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A new method for detecting selenocysteine ​​in living body

A technology of selenocysteine ​​and living body, which is applied in the synthesis of polycarbonate micelles and the detection of selenocysteine, achieving the effect of low cost and easy storage

Active Publication Date: 2018-04-17
HUNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, there are no public documents and patent applications on the synthesis of dinitrobenzenesulfonyl-modified biodegradable polycarbonate micelles and their detection of selenocysteine ​​in tissues.

Method used

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  • A new method for detecting selenocysteine ​​in living body
  • A new method for detecting selenocysteine ​​in living body
  • A new method for detecting selenocysteine ​​in living body

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Embodiment Construction

[0015] Please refer to the accompanying drawings for the reaction route for synthesizing the dinitrobenzenesulfonyl-modified biodegradable polycarbonate micelle compound provided by the present invention.

[0016] Below in conjunction with concrete preparation example, the present invention will be further described:

[0017] Synthesis of PMPC-Dns micelles

[0018] Synthesis of 3-Azido-1-propanol

[0019] Into a 50mL reaction tube, add 1.02g 3-bromopropanol, 0.95g sodium azide, then add 10mL distilled water, react at 80°C for 18h, stop heating, cool to room temperature, add ethyl acetate for extraction, take the upper layer, Then washed with saline solution, dried over anhydrous magnesium sulfate, filtered, the filtrate was collected, and the solvent was removed to obtain colorless 3-azido-1-propanol with a yield of 76.5%.

[0020] Synthesis of propyl 2,4-dinitrobenzenesulfonate (Dns-N 3 )

[0021] Into a 50mL round bottom flask, add 0.57g 3-azidopropanol, 1.56mL triethyla...

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Abstract

The present invention rationally designs and prepares a new 2,4-dinitrobenzenesulfonyl modified polycarbonate polymer-PMPC-Dns to detect selenocysteine ​​in a living body. The compound can encapsulate the fluorescent drug doxorubicin (DOX) and selectively respond to Sec and selenol compounds without interference from biothiols, amines, and alcohols. We investigated micelle formation, Sec-response, probe cytotoxicity, and Sec-responsive drug release. PMPC‑Dns micellar probes can be applied to imaging endogenous Sec in living cervical cancer tissues and HeLa cells under physiological conditions, and PMPC‑Dns micellar probes can simultaneously image and release drugs encapsulated in them. This work opens a way to understand the role of Sec in physiological, pathological systems, and tumor xenograft model systems, and also provides a method for the controlled release of hydrophobic molecules among target molecules for biomedical applications.

Description

【Technical field】 [0001] The invention belongs to the field of organic synthesis and detection, and in particular relates to a synthesis method of dinitrobenzenesulfonyl-modified biodegradable polycarbonate micelles and the detection of selenocysteine ​​in tissues. Amphiphilic polymers were facilely synthesized by ring-opening polymerization (ROP) of cyclic carbonates with polycarbonate as the hydrophobic chain. Coupling reaction of azide and alkyne by Huisgen 1,3-dipolar cycloaddition under the catalysis of copper leads to the formation of Sec-responsive polycarbonate micelles. 【Background technique】 [0002] In 1969, Se's anticancer ability was discovered in the United States, and selenium intake has been found to be associated with many diseases. Low molecular weight selenium compounds such as methylselenol and selenocysteine ​​(Sec) are key metabolites and have been found to be important in cancer prevention. In particular, selenocysteine, which is an important low-mol...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G64/42G01N21/64
Inventor 邱仁华南艳霞许新华赵文杰
Owner HUNAN UNIV
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