Work

Photo-labile BODIPY protecting groups for glycan synthesis

Year: 2022

Type: article

Abstract: Protective groups that can be selectively removed under mild conditions are an essential aspect of carbohydrate chemistry. Groups that can be selectively removed by visible light are particularly attractive because carbohydrates are transparent to visible light. Here, different BODIPY protecting groups were explored for their utility during glycan synthesis. A BODIPY group bearing a boron difluoride unit is stable during glycosylations but can be cleaved with green light as illustrated by the assembly of a trisaccharide.

Source: Chemical Communications

DOI: 10.1039/d2cc03851j

Authors: Sabrina Leichnitz, Komadhie C. Dissanayake, Arthur H. Winter, Peter H. Seeberger

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

Language: English

Topic: Carbohydrate Chemistry and Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Funders: National Science Foundation, Deutsche Forschungsgemeinschaft, Max-Planck-Gesellschaft, Division of Chemistry

Awards: G2877221108, G443779809, Theoretical and Experimental Investigations of Photoheterolysis Reactions, G973187527