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Acridine compound-labeled steroid hormone derivative as well as preparation method and application thereof

A technology of steroid hormones and derivatives, applied in chemical instruments and methods, chemiluminescence/bioluminescence, biological testing, etc., can solve problems such as large steric hindrance, large batch-to-batch variation, and poor product stability

Pending Publication Date: 2021-06-08
GUANGDONG FAPON BIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The second object of the present invention is to provide a method for preparing acridine compound-labeled steroid hormone derivatives, so as to alleviate the problems in the prior art that the preparation method has a large influence of steric hindrance, a large batch-to-batch difference, and poor product stability.

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  • Acridine compound-labeled steroid hormone derivative as well as preparation method and application thereof
  • Acridine compound-labeled steroid hormone derivative as well as preparation method and application thereof
  • Acridine compound-labeled steroid hormone derivative as well as preparation method and application thereof

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preparation example Construction

[0051] In a preferred embodiment, taking progesterone as an example, the carboxyl derivative group is carboxymethyl oxime, the modified polyethylene glycol is amino polyethylene glycol amino, and the acridine compound is acridinium ester DMAE-NHS. Specifically Preparation methods include:

[0052] (a) Dissolve progesterone-3-(O-carboxymethyl)oxime in dimethylformamide (DMF) at a concentration of 10 mg / ml, take 100 μl, add EDC and NHS, EDC and NHS were dissolved in 0.1M PBS pH7.2 at a concentration of 10mg / ml. React at room temperature for 15-30 minutes, add aminopolyethylene glycol amino (NH 2 -PEG-NH 2 ), aminopolyethylene glycol amino was dissolved in 0.1M PBS pH7.2 buffer, and reacted at room temperature for 1-2 hours.

[0053] (b) Dissolve acridinium ester DMAE-NHS in DMF at a concentration of 10 mg / ml, and add 1-10 times the molar amount of progesterone-3-(O-carboxymethyl)oxime to the solution after (a) reaction DMAE-NHS, reacted at room temperature for 1-2 hours, add...

Embodiment 1

[0058] A method for preparing acridinium ester-labeled progesterone derivatives, specifically:

[0059] (a) Dissolve progesterone-3-(O-carboxymethyl)oxime in dimethylformamide (DMF) at a concentration of 10 mg / ml, take 100 μl, add EDC and NHS, EDC and NHS were dissolved in 0.1M PBS pH7.2 at a concentration of 10mg / ml. React at room temperature for half an hour, add aminopolyethylene glycol amino (NH 2 -PEG-NH 2 , with an average molecular weight of 5000), aminopolyethylene glycol amino was dissolved in 0.1M PBS pH7.2 buffer, and reacted at room temperature for two hours.

[0060] (b) acridinium ester DMAE-NHS is dissolved in DMF, and concentration is 10mg / ml, adds 5 times of progesterone-3-(O-carboxymethyl) oxime molar amount to the solution that step (a) has reacted DMAE-NHS, react at room temperature for two hours, add 10 μl 1M glycine, react at room temperature for half an hour, and finally use 0.1M PBSPH7.2 buffer solution to make the reaction solution equal to the mass...

Embodiment 2

[0062] A method for preparing acridinium ester-labeled progesterone derivatives, specifically:

[0063] (a) Amino polyethylene glycol amino (NH 2 -PEG-NH 2 , number average molecular weight is 5000), dissolved in 0.1M PBS PH7.2 buffer solution, the concentration is 1mg / ml, take 1ml, add DMAE-NHS of 1.5 times the molar amount of aminopolyethylene glycol amino, DMAE-NHS is dissolved in In DMF, the concentration is 10mg / ml, and react at room temperature for half an hour.

[0064] (b) Dissolve progesterone-3-(O-carboxymethyl)oxime in dimethylformamide (DMF) at a concentration of 10 mg / ml, add EDC and NHS in a molar ratio of 1:1:1.2, EDC And NHS dissolved in 0.1M PBSPH7.2 buffer, the concentration is 10mg / ml. Add a mixed solution of progesterone-3-(O-carboxymethyl)oxime in the same molar amount as the aminopolyethylene glycol amino group to the solution that has been reacted in step (a), react at room temperature for two hours, add 10 μl of 1M glycine, and React for half an hou...

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Abstract

The invention relates to the field of biological detection, and particularly provides an acridine compound-labeled steroid hormone derivative as well as a preparation method and application thereof. An acridine compound provided by the invention is used for labeling a steroid hormone derivative, and the acridine compound and the steroid hormone derivative are connected by taking modified polyethylene glycol as a bridging substance. The acridine compound-labeled steroid hormone derivative is good in luminescence property, high in detection sensitivity, low in false positive rate, high in product yield and stable in performance.

Description

technical field [0001] The invention relates to the field of biological detection, in particular to an acridine compound-labeled steroid hormone derivative and its preparation method and application. Background technique [0002] At present, a variety of immunoassay methods are applied in the field of immunoassay, among which chemiluminescence immunoassay (CLIA) is a technology that combines immune reaction and chemiluminescence reaction to detect antigen or antibody. It is to label the luminescent substance or enzyme on the antigen or antibody. After the immune reaction is over, add an oxidant or enzyme substrate to emit light. By measuring the intensity of the emitted light, the concentration of the analyte is determined according to the standard curve. The main advantages of CLIA are high sensitivity, long validity period of markers, wide detection range, and full automation. This method has been widely used in clinical and scientific research in various medical and biol...

Claims

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Application Information

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IPC IPC(8): C08G65/333C08G65/334C09K11/06G01N21/76G01N33/543G01N33/74
CPCC08G65/33396C08G65/3348C09K11/06G01N33/743G01N33/54326G01N21/763C09K2211/1466C08G2650/04
Inventor 郝明赵存洋陈艳华夏良雨
Owner GUANGDONG FAPON BIOTECH CO LTD
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