CS209258B1 - Manufacturing method of hydrochloride d-glucosamine - Google Patents
Manufacturing method of hydrochloride d-glucosamine Download PDFInfo
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- CS209258B1 CS209258B1 CS494079A CS494079A CS209258B1 CS 209258 B1 CS209258 B1 CS 209258B1 CS 494079 A CS494079 A CS 494079A CS 494079 A CS494079 A CS 494079A CS 209258 B1 CS209258 B1 CS 209258B1
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- mycelium
- hydrochloride
- polysaccharide
- hydrochloric acid
- glucosamine
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Description
(54) Způsob výroby hydrochloridu D-glukosaminu(54) A method for producing D-glucosamine hydrochloride
Vynález se týká způsobu výroby hydrochloridu D-glukosaminu (hydrochloridu 2-amino-2-deoxy-D-glukosy).The present invention relates to a process for the preparation of D-glucosamine hydrochloride (2-amino-2-deoxy-D-glucose hydrochloride).
Je známa výroba hydrochloridu D. glukosaminu z přírodních materiálů obsahujících chitin, například skořápek korýšů nebo dutinových orgánů jiných členovců (M. Stacey a J. M. Weber, Methoda Carbohydr. Chem. 1, 228-230 (1962)).It is known to produce D. glucosamine hydrochloride from natural chitin-containing materials such as shellfish or hollow organs of other arthropods (M. Stacey and J. M. Weber, Method Carbohydr. Chem. 1, 228-230 (1962)).
Hlavní nevýhoda původního postupu, používajícího k přípravě chitinu krunýřů krabů, je u nás jejich nedostupnost a je nutno tuto surovinu dovážetThe main disadvantage of the original process, which uses crab carapace chitin, is their unavailability in our country and it is necessary to import this raw material
Uvedené nedostatky odstraňuje podle vynálezu způsob výroby hydrochloridu D-glukosaminu. Jeho podstata spočívá v tom, že se strukturní polysacharid mycelia nedokonalé houby Aspergillus niger, získaný působením vodných roztoků alkalií, například na mycelium za teploty 80 až 100 °C, hydrolyzuje kyselinou chlorovodíkovou, načež se hydrolyzát zbaví zahuštěním přebytečné kyseliny chlorovodíkové a po přidání ethanolu se hydrochlorid ponechá vykrystalovat při pokojové teplotě. Výhodou nového postupu je právě snadná dpstupnost výchozího materiálu. K přípravě dutinu lze použít mycelia nedokonalé houby Aspergillus niger, které je odpadním produktem při výrobě kyseliny dtronové.According to the invention, these processes are overcome by the process for the preparation of D-glucosamine hydrochloride. It is based on the fact that the structural polysaccharide of the imperfect fungus Aspergillus niger, obtained by the action of aqueous alkali solutions, for example mycelium at 80 to 100 ° C, is hydrolysed with hydrochloric acid, after which the hydrolyzate is freed by concentration of excess hydrochloric acid. the hydrochloride is allowed to crystallize at room temperature. The advantage of the new process is the easy accessibility of the starting material. The mycelium of imperfect Aspergillus niger, a waste product of dtronic acid production, can be used to prepare the cavity.
Způsob výroby podle vynálezu je blíže objasněn v příkladech provedení.The production method according to the invention is explained in more detail in the examples.
Příklad 1Example 1
680 g vlhkého mycelia získaného po skončené fermentaci při výrobě kyseliny dtronové a obsahujícího 80 % sušiny bylo suspendováno v 700 ml 10 % NaOH a zahříváno na vroucí vodní lázni 2 hod. a poté další 2 hod. na elektrickém vařiči.680 g of wet mycelium obtained after fermentation to produce dtronic acid and containing 80% dry matter was suspended in 700 ml of 10% NaOH and heated in a boiling water bath for 2 hours and then for an additional 2 hours on an electric cooker.
