Synthesis of analogues of 3-deoxy-d-manno-octulosonic acid (KDO) as potential inhibitors of CMP-KDO synthetase
| Autor: | Anita M. Jansson, Brian G. Pring, Alf Claesson, Kristina Luthman |
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| Rok vydání: | 1987 |
| Předmět: |
chemistry.chemical_classification
Hydroxamic acid Stereochemistry Organic Chemistry Sugar Acids Salt (chemistry) General Medicine 3-deoxy-D-manno-octulosonic acid Nucleotidyltransferases Biochemistry Analytical Chemistry Structure-Activity Relationship chemistry.chemical_compound CMP-KDO synthetase chemistry Indicators and Reagents Ammonium |
| Zdroj: | Carbohydrate Research. 166:233-251 |
| ISSN: | 0008-6215 |
| DOI: | 10.1016/0008-6215(87)80060-5 |
| Popis: | A series of derivatives of the 2-deoxy analogue of beta-KDO (2,6-anhydro-3-deoxy-D-glycero-D-talo-octonic acid; ammonium salt, 2) has been synthesised as potential inhibitors of CMP-KDO synthetase, starting from methyl 2,6-anhydro-3-deoxy-4,5:7,8-di-O-isopropylidene-D-glycero-D-talo- octonate and replacing the CO2Me group attached to C-2 variously by CONH2, CONHOH, CH2OH, CH2PO(OH)(O-NH4+), COCH2PO(OH)(O-H3N+pheny), CH2CO2-NH4+, CON-HCH2CO2-NH4+, CONHBn, CONHHexyl, CO2Bn, and CO2Hexyl. Of these derivatives, the hydroxamic acid (CONHOH) was the best inhibitor of CMP-KDO synthetase, but was less potent than 2. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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