Chitinase Inhibition by Chitobiose and Chitotriose Thiazolines
A good imitation: Di‐ and trisaccharide analogues of the oxazoline intermediate formed during enzymatic hydrolysis of chitin were found to be potent inhibitors of chitinase A. The high affinity and enzymatic stability of a readily synthesized thioamide trisaccharide (two molecules of which are shown...
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| Veröffentlicht in: | Angewandte Chemie (International ed.) 2010-03, Vol.49 (14), p.2599-2602 |
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| container_issue | 14 |
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| container_title | Angewandte Chemie (International ed.) |
| container_volume | 49 |
| creator | Macdonald, James M Tarling, Chris A Taylor, Edward J Dennis, Rebecca J Myers, David S Knapp, Spencer Davies, Gideon J Withers, Stephen G |
| description | A good imitation: Di‐ and trisaccharide analogues of the oxazoline intermediate formed during enzymatic hydrolysis of chitin were found to be potent inhibitors of chitinase A. The high affinity and enzymatic stability of a readily synthesized thioamide trisaccharide (two molecules of which are shown in the enzyme active site), and the mechanism‐based mode of inhibition, make this analogue a promising candidate for broad‐spectrum chitinase inhibition. |
| doi_str_mv | 10.1002/anie.200906644 |
| format | Article |
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| identifier | ISSN: 1433-7851 |
| ispartof | Angewandte Chemie (International ed.), 2010-03, Vol.49 (14), p.2599-2602 |
| issn | 1433-7851 1521-3773 |
| language | eng |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | Animals Carbohydrate Conformation Carbohydrate Sequence carbohydrates Chitinases - antagonists & inhibitors Disaccharides - chemistry Disaccharides - metabolism enzyme inhibitors fungicides Humans insecticides Molecular Sequence Data Molecular Structure Serratia marcescens - enzymology Thiazolidines - chemistry Thiazolidines - metabolism thiazolines Trisaccharides - chemistry Trisaccharides - metabolism |
| title | Chitinase Inhibition by Chitobiose and Chitotriose Thiazolines |
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