Red-light-mediated nucleic acid anchoring-type fluorescent probe, and preparation method therefor and use thereof
AssigneeSoochow University
InventorsHaibin SHI, Shuyue YE
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Abstract
The present invention disclosed a red-light-mediated nucleic acid anchoring fluorescent probe and its preparation method and application. The fluorescent probe has the capability of taking a crosslinking reaction with RNA in cytoplasm under singlet oxygen mediation, and imaging of tumor tissues in a long window period is achieved. Moreover, it is found that by means of the probe, after crosslinking of RNA, a severe apoptosis phenomenon of tumor cells occurs, and the integration of diagnosis and treatment of tumors is achieved.
Claims10
1-10. (canceled)
A red-light-mediated nucleic acid anchoring fluorescent probe, comprising following chemical structural:
A method of preparing the red-light-mediated nucleic acid anchoring fluorescent probe of claim 1, comprising:
- (1) deprotecting Boc-Lys (Fmoc)-OH and reacting with 3-(2-Furyl) propionic acid to obtain a compound 1;
- (2) activating a carboxyl of the compound 1, reacting with cyclopeptide cRGD to obtain a compound 2, deprotecting to obtain a compound 3;
- and
- (3) reacting the compound 3 with Cy 7 SE to obtain the red-light-mediated nucleic acid anchoring fluorescent probe.
The method of claim 3, wherein deprotecting Boc-Lys (Fmoc)-OH is conducting in a dichloromethane solution containing trifluoroacetic acid;
- the carboxyl of the compound 1 is activated by N-hydroxysuccinimide and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride.
The method of claim 3, wherein in step (1), a molar ratio of Boc-Lys(Fmoc)-OH to 3-(2-Furyl) propionic acid is 1 (1-1.5);
- and the reaction of step (1) is carried out at room temperature.
The method of claim 3, wherein in step (2), a molar ratio of the compound 1 to cRGD is 1:(1-1.2);
- the reaction of step (2) is carried out at room temperature.
The method of claim 3, wherein in step (3), the compound 3 reacts with Cy 7 SE in an N,N-dimethylformamide solvent containing N,N-diisopropylethylamine, and a molar ratio of the compound 3 to Cy 7 SE is 1:(1-1.2).
A method to anchor cells by a red-light-mediated nucleic acid anchoring fluorescent probe, comprising following steps.
- (1) deprotecting Boc-Lys (Fmoc)-OH and reacting with 3-(2-Furyl) propionic acid to obtain a compound 1;
- (2) activating a carboxyl of the compound 1, reacting with cyclopeptide cRGD to obtain a compound 2, deprotecting to obtain a compound 3;
- (3) reacting the compound 3 with Cy 7 SE to obtain the red-light-mediated nucleic acid anchoring fluorescent probe;
- and
- (4) co-incubating the red-light-mediated nucleic acid anchoring fluorescent probe, methylene blue, and the cells to achieve probe anchoring of the cells.
Dependencies are inferred from the claim text.