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KINETIC CONTROL OF REGIOSELECTIVITY IN GLYCOSIDASE-CATALYZED DISACCHARIDE SYNTHESIS - PREPARATION OF 2-ACETAMIDO-4-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-2-DEOXY-D-GLUCOPYRANOSE (N,N'-DIACETYLCHITOBIOSE) AND 2-ACETAMIDO-6-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-2-DEOXY-D-GLUCOPYRANOSE
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UNSPECIFIED (1994) KINETIC CONTROL OF REGIOSELECTIVITY IN GLYCOSIDASE-CATALYZED DISACCHARIDE SYNTHESIS - PREPARATION OF 2-ACETAMIDO-4-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-2-DEOXY-D-GLUCOPYRANOSE (N,N'-DIACETYLCHITOBIOSE) AND 2-ACETAMIDO-6-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-2-DEOXY-D-GLUCOPYRANOSE. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS (19). pp. 2227-2228. ISSN 0022-4936
Full text not available from this repository.Abstract
During transfer of the N-acetyl-D-glucosaminyl (2-acetamido-2-deoxy-beta-D-glucopyranosyl) residue from p-nitrophenyl N-acetyl-beta-D-glucosaminide (p-nitrophenyl N-2-acetamido-2-deoxy-beta-D-glucopyranoside) on to N-acetyl-D-glucosamine (2-acetamido-2-deoxy-D-glucopyranose) catalysed by the N-acetylhexosaminidase from Aspergillus oryzae, the major isomer formed was found to depend on the time course of the reaction, 1 --> 4 transfer predominating while the p-nitrophenyl glycoside was available as donor, but 1 --> 6 transfer when the initially-formed 1 --> 4 product took over as donor, results that could be interpreted in terms of a constant regioselectivity modulated by selective hydrolysis of the products.
| Item Type: | Journal Article |
|---|---|
| Subjects: | Q Science > QD Chemistry |
| Journal or Publication Title: | JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS |
| Publisher: | ROYAL SOC CHEMISTRY |
| ISSN: | 0022-4936 |
| Date: | 7 October 1994 |
| Number: | 19 |
| Number of Pages: | 2 |
| Page Range: | pp. 2227-2228 |
| Publication Status: | Published |
| URI: | http://wrap.warwick.ac.uk/id/eprint/20266 |
Data sourced from Thomson Reuters' Web of Knowledge
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