Large-Scale Preparation ofN, N'-Diacetylchitobiose by Enzymic Degradation of Chitin and its Chemical Modifications
- 1 January 1993
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 12 (1) , 81-93
- https://doi.org/10.1080/07328309308018542
Abstract
Hundred gram quantities of peracetylated chitobiose were prepared by degradation of colloidal chitin with commercially available chitinase (EC 3.2.1.14) from Streptomyces griseus and subsequent acetylation, the product being readily convertible into N, N'-diacetylchitobiose by conventional de-O-acetylation. These chitobiose derivatives were subjected to further chemical modifications to give novel disaccharide derivatives composed of a pair of 2-acetamido-2-deoxy-D-allopyranose moieties that are potential intermediates for the synthesis of an enzyme inhibitor.Keywords
This publication has 19 references indexed in Scilit:
- Peracetylated laminaribiose: preparation by specific degradation of curdlan and its chemical conversion into N-acetylhyalobiuronic acidCarbohydrate Research, 1991
- Synthesis of a peripheral trisaccharide sequence of lutropin, a pituitary glycoprotein hormone; use of chitobiose as a key starting materialCarbohydrate Research, 1990
- Synthesis of “dihydroacarbose”, an α-d-glucosidase inhibitor having a pseudo-tetrasaccharide structureCarbohydrate Research, 1989
- 1,6-Anhydro-β-maltotriose: Preparation from pullulan, and regioselective partial-protection reactionsCarbohydrate Research, 1989
- Synthesis of a new antimicrobial aminoglycoside employing maltose as a key starting materialTetrahedron Letters, 1987
- Synthesis of methyl glycoside derivatives of tri- and penta-saccharides related to the antithrombin III-binding sequence of heparin, employing cellobiose as a key starting-materialCarbohydrate Research, 1987
- Synthesis of a heparin pentasaccharide fragment with a high affinity for antithrombin III employing cellobiose as a key starting materialTetrahedron Letters, 1986
- Synthesis, from cellobiose, of a trisaccharide closely related to the GlcNAc→GlcA→GlcN segment of the anti-thrombin-binding sequence of heparinCarbohydrate Research, 1985
- Synthesis of a 4′-amino-4′,6′-dideoxymaltose derivative as a synthon of an α- d -glucosidase inhibitorCarbohydrate Research, 1983
- Synthesis of amylostatin (XG), α-glucosidase inhibitor with basic pseudotrisaccharide structureTetrahedron Letters, 1982