Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Prague, Czech Republic.
Department of Chemistry, University of Antwerp, Antwerp, Belgium.
PLoS Comput Biol. 2022 Jan 20;18(1):e1009678. doi: 10.1371/journal.pcbi.1009678. eCollection 2022 Jan.
Sugars are crucial components in biosystems and industrial applications. In aqueous environments, the natural state of short saccharides or charged glycosaminoglycans is floating and wiggling in solution. Therefore, tools to characterize their structure in a native aqueous environment are crucial but not always available. Here, we show that a combination of Raman/ROA and, on occasions, NMR experiments with Molecular Dynamics (MD) and Quantum Mechanics (QM) is a viable method to gain insights into structural features of sugars in solutions. Combining these methods provides information about accessible ring puckering conformers and their proportions. It also provides information about the conformation of the linkage between the sugar monomers, i.e., glycosidic bonds, allowing for identifying significantly accessible conformers and their relative abundance. For mixtures of sugar moieties, this method enables the deconvolution of the Raman/ROA spectra to find the actual amounts of its molecular constituents, serving as an effective analytical technique. For example, it allows calculating anomeric ratios for reducing sugars and analyzing more complex sugar mixtures to elucidate their real content. Altogether, we show that combining Raman/ROA spectroscopies with simulations is a versatile method applicable to saccharides. It allows for accessing many features with precision comparable to other methods routinely used for this task, making it a viable alternative. Furthermore, we prove that the proposed technique can scale up by studying the complicated raffinose trisaccharide, and therefore, we expect its wide adoption to characterize sugar structural features in solution.
糖是生物系统和工业应用中的关键组成部分。在水相环境中,短糖或带电糖胺聚糖的天然状态是在溶液中漂浮和摆动。因此,能够在天然水相环境中对其结构进行特征描述的工具至关重要,但并非总是可用。在这里,我们展示了拉曼/圆二色性(ROA)与分子动力学(MD)和量子力学(QM)的 NMR 实验相结合,是一种可行的方法,可以深入了解糖在溶液中的结构特征。结合这些方法可以提供有关可及的环构象和它们的比例的信息。它还提供有关糖单体之间连接(即糖苷键)构象的信息,从而能够识别出明显可及的构象及其相对丰度。对于糖部分的混合物,这种方法可以对拉曼/ROA 光谱进行解卷积,以找到其分子成分的实际含量,从而成为一种有效的分析技术。例如,它可以用于计算还原糖的端基比,并分析更复杂的糖混合物以阐明其真实含量。总之,我们表明,将拉曼/ROA 光谱学与模拟相结合是一种适用于糖的多功能方法。它可以精确地访问许多特征,与常规用于该任务的其他方法相媲美,因此是一种可行的替代方法。此外,我们通过研究复杂的棉子糖三糖证明了所提出的技术可以扩展,因此我们期望它被广泛采用以表征溶液中的糖结构特征。