Too sweet: cheminformatics for deglycosylation in natural products

• Main Authors: Jonas Schaub, Achim Zielesny, Christoph Steinbeck, Maria Sorokina
• Format: Article
• Language: English
• Published: BMC 2020-11-01
• Series: Journal of Cheminformatics
• Subjects: Natural products; Sugars; Carbohydrates; Deglycosylation; Cheminformatics; Chemistry Development Kit
• Online Access: http://link.springer.com/article/10.1186/s13321-020-00467-y

Abstract Sugar units in natural products are pharmacokinetically important but often redundant and therefore obstructing the study of the structure and function of the aglycon. Therefore, it is recommended to remove the sugars before a theoretical or experimental study of a molecule. Deglycogenases, enzymes that specialized in sugar removal from small molecules, are often used in laboratories to perform this task. However, there is no standardized computational procedure to perform this task in silico. In this work, we present a systematic approach for in silico removal of ring and linear sugars from molecular structures. Particular attention is given to molecules of biological origin and to their structural specificities. This approach is made available in two forms, through a free and open web application and as standalone open-source software.