CS271974B1 - 4-Metylumballifaryl-2,4-di-0-acatyl-/í-D- -xylopyranozid a sposob Jaho pripravy - Google Patents
4-Metylumballifaryl-2,4-di-0-acatyl-/í-D- -xylopyranozid a sposob Jaho pripravy Download PDFInfo
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- CS271974B1 CS271974B1 CS887598A CS759888A CS271974B1 CS 271974 B1 CS271974 B1 CS 271974B1 CS 887598 A CS887598 A CS 887598A CS 759888 A CS759888 A CS 759888A CS 271974 B1 CS271974 B1 CS 271974B1
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- CS
- Czechoslovakia
- Prior art keywords
- methylumbelliferyl
- xylopyranoside
- acetyl
- preparation
- xylopyranozide
- Prior art date
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- Saccharide Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Description
Vynález sa týká 4-mstylumbelliferyl-2,4-di-0-acstyl-^-0-xylopyranozidu a sposobu Jeho přípravy.
4-Mstylumbelliferyl-/t-O-xylopyranozid (UMB-ýJ-D-xylopyranozid) príp. Jeho deriváty možu nájsť uplatnenie ako fluorogenné substráty pre /Í-O-xylozidázy (EC 3.2.1.37). 4-Metylumbelliferyl-2,4-di-O-acetyl-^-xylopyranozid je vhodným prekurzorom pri príprave 4-metylumbelliferyl-rfí-glykozidov oligosacharidov, potenciálnych substrátov pre /2-D-xylozidázy xylobiázového alebo exo-xylanázovóho typu a pre endo-Tf2-l,3-xylanózy (EC 3.2.1.32). Analogická deriváty glukózy, celobiózy a laktózy sa využívajú na detakciu a diferenciáciu celulolytických anzýmov /Van Tilbeurgh H., Claeyssens M., De Bruyne C.K. FEBS Letters 149, 152 (1982); Van Tilbeurgh H., Claeyssens M., FEBS Letters 173. 283 (19B5); Blsly P., Markovič 0. Biotschnol. Appl. Biochem. 10, 99 (1988)/.
4-Metylumbslllferyl-2,4-di-O~acetyl-4-D-xylopyranozidu, ktorý nebol doteraz v litera túře popísaný je predmetom tohto vynálezu. Podstata vynálezu spočívá tiež v posobeni anhydridu kyseliny octovej pri teplote 10 °C - 20 °C na 4-metylumbelliferyl-/J-D-xylopyranozid v prostředí pyridinu po dobu 4 hod. Výťažok 4-metylumbelliferyl-2,4-di-O-ecetyl-4-D-xylopyranozidu v tejto reakcii Je cca 35 %. Z vedlejších produktov, okrem dalších di-O-acetyl derivátov, převláda 4-metylumbellifery1-2,3,4-tri-0-acetyl-^-0-xylopyranozidu v cca 40 % zastúpeni. Výhodou tohto postupu je jednoduchost prevedenia a možnost přípravy 4-metylumbelliferyl-2,4-di-O-acetyl-/ř-D-xylopyranozidu v Jednom reakčnom stupni.
Přiklad 1
1,5 g 4-metylumbellifery1-4-D-xylopyranozidu sa rozpustí v 40 ml pyridinu á přidá sa 1,5 ml anhydridu kyseliny octovej. Výsledný roztok ea drži pri teplota 10 °C až 20 °C po dobu 4 hodin. Potom sa k němu přidá 10 ml bezv. metanolu a po 30 minutách sa roztok zahusti. Získaný sirup sa opakované rozpustí a zahusti s toluenom a etanolom. Separácia 4-metylumbelliferyl-2,4-di-O-acetyl-£-D-xylopyranozidu z reakčnej zmesi sa uskutoční preparatívnou chromatografiou na koloně e náplňou ailikagélu v chromatografickej sústave octan atylový : benzén s hexán (6:2:2 objemových podielov). Ziska sa 0,68 g (35 %) chromatograficky čistého 4-metylumbelliferyl-2,4-di-O-acetyl-/3-D-xylopyranozidu vo formě sirupu a /%/^°- -33,5° (CHClg).
Vynález može nájsť uplatnenie pri syntéze komerčně zaujlmavých 4-metylumbellifery1-4-glykozidov oligosacharidov ako potenciálnych fluorogenných substrátov pre X-xylozidázy xylobiozového alebo exoxylanázového typu a pre endo-/f-l,3-xylanázy.
Claims (2)
- PREDMET VYNÁLEZU1· 4-Metylumbelliferyl-2,4-«li-O-acetyl-^-D-xylopyranozid.
- 2. Sposob přípravy 4-metylumbelliferyl-2,4-di-O-acetyl-4-O-xylopyranozidu podlá bodu 1 vyznačený tým, že se posobí na 4-metylumbellifery1-^-0-xylopyranozid anhydridom kyseliny octovej v pyridine pri teplote 10 °C až 20 °C po dobu 4 hodin a pomocou chromatograf ickej separácie sa získá čistý produkt.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS887598A CS271974B1 (sk) | 1988-11-21 | 1988-11-21 | 4-Metylumballifaryl-2,4-di-0-acatyl-/í-D- -xylopyranozid a sposob Jaho pripravy |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS887598A CS271974B1 (sk) | 1988-11-21 | 1988-11-21 | 4-Metylumballifaryl-2,4-di-0-acatyl-/í-D- -xylopyranozid a sposob Jaho pripravy |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS759888A1 CS759888A1 (en) | 1990-03-14 |
| CS271974B1 true CS271974B1 (sk) | 1990-12-13 |
Family
ID=5425443
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS887598A CS271974B1 (sk) | 1988-11-21 | 1988-11-21 | 4-Metylumballifaryl-2,4-di-0-acatyl-/í-D- -xylopyranozid a sposob Jaho pripravy |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS271974B1 (cs) |
-
1988
- 1988-11-21 CS CS887598A patent/CS271974B1/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS759888A1 (en) | 1990-03-14 |
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