Patent ID: 9678082
Date: 2017-06-13
CPC Classifications: G01N

Claim:
1. A method of traceless labeling glycoproteins on a surface, comprising: providing a solid surface, wherein the solid surface has activated ester groups coated thereon; reacting the activated ester groups on the solid surface with an amino linker, such that a terminal amine group of the amino linker is covalently bound to a part of the activated ester groups and a terminal azide group of the amino linker is exposed, wherein the amino linker has a structure listed as formula (I): blocking an other part of the activated ester groups by a first blocking agent, wherein the other part of the activated ester groups are unreacted with the terminal amine group of the amino linker, and the first blocking agent is a glycol solution; reacting the terminal azide group with a tosyl group of a boric acid (BA)-tosyl probe, such that the BA-tosyl probe is immobilized on the surface via a first covalent bond and a BA moiety of the BA-tosyl probe is exposed, wherein the BA-tosyl probe has a structure listed as formula (II): reacting the BA-tosyl probe with a test glycoprotein, such that a glycan residue of the test glycoprotein is covalently bound to the BA moiety via second covalent bond, the tosyl group is displaced with a nucleophilic residue of the test glycoprotein and released from the terminal azide group, thereby forming a first complex of the test glycoprotein and the BA-tosyl probe, wherein the first complex is immobilized on the surface via a third covalent bond; releasing the BA-tosyl probe from the first complex in the presence of a releasing agent, such that the glycan residue of the test glycoprotein is exposed, wherein the releasing agent is a polyol; and detecting the glycan residue of the test glycoprotein immobilized on the surface.