Toward N-Linked Glycoproteins: Three-Step Synthesis of Glycan-Asparagine Conjugates from Unprotected Sugars

Organic Letters 2026

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Authors: Junya Akeno, Kiyosei Takasu, Kounosuke Oisaki, Kanako Nozawa‐Kumada, H. Sada, Takeshi Nanjo, Norihisa Fukaya, Yoshihiro Ueda
DOI: 10.1021/acs.orglett.6c00314
Cited by: 1
References: 65

Abstract

We have developed a three-step method to synthesize glycan-asparagine conjugates, a core structural motif of N-linked glycoproteins, directly from unprotected saccharides. This transformation involves preparing carbamoyl radical precursors via anomeric amination and condensation without protection, followed by visible-light-mediated carbamoyl radical addition to dehydroalanine derivatives. Characterized by its broad substrate scope, including sialylated glycans and bioactive peptides, and compatibility with buffered aqueous media, this methodology potentially provides a practical platform for the late-stage glycosylation of proteins.

Fields of Study & Subjects

Carbohydrate Chemistry and Synthesis Click Chemistry and Applications Chemical Synthesis and Analysis

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
11
Pages
3441–3447
Publication date
3 March 2026
Language
EN