Work

Structural Studies Using Unnatural Oligosaccharides: Toward Sugar Foldamers

Year: 2019

Type: review

Abstract: Biopolymers, like DNA and proteins, fold in specific conformations in order to exert complex biological functions. Synthetic modifications are commonly used to alter those conformations and create engineered biomaterials. In stark contrast, the chemical complexity and dynamic nature of polysaccharides have hampered a detailed structural characterization and structure-function correlations are still incomplete. Many synthetic strategies have been developed to access complex unnatural oligosaccharides, capable of mimicking or even improving the properties of the natural counterpart. However, the structural features behind these results are often neglected. This perspective highlights the approaches adopted to develop unnatural glycans, with a particular focus on how the insertion of specific modifications results in more flexible or more constrained structures. Synthetic analogues of natural oligosaccharides could shine light on fundamental structural features. The combination of modern synthetic, computational, and analytical methods will result in novel carbohydrate based foldamers, with defined shape and aggregation behavior. Multiple applications in biology, material science, and nanotechnology can be envisioned.

Source: Biomacromolecules

DOI: 10.1021/acs.biomac.9b01090

Authors: Theodore Tyrikos-Ergas, Giulio Fittolani, Peter H. Seeberger, Martina Delbianco

Institutions: Max Planck Institute of Colloids and Interfaces, Freie Universität Berlin

Language: English

Topic: Carbohydrate Chemistry and Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $5,000

Funders: Deutsche Forschungsgemeinschaft, Max-Planck-Gesellschaft