Environmentally Benign Synthesis of Aromatics from Carbohydrates

从碳水化合物环保地合成芳香族化合物

• 批准号: 0211375
• 负责人: John Frost
• 金额: $ 34.5万
• 依托单位: Michigan State University
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2002
• 资助国家: 美国
• 起止时间: 2002-07-15 至 2006-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0211375&HistoricalAwards=false
• 关键词: Environmentally; Benign; Synthesis; Aromatics; Carbohydrates

The focus of this research is to create new synthetic routes for the preparation of resorcinol and phloroglucinol from glucose. A pathway using the intermediacy of gallic acid/pyrogallol, 2-deoxy-scyllo-inosose/hydroxyhydroquinone or myo-2-inosose/1,2,3,4-tetrahydroxybenzene will be explored as will a pathway involving the intermediacy of hexahydroxybenzene and pentahydroxybenzene derived from myo-inositol and myo-2-inosose. Microbes will be constructed that are capable of high-yielding, high-titer conversions of glucose into gallic acid, myo-inositol, 2-deoxy-scyllo-inosose and myo-2-inosose. Also, experiments will be conducted to compare the microbial synthesis and reaction in near-critical water of 3-dehydroquinic, 3-dehydroshikimic and protocatechuic acids as routes for the synthesis of catechol from glucose. With this renewal award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. John W. Frost of the Department of Chemistry at Michigan State University. Professor Frost will focus his work on devising methodology to prepare aromatic chemicals from carbohydrate precursors. These methods will allow for the replacement of toxic starting materials such as benzene. The research has broad and important potential impact for the chemical industry and for the environment in general. The research also provides an excellent training ground for graduate students and postdoctorals.

本研究的重点是探索由葡萄糖制备间苯二酚和间苯三酚的新的合成路线。 将探索使用没食子酸/连苯三酚、2-脱氧-青蟹-肌醇/羟基氢醌或肌-2-肌醇/1，2，3，4-四羟基苯的中间体的途径，以及涉及来自肌-肌醇和肌-2-肌醇的六羟基苯和五羟基苯的中间体的途径。 将构建能够高产、高滴度地将葡萄糖转化为没食子酸、肌醇、2-脱氧-鲨肌醇和肌-2-肌醇的微生物。 此外，将进行实验以比较3-脱氢奎宁酸、3-脱氢莽草酸和原儿茶酸在近临界水中的微生物合成和反应，作为从葡萄糖合成儿茶酚的途径。 有了这个更新奖，有机和高分子化学计划是支持博士约翰W。密歇根州立大学化学系的弗罗斯特说。 Frost教授将专注于设计从碳水化合物前体制备芳香化学品的方法。 这些方法将允许替换有毒的起始材料，如苯。 该研究对化学工业和整个环境具有广泛而重要的潜在影响。 这项研究也为研究生和博士后提供了一个很好的训练基地。