A concise approach to the synthesis of all twelve 5-deoxyhexoses: d-tagatose-3-epimerase—a reagent that is both specific and general
作者:Devendar Rao、Daniel Best、Akihide Yoshihara、Pushpakiran Gullapalli、Kenji Morimoto、Mark R. Wormald、Francis X. Wilson、Ken Izumori、George W.J. Fleet
DOI:10.1016/j.tetlet.2009.03.061
日期:2009.7
2-Deoxy-d-glucitol and 2-deoxy-d-allitol, both prepared as crystalline polyols from d-erythronolactone, are oxidized by Gluconobacter thailandicus NBRC 3254 to 5-deoxy-d-threo-hexulose [5-deoxy-d-fructose = 5-deoxy-l-sorbose] and 5-deoxy-d-erythro-hexulose [5-deoxy-l-psicose = 5-deoxy-d-tagatose], respectively. d-Tagatose-3-epimerase (DTE) equilibrates 5-deoxy-d-fructose to 5-deoxy-d-psicose and 5-deoxy-l-psicose
2-脱氧d -glucitol和2-脱氧d -allitol,既制备由结晶多元醇d -erythronolactone,由被氧化葡糖 thailandicus NBRC 3254至5脱氧d -苏-hexulose [5-脱氧d -果糖= 5脱氧升-sorbose]和5-脱氧d -赤-hexulose [5-脱氧升-psicose = 5脱氧d -tagatose]中。d -Tagatose-3-epimerase(DTE)使5- deoxy - d-果糖平衡为5- deoxy- d - pselose和5-deoxy- 1-戊糖至5-脱氧-1-果糖,为通过醛糖异构酶制备所有八种d-和l -5-脱氧醛己糖提供底物。化学和生物技术方法的这种结合为所有十二种5-脱氧己糖的合成提供了一种简洁的方法,并进一步证明了DTE在其上具有活性的脱氧糖底物的范围。NMR研究表明,5-脱氧d -fructose