Application of selectively acylated glycosides for the alpha-galactosidase-catalyzed synthesis of disaccharides
| ISSN: | 0015-5632 |
|---|---|
| Přístupová URL adresa: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d2c49640405902f446a44ec274ea41af https://pubmed.ncbi.nlm.nih.gov/12879742 |
| Rights: | CLOSED |
| Přírůstkové číslo: | edsair.doi.dedup.....d2c49640405902f446a44ec274ea41af |
| Autor: | Sergio Riva, Marek Kuzma, Vladimir Kren, Lenka Weignerová, Andrea Pišvejcová, Pavla Simerska, Martina Mackova |
| Rok vydání: | 2003 |
| Předmět: |
Magnetic Resonance Spectroscopy
Burkholderia cepacia Disaccharides Microbiology Catalysis chemistry.chemical_compound Acetone Carbohydrate Conformation Organic chemistry Lipase Glycosyl donor Tetrahydrofuran biology Molecular Structure Substrate (chemistry) General Medicine Transesterification Propargyl alcohol Nitrophenylgalactosides chemistry Carbohydrate Sequence Talaromyces alpha-Galactosidase biology.protein Solvents Dimethylformamide |
| Zdroj: | Folia microbiologica (Prague) 48 (2003): 329–337. info:cnr-pdr/source/autori:Simerska P., Kuzma M., Pisvejcova A., Weignerova L., Mackova M., Riva S., Kren V./titolo:Application of selectively acylated glycosides for the alpha-galactosidase-catalyzed synthesis of disaccharides/doi:/rivista:Folia microbiologica (Prague)/anno:2003/pagina_da:329/pagina_a:337/intervallo_pagine:329–337/volume:48 |
| ISSN: | 0015-5632 |
| Popis: | 4-Nitrophenyl alpha-D-galactopyranosyl-(1-->3)-6-O-acetyl-alpha-D-galactopyranoside was prepared in a transglycosylation reaction catalyzed by alpha-D-galactosidase from Talaromyces flavus using 4-nitrophenyl alpha-D-galactopyranoside as a glycosyl donor and 4-nitrophenyl 6-O-acetyl-alpha-D-galactopyranoside as an acceptor. 4-Nitrophenyl 6-O-acetyl-alpha-D-galactopyranoside and 4-nitrophenyl 6-O-acetyl-beta-D-galactopyranoside were prepared in a regioselective enzymic transesterification in pyridine-acetone catalyzed by the lipase PS from Burkholderia cepacia. A series of water-miscible organic solvents (acetone, acetonitrile, dimethylformamide, dimethyl sulfoxide, 1,4-dioxane, 2-methoxyethanol, pyridine, 2-methylpropan-2-ol, tetrahydrofuran, propargyl alcohol) were used as co-solvents in this enzymic reaction. Their influence on the activity and stability of the alpha-galactosidase from T. flavus was established. 2-Methylpropan-2-ol and acetone (increasing the solubility of the modified substrate acceptors and displaying the minimum impairment of the activity and stability of the enzyme) were used as co-solvents in transglycosylation reactions. |
| Databáze: | OpenAIRE |
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