CMP-Kdo synthetase' catalyzes a key step in the biosynthesis of bacterial lipopolysaccharide'. Recently, the 2-deoxy derivative of/LKdo (7) was reported to be a potent inhibitor of CMP-Kdo synthetase3. Two different syntheses of 7 have been reported4v5, the first involving hydrogenolysis of the glyc
A new synthesis for 2-deoxy-KDO, a potent inhibitor of CMP=KDO synthetase
✍ Scribed by Francisco Sarabia-García; Fidel J. López-Herrera; María S. Pino-González
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 295 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A new synthesis for the 2-dcoxy KDO 2 by aldolic condmsation of 2,3:5,6diGi~ l-D-mmmo ald&yde. 4 with ethyl dituoacetate and cowersion of the cwdensation product to the f-dcoxyPdiam ester1Jinfourstepgisreponed.Rhodium(~decompositionofthediazocompoundleadsu,theu-enannaofthe 2dcoxy pyrawae 14 stereospecifically. Removal of isopmpylidene groups and es@ hydrolysis provides 2, a potent inhibitor of CMP-KDO synth~.
📜 SIMILAR VOLUMES
The pyridino prostanoids 2, 12 and lfl have been synthesized (in racemic form) and have been found to be effective inhibitors of the biosynthesis of thromboxane A2 in human platelets QC,, l-3 PM).