitosan.

The difference invention also lies in the fact that neionizirovanny depolimerizovannogo chitosan is dissolved in an aqueous solution of glutathione and subsequent planting in alcohol glutathionine depolimerizovannogo chitosan.

The proposed method for innovating derivatives depolimerizovannogo chitosan is not known. The following examples explain the present invention:

Example 1.

Prepare a 5% solution of chitosan 1.5% acetic acid, then the solution contribute enzyme preparation chitosanases (classification of enzyme 3.2.1.) microbiological origin, derived from Bacillus subtilis, the production company "Lyven (France) under the trade name "Chitosanasa L", stable in the buffer with the mass of a protein content of 5% and a purity of 250 units farms. act./g enzyme preparation at a concentration of 1.5% of farms. act./g chitosan (0,006 g farms. prep./g chitosan) and carry out the enzymatic hydrolysis for 20 hours at a temperature of 40 degrees. Next, the resulting hydrolyzate was filtered and subjected to spray drying. Received depolimerizovannogo chitosan has a dynamic viscosity of 5% aqueous solution of 2.1 SDR and contains in its composition of the product with srednevekovoi molecular weight of 5300 Yeah, containing 18% acetic acid is you.

The obtained dry powder is used to prepare its 50%solution in water. In the resulting solution with stirring, add 10% solution of NH4OH to obtain a solution pH of 9. Viscous sodden mass thoroughly stirred for 10 min, then planted in a 3-fold volume of ethanol. Received neionizirovanny depolimerizovannogo chitosan is transferred onto the filter SCHOTT, three times washed with alcohol and dried in vacumm drying Cabinet at a temperature of 60 degrees. Yield 85% of the used depolimerizovannogo chitosan. The average molecular weight of 4900 Yes. of 17.5 g of lipoic acid is dissolved in 5% aqueous solution of NH4OH, by adding NH4OH dropwise until complete dissolution lipoic acid.

In the resulting solution of lipoate ammonium contribute at careful hashing 232 g obtained neionogennogo depolimerizovannogo chitosan. The resulting mixture is heated in a glycerin bath to evaporate the ammonia and water. The resulting lipoic depolimerizovannogo chitosan contains 7.69% of the mass. lipoic acid is determined by back titration.

Example 2.

10 g of the obtained neionogennogo depolimerizovannogo chitosan in the conditions of example 1 are dissolved in 1.0%aqueous solution of glutathione within 1 hour (module 10). The resulting solution was planted in 3-fold volume of ethanol, hoteltravel the Ute and dried in a vacuum drying Cabinet at 40 degrees. The resulting product contains 9% of the mass. innovating glutathione.

1. The method of obtaining innovating derivatives enzymatic depolimerizovannogo chitosan using chitosanases in the acetic acid medium and the use of spray drying depolimerizovannogo chitosan, characterized in that the depolimerizovannogo chitosan previously transferred to deionizovannoy form, neutralizing related acetic acid with ammonium hydroxide, followed by planting in ethanol and drying in air, and then communicate in an aqueous medium lipoate ammonium or glutathione.

2. The method according to claim 1, characterized in that neionizirovanny depolimerizovannogo chitosan is mixed with an aqueous solution of lipoate ammonium and removing upon evaporation of the ammonia and water get lipoic depolimerizovannogo chitosan.

3. The method according to claim 1, characterized in that neionizirovanny depolimerizovannogo chitosan is dissolved in an aqueous solution of glutathione and subsequent planting in alcohol glutathionine depolimerizovannogo chitosan.



 

Same patents:

FIELD: chemical technology.

SUBSTANCE: invention relates to methods for preparing water-soluble saline complexes (associates) of hyaluronic acid with d-metals of IV, V and VI periods of Mendeleyev's periodic system of elements that can be used in pharmacology and cosmetology. Invention describes a method for preparing water-soluble saline complexes of hyaluronic acid involving preparing an aqueous solution of salt of d-metal of IV, V and VI periods of periodic system and its mixing with hyaluronic acid sodium salt, holding the mixture, its stirring, dilution with water and isolation of the end product. For mixing method involves using the amount of aqueous salt of abovementioned d-metal that is equivalent to the amount of carboxy-groups of hyaluronic acid sodium salt or in the limit from 0.95 to 1.10. After dilution with water the solution mixture is subjected for ultrafiltration on separating membranes with simultaneous washing out with aqueous salt solution of abovementioned d-metal firstly and then with deionized water followed by concentrating the product. By another variant for mixing the method involves the amount of aqueous solution of d-metal salt lesser of the equivalent amount of carboxy-groups in hyaluronic acid sodium salt. After dilution with water the mixture is subjected for ultrafiltration on separating membranes with simultaneous washing out with deionized water followed by concentrating the product also. Method is characterized by the decreased time of processes and simplicity.

