Broad-spectrum beta-lactamase fluorescent substrate, and preparation method and application thereof

A lactamase, fluorescent substrate technology, applied in biochemical equipment and methods, microbial determination/inspection, triarylmethane dyes, etc., can solve the problem of inability to specifically detect broad-spectrum beta-lactamase, etc. Achieving the effects of wide application space and practical value, less by-products, and simple preparation process

Active Publication Date: 2014-01-15
SHANGHAI BAIKE BIO TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

GeneBLAze reagent is also based on fluorescence detection, however, this reagent can only be used to detect the presence of all β-lactamases ind

Method used

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  • Broad-spectrum beta-lactamase fluorescent substrate, and preparation method and application thereof
  • Broad-spectrum beta-lactamase fluorescent substrate, and preparation method and application thereof
  • Broad-spectrum beta-lactamase fluorescent substrate, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] synthetic route

[0055]

[0056] Step A:

[0057] Cefotaxime (cefotaxime, 455.5 mg, 1.00 mmol) and toluenesulfonic acid (172.2 mg, 1.00 mmol) were dissolved in 5 mL of acetonitrile and 8 mL of aqueous solution; Diphenyldiazomethane (199.2 mg, 1.00 mmol , 1 equivalent); mixed and stirred at -20°C for 4 to 5 minutes until the characteristic purple color disappeared; after adding sodium hydroxide solution to the mixture to adjust the pH value to 9, it was extracted with ethyl acetate (50 ml); organic The layers were washed twice with water (15 mL), then dried over anhydrous calcium chloride; the solvent was removed using a rotary evaporator. The enrichment was separated and purified on a 50 g silica gel column with 30% n-hexane-ethyl acetate; the collected fractions were removed by rotary evaporation to obtain 500 mg of compound 1 as a white solid (yield 80%).

[0058] Proton NMR spectrum (deuterated chloroform, 600MHz) δ7.81(s,1H),7.50-7.29(m,10H),6.99(s,1H),6.83(s,...

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Abstract

The invention provides a broad-spectrum beta-lactamase fluorescent substrate applied to a fluorescence detection method capable of detecting the drug resistance of bacteria in a single body. The structure of the broad-spectrum beta-lactamase fluorescent substrate is shown in the specification. An experiment result indicates that the fluorescent substrate C-2 provided by the invention can accurately and qualitatively detect cephalosporin resistant bacteria in different samples, can be applied to clinical or other detection fields to prepare a corresponding diagnostic reagent or diagnostic kit, and has broad application space and a high practical value.

Description

technical field [0001] The invention relates to the field of drug synthesis, in particular to a fluorescent substrate that can be used to detect drug resistance of bacteria treated with broad-spectrum β-lactam antibiotics, and a preparation method and application thereof. Background technique [0002] Since humans first discovered β-lactam antibiotics represented by penicillin in the 1920s, they have become the first-line drugs for the treatment of bacterial infections and saved countless lives. Compared with other classes of antibiotics, β-lactam antibiotics have the characteristics of high curative effect and low toxicity. However, bacteria are also constantly evolving various resistance mechanisms. Currently, drug-resistant bacterial infections have become a global problem. Especially in China, India, and some other countries, due to the phenomenon of overuse of antibiotics, the emergence of super-resistant bacteria, resulting in the possibility of no cure cannot be ign...

Claims

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Application Information

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IPC IPC(8): C07K5/062C12Q1/34C12Q1/04
CPCC09B11/24C07K5/06026C12Q1/18C12Q1/34
Inventor 王郁生
Owner SHANGHAI BAIKE BIO TECH CO LTD
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