<br>以羟基为起点确定碳水化合物化学结构的溶液核磁共振方法,ACS Omega

当前位置： X-MOL 学术 › ACS Omega › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

以羟基为起点确定碳水化合物化学结构的溶液核磁共振方法
ACS Omega ( IF 3.7 ) Pub Date : 2018-12-21 00:00:00 , DOI: 10.1021/acsomega.8b02136
Geoffrey D Brown ₁ , Julia Bauer ₁ , Helen M I Osborn ₁ , Rainer Kuemmerle ₂

Affiliation

描述了一种有效的 NMR 方法，用于确定单糖葡萄糖和四种二糖（即黑曲霉糖、龙胆二糖、明串珠菌糖和异麦芽酮糖）的化学结构。该方法使用 -OH 基团的¹ H 共振（可在过冷水溶液的 NMR 谱中观察到）作为进一步分析的起点。然后应用 2D-NMR 技术 HSQC-TOCSY 来完全定义新型碳水化合物必须建立的共价结构（即 C-C、C-H 和 O-H 键之间的拓扑关系）。以进行进一步的构象研究。该过程还导致所有¹ H 和¹³ C 共振的完全分配。该方法通过分析单糖葡萄糖（被视为“未知”）以及完全分配包含葡萄糖的四种二糖的所有 NMR 共振来举例说明。建议该技术同样适用于确定未知成分的较大碳水化合物的化学结构，包括那些仅从生物学研究中获得有限数量的碳水化合物。参考目前成熟的用于研究肽/蛋白质的 2D-/3D-NMR 策略，讨论了从 -OH 基团开始碳水化合物结构阐明的优点，该策略采用 -NH 共振作为起点。

"点击查看英文标题和摘要"

A Solution NMR Approach To Determine the Chemical Structures of Carbohydrates Using the Hydroxyl Groups as Starting Points

An efficient NMR approach is described for determining the chemical structures of the monosaccharide glucose and four disaccharides, namely, nigerose, gentiobiose, leucrose and isomaltulose. This approach uses the ¹H resonances of the −OH groups, which are observable in the NMR spectrum of a supercooled aqueous solution, as the starting point for further analysis. The 2D-NMR technique, HSQC-TOCSY, is then applied to fully define the covalent structure (i.e., the topological relationship between C–C, C–H, and O–H bonds) that must be established for a novel carbohydrate before proceeding to further conformational studies. This process also leads to complete assignment of all ¹H and ¹³C resonances. The approach is exemplified by analyzing the monosaccharide glucose, which is treated as if it were an “unknown”, and also by fully assigning all the NMR resonances for the four disaccharides that contain glucose. It is proposed that this technique should be equally applicable to the determination of chemical structures for larger carbohydrates of unknown composition, including those that are only available in limited quantities from biological studies. The advantages of commencing the structure elucidation of a carbohydrate at the −OH groups are discussed with reference to the now well-established 2D-/3D-NMR strategy for investigation of peptides/proteins, which employs the −NH resonances as the starting point.

更新日期：2018-12-21

点击分享查看原文

点击收藏

公开下载

阅读更多本刊新发论文本刊介绍/投稿指南