Synthesis of Novel Heterobranched β-Cyclodextrins Having β-D -N-Acetylglucosaminyl-Maltotriose on the Side Chain
| Autor: | Toshiko Tanimoto, Mizue Omatsu, Hirofumi Nakano, Hiromi Murakami, Sumio Kitahata, Yuki Nishi, Akiko Ikuta |
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| Rok vydání: | 2005 |
| Předmět: |
Magnetic Resonance Spectroscopy
Stereochemistry Molecular Sequence Data Cyclodextrin glycosyltransferase Spectrometry Mass Fast Atom Bombardment Applied Microbiology and Biotechnology Biochemistry Analytical Chemistry chemistry.chemical_compound Hydrolysis Maltotriose Side chain Lactose Molecular Biology Chromatography High Pressure Liquid chemistry.chemical_classification Glucosamine Chromatography Molecular Structure Pullulanase Cyclodextrin Chemistry beta-Cyclodextrins Organic Chemistry General Medicine Nuclear magnetic resonance spectroscopy carbohydrates (lipids) Carbohydrate Sequence Trisaccharides Biotechnology |
| Zdroj: | Bioscience, Biotechnology, and Biochemistry. 69:732-739 |
| ISSN: | 1347-6947 0916-8451 |
| DOI: | 10.1271/bbb.69.732 |
| Popis: | From a mixture of N-acetylglucosaminyl-beta-cyclodextrin (GlcNAc-betaCD) and lactose, beta-D-galactosyl-GlcNAc-betaCD (Gal-GlcNAc-betaCD) was synthesized by the transfer action of beta-galactosidase. GlcNAc-maltotriose (Glc3) and Gal-GlcNAc-Glc3 were produced with hydrolysis of GlcNAc-betaCD by cyclodextrin glycosyltransferase, and Gal-GlcNAc-betaCD by bacterial saccharifying alpha-amylase respectively. Finally, GlcNAc-Glc3-betaCD and Gal-GlcNAc-Glc3-betaCD were synthesized in 5.2% and 3.5% yield when Klebsiella pneumoniae pullulanase was incubated with the mixture of GlcNAc-Glc(3) and betaCD, or Gal-GlcNAc-Glc3 and betaCD respectively. The structures of GlcNAc-Glc3-betaCD and Gal-GlcNAc-Glc3-betaCD were analyzed by FAB-MS and NMR spectroscopy and identified as 6-O-alpha-(6(3)-O-beta-D-N-acetylglucosaminyl-maltotriosyl)-betaCD, and 6-O-alpha-(4-O-beta-D-galactopyranosyl-6(3)-O-beta-D-N-acetylglucosaminyl-maltotriosyl)-betaCD respectively. |
| Databáze: | OpenAIRE |
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