EFFECT: improved preparing method.

2 cl, 1 tbl

FIELD: natural compounds technology.

SUBSTANCE: chitosan preparation process comprises breaking naturally occurring chitin-containing material, charging it into reactor, demineralization with 6-7% aqueous hydrochloric acid, deproteination with sodium hydroxide solution at 85-95°C, deacetylation with sodium hydroxide solution on heating, decoloration, and washing with water after each stage to pH 6.5. Process is characterized by that chitin-containing material broken to achieve fraction 0.5-6 mm is fed simultaneously into a number of reactors, wherein demineralization is effected with aqueous hydrochloric acid stream at 85-95°C for 1.5 h while controlling pH in each reactor exit to achieve acid concentration in each reactor exit the same as concentration of the initial acid by way of feeding it in a continuous manner. In addition, deproteination is carried out with 6-7% sodium hydroxide solution stream for 1.5 h followed by discharging treated material into autoclave to perform deacetylation simultaneously with decoloration using 50% sodium hydroxide solution at 130-140°C in inert gas environment and in presence of 3-5% hydrogen peroxide solution used in amount 3-5% of the total volume of mixture.

EFFECT: enhanced process efficiency.

1 dwg

Modified chitosan // 2269542

FIELD: organic chemistry of natural compounds, chemical technology, medicine.

SUBSTANCE: invention relates to the group of chitosan-containing compounds. Invention relates to synthesis of modified chitosan of the following structure: wherein n = 150-1400. The modified chitosan possesses the bactericidal activity, in particular, antituberculosis activity.

EFFECT: valuable medicinal properties of modified chitosan.

1 tbl, 1 dwg, 3 ex

FIELD: chemistry and technology of derivatives of polysaccharides, chemical technology.

SUBSTANCE: invention relates to methods for preparing chitosan esters. Invention describes a method for preparing chitosan polyethylene glycol ester that involves dissolving chitosan in acetic acid followed by alkalization. Then the reaction mixture is subjected for effect of ethylene oxide under pressure 1-3 atm and temperature 60-100°C, and the concentration of reaction mass is corrected by addition of distilled water up to the density value of solution 1.030-1.032 g/cm3. Then the reaction mass is purified by electrodialysis at the rate value of solution in treatment chambers 3.0 cm/s, not less, temperature 20-45°C, the current density value 0.25-0.75 A/dm2 and the constant volume of the reaction mass. Method provides enhancing the effectiveness of purification by electrodialysis due to reducing energy consumptions. Chitosan esters can be used in medicine, cosmetics, food and chemical industry.

EFFECT: improved preparing method.

5 ex

FIELD: chemical technology of natural compounds.

SUBSTANCE: invention describes a method for preparing water-soluble derivatives of chitosan. Method involves treatment of chitosan with acid medium up to its swelling wherein vapor medium water-acid is used as acid medium. Treatment of chitosan is carried out with vapor of monobasic acid aqueous solution taken among the group including hydrochloric acid, formic acid and acetic acid. Method allows simplifying technology in preparing water-soluble derivatives of chitosan.

EFFECT: improved preparing method.

4 cl, 1 tbl, 9 ex

FIELD: organic chemistry.

SUBSTANCE: claimed method includes subsequent chitosane-containing raw material with non-polar liquefied gas, water, alkali, water, acid, water, alkali, and water to produce target product in form of solid residue, wherein in at least first extraction step pressure in reaction mixture is periodically released to provide extractant boiling, and than increased up to starting value.

EFFECT: method with reduced energy consumption.

FIELD: fish industry.

