| 主权项 |
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): in the formula (I), the m represents an integer of 1 to 3; 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): in the formula (II), the R1 is a boron-containing group, and an aromatic group having the R1 group in the formula (II) represents a structure listed as formulas (III) to (V); the R2 is a hydrogen atom, a halide atom or an alkyl group having 1 to 3 carbon numbers; the R3 is a hydrogen atom or a halide atom; the X1 represents —R4aR5—, the X2 represents —R6pR7q—, the R4 has a structure listed as formula (VI), the R5 has a structure listed as formula (VII), the R6 has a structure listed as formula (VIII), the R7 has a structure listed as formula (IX), the m represents an integer of 0 or 1, the n represents an integer of 1 to 12, and the a, p or q independently and individually represents an integer of 1; 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. |
