MODIFIED NUCLEOSIDE STRUCTURE FUNCTION RELATIONS TRNA

修饰核苷结构与 TRNA 的功能关系

• 批准号: 6120900
• 负责人: PAUL F AGRIS
• 金额: $ 0.1万
• 依托单位: UNIVERSITY OF WISCONSIN-MADISON
• 依托单位国家: 美国
• 财政年份: 1999
• 资助国家: 美国
• 起止时间: 1999-03-01 至 2000-02-29
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/6120900
• 关键词: bacteria; biological products; biomedical resource; carbohydrates; infection; nuclear magnetic resonance spectroscopy; respiratory system

The biosynthesis of two cell-wall polymers, arabinogalactan and lipoarabinomannan, is to be studied with cell-free preparations of Mycobacterium smegmatis and M. Tuberculosis H37Ra. In the present phase of the project, chemical synthesis is being used to obtain nucleoside diphosphate derivatives of the pentose D-arabinose. The object is to test these derivatives as primary donors of D-arabinose residues in the biosynthetic process. The preferred synthetic procedure involves the glycosidation of D-arabinose to methyl a-D-arabinofuranoside, benzoylation of the glycoside to the 2,3,5-tribenzoate, and conversion of the benzoate into the protected glycosyl chloride and/or bromide. The glycosyl halides will then be treated with the tetrabutylammonium salts of uridine diphospate and guanosine diphosphate d-arabinofuranoses. Alternatively, tetrabutylammonium dibenzyl phosphate may be reacted with the protected arabinosyl chloride or bromide, and the product deprotected to give D-arabinofuranose 1-phosphate. Reaction of the 1-phosphate with the phosphormorpholidates of the nucleoside diphosphate of interest should give the corresponding nucleoside diphosphate arabinofuranoses. Since all or nearly all of the intermediates in the proposed syntheses, and two of the final products, have been described in the literature, operations can be monitored by examining the high resolution 1H NMR spectrum of each compound as it is obtained. For the final products 13C and 31P spectra may also be useful. Once the reliability of the syntheses is established with ordinary reagents, the preparation of radioactive samples will be undertaken, with 1-[14C]-D-arabinose as the labeled starting material.

两种细胞壁聚合物，阿拉伯分离犬和 脂肪芳族瘤 分枝杆菌Smegmatis和M. tinberculosis H37RA。 现在 该项目的阶段，正在使用化学合成来获得 戊糖D-阿拉伯糖的核苷二磷酸衍生物。 这 目的是测试这些衍生物作为D-阿拉伯糖的主要捐助者 生物合成过程中的残留物。 首选合成 程序涉及D-阿拉伯糖的糖化 A-D-阿拉伯呋喃糖苷，糖苷的苯甲酰化 2,3,5- tribenzoate，并将苯甲酸酯转化为受保护的 氯化物和/或溴化物。 然后，糖基卤化物将是 用尿苷diphospate和 鸟氨酸双磷酸D-阿拉伯呋喃酸酯。 或者， 四丁丁基二苯二唑磷酸可能与 受保护的阿拉伯糖基氯化物或溴化物，产品脱弃 给出D-阿拉伯呋喃糖1-磷酸盐。 1-磷酸盐的反应 与核苷双磷酸盐的磷光酚 兴趣应给出相应的核苷双磷酸盐 阿拉伯透明素。 由于全部或几乎所有中间体 已描述了建议的合成和两种最终产品 在文献中，可以通过检查高位来监控操作 每种化合物的分辨率1H NMR光谱。 为了 最终产品13C和31p光谱也可能很有用。 一旦 合成的可靠性是通过普通试剂建立的 将进行放射性样品的准备 1- [14C] -D-Arabinose作为标记的起始材料。