CS271999B1 - 4-O-β-D-glucopyranosyl-D-xylopyranose - Google Patents
4-O-β-D-glucopyranosyl-D-xylopyranose Download PDFInfo
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- CS271999B1 CS271999B1 CS894865A CS486589A CS271999B1 CS 271999 B1 CS271999 B1 CS 271999B1 CS 894865 A CS894865 A CS 894865A CS 486589 A CS486589 A CS 486589A CS 271999 B1 CS271999 B1 CS 271999B1
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- glucopyranosyl
- xylopyranose
- enzyme
- microorganisms
- benzyl
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- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
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Abstract
Syntetizovaný disachar^d 4-0-β -D- -glukopyranozýl-D-xylopyranoza vzorca je určený na testovanie vlastnosti enzymových preparátov a štúdium enzymových pochodov, připadne sa može využit na rozliěovania druhov mikroorganizmov. Rieěenie má použitie v enzýmovej a organickej chémii.The synthesized disaccharide 4-0-β -D- -glucopyranosyl-D-xylopyranose of the formula is intended for testing the properties of enzyme preparations and studying enzyme processes, or it can be used for distinguishing types of microorganisms. The solution has applications in enzyme and organic chemistry.
Description
Vynález 8a týká 4-0-A -D-glukopyranozyl-D-xylopyranózy.The invention 8a relates to 4-O-D-glucopyranosyl-D-xylopyranose.
Doteraz bola izolovaná 3-0-β -D-glukopyranozyl-O-xylopyranóza tW, A. M. Ouncan,To date, 3-O-β-D-glucopyranosyl-O-xylopyranose tW, A. M. Ouncan,
O. 0. Mannara, 0. L, Thompson! Biochem. □ . 73, 295 (1959)]· a připravená 2-0-/J -D-glukopyranozyl-D-xylopyranóza [□. Κ. N. Dones, Ρ. E. Raid: Can. 3. Chem. 38, 944 (1960)^ . Tieto disacharidy boli použité pri š^údiu anzýmových reakcii. Nevýhodou však bola nekompletnost uvedenaj série látok, ktorá je potřebná na rozlišania mikroorganizmov a enzýmov. Doteraz 4-0-β-O-glukopyranozyl-D-xylopyranóza nabola připravená.O. Mannara, 0 L, Thompson! Biochem. □. 73, 295 (1959)] and prepared 2-O- [beta] -D-glucopyranosyl-D-xylopyranose [□. Κ. N. Dones, Ρ. E. Raid: Can. 3. Chem. 38, 944 (1960). These disaccharides were used in the study of anzyme reactions. The disadvantage, however, was the incomplete nature of the series of substances required to distinguish microorganisms and enzymes. So far, 4-O-β-O-glucopyranosyl-D-xylopyranose has been prepared.
Túto nevýhodu odstraňuje tento vynález. Podstatou vynálezu Je 4-0- β-D-glukopyranozyl-D-xylopyranóza vzorcaThis disadvantage is overcome by the present invention. The present invention provides 4-O-β-D-glucopyranosyl-D-xylopyranose of the formula
OHOH
Výhodou tejto látky je, že kompletizuje sériu β-D-glukopyranozyl-O-xylopyranóz, a tak rozšiřuje možnost testovat mikroorganizmy.The advantage of this substance is that it completes a series of β-D-glucopyranosyl-O-xylopyranoses, thus extending the possibility of testing microorganisms.