SUBSTANCE: method involves providing deacetylation of raw material with the use of preliminarily cooled alkaline solution; washing and drying. Deacetylation process is performed in three stages, first stage being performed for 7 days and subsequent two stages being performed for 2 hours each, combined with thermal processing at temperature of 55-590C. Washing process is provided after each deacetylation stage.

EFFECT: provision for producing of chitosan from chitin of cancerous with increased extent of deacetylation, while native properties of natural polymer being kept, without breaking of glycoside binding chain.

3 ex

The invention relates to macroporous chitosan granules having a relatively large and uniform pore size of 30-150 μm inside and outside, which are distributed from the surface to the area of the nucleus, and the way they are received, which includes the following stages: adding dropwise chitosan solution, the aqueous chitosan solution, or a mixture thereof in the low-temperature organic solvent or liquid nitrogen; regulation of pore size using the method of phase separation due to temperature differences
The invention relates to a method for producing derivatives of chitosan oligosaccharide and can be used in medical and food industries, as components of various compositions

The invention relates to a method of cross stitching carboxylating polysaccharides and can be used in medical and pharmaceutical fields, and in cosmetology

FIELD: fish industry.

SUBSTANCE: method involves providing deacetylation of raw material with the use of preliminarily cooled alkaline solution; washing and drying. Deacetylation process is performed in three stages, first stage being performed for 7 days and subsequent two stages being performed for 2 hours each, combined with thermal processing at temperature of 55-590C. Washing process is provided after each deacetylation stage.

EFFECT: provision for producing of chitosan from chitin of cancerous with increased extent of deacetylation, while native properties of natural polymer being kept, without breaking of glycoside binding chain.

3 ex

FIELD: organic chemistry.

SUBSTANCE: claimed method includes subsequent chitosane-containing raw material with non-polar liquefied gas, water, alkali, water, acid, water, alkali, and water to produce target product in form of solid residue, wherein in at least first extraction step pressure in reaction mixture is periodically released to provide extractant boiling, and than increased up to starting value.

EFFECT: method with reduced energy consumption.

FIELD: chemical technology of natural compounds.

SUBSTANCE: invention describes a method for preparing water-soluble derivatives of chitosan. Method involves treatment of chitosan with acid medium up to its swelling wherein vapor medium water-acid is used as acid medium. Treatment of chitosan is carried out with vapor of monobasic acid aqueous solution taken among the group including hydrochloric acid, formic acid and acetic acid. Method allows simplifying technology in preparing water-soluble derivatives of chitosan.

EFFECT: improved preparing method.

4 cl, 1 tbl, 9 ex

FIELD: chemistry and technology of derivatives of polysaccharides, chemical technology.

SUBSTANCE: invention relates to methods for preparing chitosan esters. Invention describes a method for preparing chitosan polyethylene glycol ester that involves dissolving chitosan in acetic acid followed by alkalization. Then the reaction mixture is subjected for effect of ethylene oxide under pressure 1-3 atm and temperature 60-100°C, and the concentration of reaction mass is corrected by addition of distilled water up to the density value of solution 1.030-1.032 g/cm3. Then the reaction mass is purified by electrodialysis at the rate value of solution in treatment chambers 3.0 cm/s, not less, temperature 20-45°C, the current density value 0.25-0.75 A/dm2 and the constant volume of the reaction mass. Method provides enhancing the effectiveness of purification by electrodialysis due to reducing energy consumptions. Chitosan esters can be used in medicine, cosmetics, food and chemical industry.

EFFECT: improved preparing method.

5 ex

Modified chitosan // 2269542

FIELD: organic chemistry of natural compounds, chemical technology, medicine.

SUBSTANCE: invention relates to the group of chitosan-containing compounds. Invention relates to synthesis of modified chitosan of the following structure: wherein n = 150-1400. The modified chitosan possesses the bactericidal activity, in particular, antituberculosis activity.

EFFECT: valuable medicinal properties of modified chitosan.

1 tbl, 1 dwg, 3 ex

FIELD: natural compounds technology.

