NEW METHODS FOR PREPARATION OF ALPHA & BETA HEXOFURANOSIDES

这些研究为合成各种不同的 呋喃糖苷作为寄生虫和真菌糖结合物的模型化合物 通常表现为非还原末端呋喃糖残基 免疫显性半抗原。简单的呋喃糖苷可以用在 血清诊断和AS抗体的产生和检测 糖基转移酶和糖水解酶的底物 真菌和寄生生物。一种最大限度地提高产量的方法 甲基(-和(-六氟呋喃)苷)在葡萄糖、甘露糖和 半乳糖。到目前为止，六个可能的呋喃糖苷中的五个(连同 这些糖中的甲基(-葡萄糖呋喃糖苷)除外 以纯净的形式合成和分离。产品的身份 通过600 MHz的1H-核磁共振波谱与 那些之前发表的文章。因为之前发表的光谱 都是在270 MHz下获得的，但一些共振的分辨率很差 和/或表现出非一阶耦合。光谱的获取是为了 这项工作在更高的磁场(600 MHz)下进行，从而能够确定 若干环质子的化学位移和耦合常数 这些化合物的共振性以前没有报道过。工作于 获得纯净形式的甲基(-葡萄糖呋喃)苷的工作仍在继续。

These studies are preliminary to synthesizing a variety of furanosides as model compounds for parasite and fungal glycoconjugates that often exhibit non-reducing terminal furanose residues as immunodominant haptens. Simple furanosides can be used in the production and testing of antibodies for serodiagnosis and as substrates for putative glycosyltransferases and glycohydrolases in fungi and parasitic organisms. A method for maximizing the yields of methyl (- and (-hexofuranosides was tested on glucose, mannose, and galactose. So far, five of the six possible furanosides (with the exception of methyl (-glucofuranoside) from these sugars have been synthesized and isolated in pure form. Identities of the products were authenticated by comparison of 1H-NMR spectra at 600 MHz with those published previously. Since the previously published spectra were acquired at 270 MHz, a number of resonances were poorly resolved and/or exhibited non-first-order coupling. Spectra wer e acquired for this work at much higher field (600 MHz), enabling determination of chemical shifts and coupling constants for a number of ring proton resonances not previously reported for these compounds. Work on obtaining methyl (-glucofuranoside in pure form is continuing.