Přiklad 1Example 1
K 0,4 g banzyl 2,3-di-O-benzyl-y) -D-xylopyrenozidu sa přidá 0,36 g kyanidu ortutnatého v 4 ml dichlormetánu a 0,58 g 2,3,4,6-tatra-0-acstyl-X -O-glukopyranozylbromidu a za stálého miešania sa reakčná zmes udržuje při teplote 20 °C počas 2 hodin. Potom sa reakčná zmes odfiltruje, dvakrát vytrape a 50 ml 1 molárnsho roztoku bromidu draselného, 50 ml vody, vysuší přidáním bezvodého síranu sodného, odfiltruje a zahustí. Po chromatograf ickom čiatsni sa ziaka 0,56 g (78,9 %) bsnzyl 2,3-di-0-banzy1-4-0-(2,3,4,6-tstra-Cace + vl-j^-D-.<'lukopyranozyl)-^-D-xylopyranozidii, z ktorého sa acetylové skupiny odstránia . posobenim 1 molárneho metanolátu sodného. Produkt sa po katonizácii na kataxa a funkčnými sulfoskupinami (Oowax 50 W X 4 0,040 až 0,075 mm) hydrogenuje za katalýzy paládiom na nosiči uhlika (5 hmot. % paládia) v prostředí metanolu. Zieka sa 4-0-/S -D-glukopyranozyl-D-xylopyranóza v calkovom výtažku 74,5 % (vztahované na benzyl 2,3-di-0-banzyl-/á-D-xylopyranozid) so špecifickou otáčavostou [«(.l^ - 4,0 0 (c 0,5, voda).To 0.4 g of banzyl 2,3-di-O-benzyl-yl-D-xylopyrenoside is added 0.36 g of mercuric cyanide in 4 ml of dichloromethane and 0.58 g of 2,3,4,6-tatra-0. -acstyl-X-O-glucopyranosyl bromide and with stirring, the reaction mixture is maintained at 20 ° C for 2 hours. The reaction mixture is filtered, extracted twice with 50 ml of 1 molar potassium bromide solution, 50 ml of water, dried by adding anhydrous sodium sulfate, filtered and concentrated. After chromatography, 0.56 g (78.9%) of benzyl 2,3-di-O-benzyl-4-O- (2,3,4,6-trace-Cace + 1H-d-D) was obtained. (D-xylopyranosidium from which the acetyl groups are removed). deposition of 1 molar sodium methanolate. The product is hydrogenated under catalysis on cation and functional sulfo groups (Oowax 50 WX 4 0.040-0.075 mm) under catalysis with palladium on a carbon support (5 wt% palladium) in methanol. 4-O- (S-D-glucopyranosyl-D-xylopyranose in 74.5% tall yield (based on benzyl 2,3-di-O-banzyl- .alpha.-D-xylopyranoside) having a specific rotation is obtained. .l ^ - 4.0 0 (c 0.5, water).
DD
Elementárna analýza pra Η20θ10 ’ m0·'·· hmotnost 312,27sElemental analysis pr Η 20θ10 ' m0 ·' ·· weight 312,27s
Vypočítané i 42,31 hmot. % uhlika, 6,45 hmot. % vodika, ziatené s 42,20 hmot. % uhlika, 6,56 hmot. % vodíka.Calculated and 42.31 wt. % carbon, 6.45 wt. % hydrogen, screened with 42.20 wt. % carbon, 6.56 wt. % hydrogen.
4-0-β -D-glukopyranozyl-D-xylopyranóza može dájst' široké, použitie v-snžýiiibvéj, organickej chémii a na rozlišenis mikroorganizmov.4-O-β-D-glucopyranosyl-D-xylopyranose can be widely used in reduced organic chemistry and to distinguish microorganisms.
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Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS894865A CS271999B1 (en) | 1989-08-18 | 1989-08-18 | 4-O-β-D-glucopyranosyl-D-xylopyranose |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS894865A CS271999B1 (en) | 1989-08-18 | 1989-08-18 | 4-O-β-D-glucopyranosyl-D-xylopyranose |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS486589A1 CS486589A1 (en) | 1990-03-14 |
| CS271999B1 true CS271999B1 (en) | 1990-12-13 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS894865A CS271999B1 (en) | 1989-08-18 | 1989-08-18 | 4-O-β-D-glucopyranosyl-D-xylopyranose |
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| Country | Link |
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1989
- 1989-08-18 CS CS894865A patent/CS271999B1/en unknown
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| Publication number | Publication date |
|---|---|
| CS486589A1 (en) | 1990-03-14 |
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