SUBSTANCE: chitosan preparation process comprises breaking naturally occurring chitin-containing material, charging it into reactor, demineralization with 6-7% aqueous hydrochloric acid, deproteination with sodium hydroxide solution at 85-95°C, deacetylation with sodium hydroxide solution on heating, decoloration, and washing with water after each stage to pH 6.5. Process is characterized by that chitin-containing material broken to achieve fraction 0.5-6 mm is fed simultaneously into a number of reactors, wherein demineralization is effected with aqueous hydrochloric acid stream at 85-95°C for 1.5 h while controlling pH in each reactor exit to achieve acid concentration in each reactor exit the same as concentration of the initial acid by way of feeding it in a continuous manner. In addition, deproteination is carried out with 6-7% sodium hydroxide solution stream for 1.5 h followed by discharging treated material into autoclave to perform deacetylation simultaneously with decoloration using 50% sodium hydroxide solution at 130-140°C in inert gas environment and in presence of 3-5% hydrogen peroxide solution used in amount 3-5% of the total volume of mixture.

EFFECT: enhanced process efficiency.

1 dwg

FIELD: chemical technology.

SUBSTANCE: invention relates to methods for preparing water-soluble saline complexes (associates) of hyaluronic acid with d-metals of IV, V and VI periods of Mendeleyev's periodic system of elements that can be used in pharmacology and cosmetology. Invention describes a method for preparing water-soluble saline complexes of hyaluronic acid involving preparing an aqueous solution of salt of d-metal of IV, V and VI periods of periodic system and its mixing with hyaluronic acid sodium salt, holding the mixture, its stirring, dilution with water and isolation of the end product. For mixing method involves using the amount of aqueous salt of abovementioned d-metal that is equivalent to the amount of carboxy-groups of hyaluronic acid sodium salt or in the limit from 0.95 to 1.10. After dilution with water the solution mixture is subjected for ultrafiltration on separating membranes with simultaneous washing out with aqueous salt solution of abovementioned d-metal firstly and then with deionized water followed by concentrating the product. By another variant for mixing the method involves the amount of aqueous solution of d-metal salt lesser of the equivalent amount of carboxy-groups in hyaluronic acid sodium salt. After dilution with water the mixture is subjected for ultrafiltration on separating membranes with simultaneous washing out with deionized water followed by concentrating the product also. Method is characterized by the decreased time of processes and simplicity.

EFFECT: improved preparing method.

2 cl, 1 tbl

FIELD: medicine, food processing industry, in particular production of depolymerized chitosane and products based on the same.

SUBSTANCE: claimed method is based on using of chitosanase in acetic acid medium and spray drying of and depolymerized chitosane and is characterized in that obtained depolymerized chitosane is preliminary converted in non-ionized form by neutralizing of bound acetic acid with ammonium hydroxide followed by precipitation in ethanol and air drying. Further interaction is carried out with ammonium lipoate or glutathione in aqueous medium. Claimed products may be used individually or in combination with other components.

EFFECT: new products for food processing industry and medicine.

4 cl, 2 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to a method for preparing modified glycosaminoglycans possessing analgesic properties. Method involves interaction of glycosaminoglycans with 1-phenyl-2,3-dimethyl-4-aminopyrazolone-5-(4-aminoantipyrine) in aqueous medium at pH = 4.7-4.8 in the presence water-soluble 1-ethyl-3-[3-(dimethlamino)propyl]carbodiimide as a condensing agent at room temperature followed by purification from low-molecular reagents. Method involves a single step that simplifies technology in preparing modified glycosaminoglycans.

EFFECT: improved preparing method.

3 ex

FIELD: natural substances, chemical technology.

SUBSTANCE: invention relates to a method for preparing chitosan and purification from components of the reaction mixture - low-molecular products of deacetylation and alkali excess. Invention relates to a method for purifying chitosan prepared by solid-state method involving treatment of reaction mass with extractant consisting of 3.3-20.0% of water, 32.2-57.1% of ethyl acetate and 24.6-64.5% of ethanol at the extractant boiling point. Also, invention relates to a method for purifying chitosan prepared by suspension method and involving treatment of the reaction mass with ethyl acetate and the following treatment with extractant consisting of 6.2-25.0% of water, 12.5-62.5% of ethyl acetate and 31.3-62.5% of ethanol at the extractant boiling point.

EFFECT: improved isolating and preparing method.

3 cl, 2 tbl, 1 dwg

Up!