Method for synthesizing quantum dot-polypeptide compound with peptoid connecting arm

A technique for polypeptide complexes and synthetic methods, applied in the field of quantum dot-peptide complexes

Active Publication Date: 2014-12-24
贾明宏
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The innovation is especially reflected in: 1. The use of peptides as quantum dot linking arms has not been reported; 2. The use of thiazole, triazole, and imidazoline as basic groups to connect quantum dot outer metals has not yet been reported.

Method used

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  • Method for synthesizing quantum dot-polypeptide compound with peptoid connecting arm
  • Method for synthesizing quantum dot-polypeptide compound with peptoid connecting arm

Examples

Experimental program
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Effect test

Embodiment 1

[0015] Example 1: Synthesis of porcine enterotoxin-derived Escherichia coli K88ac adhesion antigen-8 unit thiazole side chain peptoid linker-quantum dot complex:

[0016] 1. Synthesis of N-thiazole-N-internal carboxylic acid anhydride

[0017] Glyoxylic acid (14.9g) and aminothiazole (3.4g) were weighed, dissolved in dichloromethane (250mL), stirred at room temperature for 18 hours, the solvent was evaporated, and hydrochloric acid solution (1M, 250mL) was added. After the mixture was heated under reflux for 18 hours, the solvent was removed by evaporation to obtain 12.3 g of off-white solid, acetaldehyde amine, with a yield of 83%. Weigh acetaldehyde amine (8.62g), di-tert-butyl dicarbonate (28.1g), triethylamine (35.8mL), blend and dissolve in distilled water (200mL), stir at room temperature for 18 hours, add n-hexane (100mL ) extraction 3 times. The aqueous phase was blended with hydrochloric acid solution (4M, 50 mL), and extracted 5 times with ethyl acetate (100 mL). ...

Embodiment 2

[0020] Example 2: Synthesis of hepatitis B virus core antigen-12 unit imidazoline side chain peptoid linker-quantum dot complex:

[0021] 1. Synthesis of N-imidazoline-N-internal carboxylic acid anhydride

[0022]Glyoxylic acid (14.9g) and aminoimidazole (2.9g) were weighed, dissolved in dichloromethane (250mL), stirred at room temperature for 18 hours, the solvent was evaporated, and hydrochloric acid solution (4M, 100mL) was added. After the mixture was heated under reflux for 36 hours, the solvent was removed by evaporation to obtain 12.1 g of acetaldehyde amine as an off-white solid, with a yield of 86%. Weigh acetaldehyde amine (7.44g), di-tert-butyl dicarbonate (27.2g), triethylamine (31.0mL), dissolve in distilled water (200mL), stir at room temperature for 18 hours, extract with n-hexane (100mL) for 3 Second-rate. The aqueous phase was blended with hydrochloric acid solution (4M, 50 mL), and extracted 5 times with ethyl acetate (100 mL). The organic phase was extrac...

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Abstract

The invention provides a method for synthesizing a quantum dot-polypeptide compound with a peptoid connecting arm. The method comprises the following steps: initiating ring opening polymerization of N-substituted-N-carboxyanhydride by the terminal amino group of polypeptide to form a peptoid connecting arm with a designated polymerization degree; and chelating the base substituent group of a peptoid side chain and metal ions on the outer shell layer of the quantum dot to synthesize the quantum dot-polypeptide compound.

Description

technical field [0001] The invention relates to a kind of N-substituted-N-internal carboxylic acid anhydride as a peptide-like segment monomer, and a polypeptide with a terminal amino group as an initiator to trigger the ring-opening polymerization of N-substituted-N-internal carboxylic anhydride to realize a The covalent coupling of the peptide chain segment and the polypeptide, and the side chain basic group in the peptoid unit is chelated with the quantum dot shell to form a quantum dot-polypeptide complex. The invention belongs to the field of chemical synthesis. Background technique [0002] Due to their unique electronic and luminescent properties, quantum dots are widely used in biomedical fields such as biomarker imaging, tracking of life dynamics in living cells, and targeted tracking of tumor cells in living animals. The premise of the widespread application of quantum dots in life sciences is that they can be connected with one or more biological targeting molecu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K1/13C09K11/88C09K11/02
Inventor 贾明宏
Owner 贾明宏
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