Open AccessRegeneration of Free Reducing Glycans from Reductive Amination-Tagged Glycans by Oxone
Author(s) -
Qing Zhang,
Shuaishuai Wang,
Zhonghua Li,
Yi Lasanajak,
Lei Li,
Xuezheng Song
Publication year - 2022
Publication title -
journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.1c02709
Subject(s) - reductive amination , glycan , glycoconjugate , regeneration (biology) , chemistry , amination , combinatorial chemistry , fluorescence , glycopeptide , biochemistry , computational biology , biology , microbiology and biotechnology , glycoprotein , catalysis , physics , antibiotics , quantum mechanics
Glycans are usually fluorescently tagged by reductive amination for analytic tools. However, free reducing glycan regeneration is sometimes important and necessary for further structural or functional studies. Here, we introduce a new method for efficiently removing fluorescent tags from glycoconjugates by a simple treatment with Oxone. This method is proven to be fast and general after being tested on a series of common saccharides and widely used tags. We successfully achieved N -glycopeptide synthesis by using the regenerated glycans.