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Phosphates as Assisting Groups in Glycan Synthesis.

ABSTRACT: In nature, phosphates are added to and cleaved from molecules to direct biological pathways. The concept was adapted to overcome limitations in the chemical synthesis of complex oligosaccharides. Phosphates were chemically placed on synthetic glycans to ensure site-specific enzymatic elongation by sialylation. In addition, the deliberate placement of phosphates helped to solubilize and isolate aggregating glycans. Upon traceless removal of the phosphates by enzymatic treatment with alkaline phosphatase, the native glycan structure was revealed, and the assembly of glycan nanostructures was triggered.

SUBMITTER: Sletten ET

PROVIDER: S-EPMC10823511 | biostudies-literature | 2024 Jan

REPOSITORIES: biostudies-literature

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Phosphates as Assisting Groups in Glycan Synthesis.

Sletten Eric T ET Fittolani Giulio G Hribernik Nives N Dal Colle Marlene C S MCS Seeberger Peter H PH Delbianco Martina M

ACS central science 20231220 1

In nature, phosphates are added to and cleaved from molecules to direct biological pathways. The concept was adapted to overcome limitations in the chemical synthesis of complex oligosaccharides. Phosphates were chemically placed on synthetic glycans to ensure site-specific enzymatic elongation by sialylation. In addition, the deliberate placement of phosphates helped to solubilize and isolate aggregating glycans. Upon traceless removal of the phosphates by enzymatic treatment with alkaline phos ...[more]

PMID: 38292611

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