Suspenze surového polysacharidu byla oddělena centrifugad a sediment byl třikrát suspendován a promyt vodou, zcentrifugován a suspendován v 900 ml 50 % kyseliny odové. Opakovaným přidáváním pevného siričítanu sodného (4krát po 2 g) byl polysacharid částečně odbarven. Byl promyt vodou, třikrát ethanolem a usušen při teplotě místnosti. Výtěžek: 37 g polysacharidu.The crude polysaccharide suspension was separated by centrifugation and the sediment was suspended three times and washed with water, centrifuged and suspended in 900 ml of 50% odic acid. By repeatedly adding solid sodium sulfite (4 times by 2 g), the polysaccharide was partially decolorized. It was washed with water, three times with ethanol and dried at room temperature. Yield: 37 g of polysaccharide.
* Příklad 2* Example 2
Suchý polysacharid (35 g) byl suspendován ve 170 ml koncentrované HC1 a směs byla zahřívána ! na vroutí vodní lázni 2,5 hod. Potom byl přidán ; stejný objem vody a suspenze byla zfiltrována přes i křemelinu. K hnědému filtrátu bylo přidáno aktivj ní uhlí a suspenze byla opět zfiltrována přes • křemelinu.The dry polysaccharide (35 g) was suspended in 170 mL of concentrated HCl and the mixture was heated! on a water bath for 2.5 hours. Then added; equal volume of water and the suspension was filtered through diatomaceous earth. Activated charcoal was added to the brown filtrate and the suspension was filtered again through diatomaceous earth.
Světle žlutý roztok byl zahuštěn při 60 °C za sníženého tlaku na 30 ml. K tomuto roztoku bylo ! přidáno 120 ml ethanolu a směs byla ponechána krystalovat 24 hod. při laboratorní teplotě. Vyloučený produkt byl odfiltrován, promyt postupně ethanolem a etherem a usušen na vzduchu. Výtěžek: 8,5 g.The light yellow solution was concentrated to 60 ml at 60 ° C under reduced pressure. To this solution was ! 120 ml of ethanol was added and the mixture was left to crystallize for 24 hours at room temperature. The precipitated product was filtered off, washed successively with ethanol and ether and air dried. Yield: 8.5 g.
Po rekrystaljzaci z nejmenšího množství horké vody a čtyř objemů ethanolu krystaluje a-anomer a v roztoku zůstává β-anomer, který může být i získán precipitaá etherem. α-Anomer tvoří bezbarvé jehličkovité krystaly o bodu rozkladu j 190-194 °C a specifické optické otáčivosti [a]”After rekrystaljzaci smallest quantity of hot water and four volumes of ethanol and crystallized anomer and remains in solution β-anomer that can be obtained precipitate with ether. α-Anomer consists of colorless needle-like crystals with decomposition point j 190-194 ° C and specific optical rotation [a] ”
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS494079A CS209258B1 (en) | 1979-07-13 | 1979-07-13 | Manufacturing method of hydrochloride d-glucosamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS494079A CS209258B1 (en) | 1979-07-13 | 1979-07-13 | Manufacturing method of hydrochloride d-glucosamine |
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| Publication Number | Publication Date |
|---|---|
| CS209258B1 true CS209258B1 (en) | 1981-11-30 |
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| Application Number | Title | Priority Date | Filing Date |
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| CS494079A CS209258B1 (en) | 1979-07-13 | 1979-07-13 | Manufacturing method of hydrochloride d-glucosamine |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7816514B2 (en) | 2001-02-16 | 2010-10-19 | Cargill, Incorporated | Glucosamine and method of making glucosamine from microbial biomass |
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1979
- 1979-07-13 CS CS494079A patent/CS209258B1/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7816514B2 (en) | 2001-02-16 | 2010-10-19 | Cargill, Incorporated | Glucosamine and method of making glucosamine from microbial biomass |
| US8034925B2 (en) | 2001-02-16 | 2011-10-11 | Cargill, Incorporated | Glucosamine and method of making glucosamine from microbial biomass |
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