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
- Publication number
- 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
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- methylumbelliferyl
- xylopyranoside
- acetyl
- preparation
- xylopyranozide
- Prior art date
Links
Landscapes
- 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 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Van Tilbeurgh et al. | Fluorogenic and chromogenic glycosides as substrates and ligands of carbohydrases | |
| Taylor et al. | New inhibitor of monoamine oxidase | |
| McLean et al. | N-Acetylneuraminic Acid Analogues: I. PREPARATION OF THE 8-CARBON AND 7-CARBON COMPOUNDS | |
| Whistler et al. | The Isolation and Characterization of Two Crystalline Disaccharides from Partial Acid Hydrolysis of Guaran1, 2 | |
| Varela et al. | Synthesis of p-Nitrophenyl β-d-Galactofuranoside. A Convenient Substrate for β-Galactofuranosidase | |
| Rafestin et al. | Purification of N-acetyl D-glucosamine-binding proteins by affinity chromatography | |
| Veyrières | Blood-group li-active oligosaccharides. Synthesis of a tetrasaccharide, a β-(1→ 3) dimer of N-acetyl-lactosamine | |
| JPH0329241B2 (cs) | ||
| Kawaguchi et al. | Synthesis of some cluster galactosides and their effect on the hepatic galactose-binding system | |
| Hirase et al. | Isolation of agarobiose derivative from the mucilage of Gloiopeltis furcata | |
| Brossmer et al. | Synthesis of N-formyl-and N-succinyl-D-neuraminic acid on the specificity of neuraminidase | |
| Milat et al. | Synthesis of the tetrasaccharide O-α-L-fucopyranosyl-(1→ 2)-[O-α-D-galactopyranosyl-(1→ 3)]-O-β-D-galactopyranosyl-(1→ 4)-2-acetamido-2-deoxy-D-glucopyranose, the antigenic determinant of human blood-group B (type 2) | |
| CS271974B1 (sk) | 4-Metylumballifaryl-2,4-di-0-acatyl-/í-D- -xylopyranozid a sposob Jaho pripravy | |
| Haines | Synthesis of 1-(2′-O-methyl-β-d-ribofuranosyl)-uracil (2′-O-methyluridine) and 3-(2′-O-methyl-β-d-ribofuranosyl) uracil | |
| Whiteley et al. | Thymidylate synthetase from amethopterin-resistant Lactobacillus casei. Purification by affinity chromatography | |
| Ljevaković et al. | Selective pivaloylation of 2-acetamido-2-deoxy sugars | |
| Dekker et al. | 2, 5-Anhydro-l-idose, a product of the acid hydrolysis of 1, 2-O-isopropylidene-5, 6-anhydro-α-d-glucofuranose | |
| Scaman et al. | Synthesis of α-D-Glcp-(1→ 2)-α-D-Glcp-(1→ 3)-α-D-Glcp-O-(CH2) 8COOCH3 for use in the assay of α-glucosidase I activity | |
| Pazur et al. | The use of o-nitrophenyl β-D-galactoside for the synthesis of galactosyl oligosaccharides | |
| DiCioccio et al. | Synthesis and use of p-nitrophenyl-2-O-(α-L-fucopyranosyl)-β-D-galactopyranoside for the rapid detection of substrate-specific α-L-fucosidases | |
| Williams et al. | Synthesis of D-glycero-D-gulo-heptose, D-glycero-D-ido-heptose, and 2-deoxy-D-gluco-heptose from D-glucose | |
| Atkinson et al. | 98. Synthesis of glycosylpyridinium compounds from glycosylamines and from glycosyl halides | |
| CS271973B1 (sk) | 4-Matylumbelliferyl-3,4-di-O-acetyl^J-D- -xylopyranozid a sposob Jeho pripravy | |
| Adamson et al. | 2-Deoxy-2-fluoro-D-glucose | |
| JPH06335395A (ja) | Ｎ−アセチルラクトサミンの製造法 |