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.

• MeSH
• alpha-Galactosidase chemistry   metabolism   MeSH
• Burkholderia cepacia enzymology   MeSH
• Disaccharides biosynthesis   chemical synthesis   MeSH
• Catalysis MeSH
• Carbohydrate Conformation MeSH
• Magnetic Resonance Spectroscopy MeSH
• Molecular Structure MeSH
• Nitrophenylgalactosides biosynthesis   chemical synthesis   MeSH
• Solvents MeSH
• Carbohydrate Sequence MeSH
• Talaromyces enzymology   MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Names of Substances
• alpha-Galactosidase MeSH
• Disaccharides MeSH
• Nitrophenylgalactosides MeSH
• Solvents MeSH

A total of 307 new compounds, natural, semisynthetic or synthetic, were isolated at the Institute of microbiology during the last twelve years. Due to the development of separation (chromatographic) methods and of analytical methods used to determine the chemical structure of these compounds, i.e. NMR, MS and X-ray diffraction, many new metabolites could be described.

• MeSH
• Biological Factors chemistry   isolation & purification   MeSH
• Peptides, Cyclic chemistry   isolation & purification   MeSH
• Enzymes chemistry   isolation & purification   MeSH
• Molecular Sequence Data MeSH
• Ergot Alkaloids chemistry   isolation & purification   MeSH
• Carbohydrate Sequence MeSH
• Carbohydrates chemistry   isolation & purification   MeSH
• Amino Acid Sequence MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Review MeSH
• Names of Substances
• Biological Factors MeSH
• Peptides, Cyclic MeSH
• Enzymes MeSH
• Ergot Alkaloids MeSH
• Carbohydrates MeSH