Unlock instant, AI-driven research and patent intelligence for your innovation.
Hypochlorous acid trigger activation type near-infrared fluorescent probe as well as preparation method and application thereof
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A fluorescent probe, near-infrared technology, applied in the field of fluorescent materials
Pending Publication Date: 2022-07-05
FUDAN UNIV
View PDF1 Cites 0 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
Although near-infrared (NIR; 700–1700 nm) fluorescence imaging has been widely used for high-contrast imaging in complex tissue environments, HOCl-responsive NIR fluorescent probes with high activation magnifications are rarely reported.
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0061] Fc 2 -The synthetic route of CBDP is as follows:
[0062]
[0063] The specific process is as follows:
[0064] (1) Synthesis of compound A1: N-ethylcarbazole-3-carbaldehyde (3.55 g, 15.0 mmol), 3-acetyl-9-ethylcarbazole (3.30 g, 15.0 mmol), potassiumhydroxide ( 2.52 g, 45 mmol) was dissolved in 100 mL of ethanol by ultrasonic, reacted at 60° C. overnight, then filtered with suction and washed twice with cold ethanol to obtain a yellow solid product A1 with a yield of 62%. 1 H NMR (400MHz, DMSO-d 6 ,δ,ppm)δ=9.18(s,1H),8.78(s,1H),8.40(d,J=7.8,1H),8.32(d,J=8.7,1H),8.28–8.19(m,2H ),8.07(d,J=8.6,1H),8.00(d,J=15.4,1H),7.76(d,J=8.7,1H),7.71(dd,J=8.2,6.2,2H),7.66( d, J=8.4, 1H), 7.57–7.46 (m, 2H), 7.30 (dt, J=14.9, 7.5, 2H), 4.50 (m, J=15.1, 7.5, 4H), 1.35 (m, J= 12.6, 6.9, 6H). 13 C NMR (101MHz, DMF-d 6 ,δ,ppm)δ=188.42,145.12,142.87,141.62,141.00,140.80, 130.14,127.65,127.17,127.14,126.98,126.71,125.11,123.40,122.97,122.92,122.76, 122.50,121.62,121.36,120.47,120.17...
Embodiment 2
[0068] Example 2: Fc 2 The synthetic route of -OBDP is as follows:
[0069]
[0070] The specific process is as follows:
[0071] (1) Synthesis of compound B1: N-ethylcarbazole-3-carbaldehyde (2.2 g, 10.0 mmol), p-methoxyacetophenone (1.5 g, 10.0 mmol), potassiumhydroxide (1.68 g, 30 mmol) ) was dissolved in 100 mL of ethanol by ultrasound, reacted overnight at 60° C., then suction filtered and washed twice with cold ethanol to obtain a yellow solid product B1 with a yield of 73%. 1 H NMR (400MHz, DMSO-d 6 ,δ,ppm)δ=8.73(s,1H),8.21(m,J=8.9,3H),7.97(dd,J=22.7,9.6,4H),7.68(d,J=8.6,1H),7.64 (d, J=8.2, 1H), 7.49 (t, J=8.1, 1H), 7.26 (t, J=7.4, 1H), 7.10 (d, J=8.9, 2H), 4.47 (q, J=7.0 , 2H), 3.87(s, 3H), 1.32(t, J=7.1, 3H). 13 C NMR (101MHz, DMSO-d 6 ,δ,ppm)δ=187.87,163.68,145.56,141.66,140.78,131.61, 131.42,127.63,126.97,126.49,123.37,122.96,122.57,121.31,120.17,119.35,114.64, 110.25,110.21,56.22,37.87,14.44 .MALDI-TOF-MS(m / z):calc.for[C 24 H 21 NO 2 Na] + , 378.4188...
Embodiment 3
[0076] First verify Fc 2 - Photostability of CBDP probes. like Figure 15 shown at 730nm laser (180mW / cm 2 ) irradiated for 3000s and found that the fluorescence intensity did not change significantly, while the fluorescence of ICG decreased significantly, indicating that Fc 2 -CBDP probe has good photostability.
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More
PUM
Login to View More
Abstract
The invention belongs to the technical field of fluorescent materials, and particularly relates to a hypochlorous acid activated near-infrared fluorescent probe as well as a preparation method and application thereof. The invention adopts a new strategy to construct a high-proportion fluorescence-enhanced near-infrared organic small molecule fluorescent probe with hypochlorous acid response. The fluorescent probe comprises a luminous core based on a boron dipyrromethene near-infrared fluorescent dye with excellent light stability and chemical stability; ferrocene is introduced into the fluorescent dye as a quenching element to obtain a series of probes. The fluorescence change condition of the series of probes under the action of hypochlorous acid is studied, and the near-infrared fluorescent dye with high activation rate and long emission wavelength is obtained. The Fc2-BDP series fluorescent probe obtained by the invention has good fluorescent response performance, relatively low detection limit and excellent stability, and can be used for high-sensitivity imaging of inflammations such as lymphatis and enteritis.
Description
technical field [0001] The invention belongs to the technical field of fluorescent materials, and in particular relates to a near-infrared fluorescent probe and a preparation method and application thereof. Background technique [0002] Reactive oxygen species / reactive nitrogen species (ROS / RNS, such as O 2 - , H 2 O 2 , OH, HOCl, ONOO - ) substances are highly active molecules produced during biological oxygenmetabolism. Among them, hypochlorous acid (HOCl) is an important bactericidal oxidant, which is produced by the peroxidation of chloride ions in the phagosome catalyzed by myeloperoxidase (MPO). Causes mitochondrial permeability, lysosomal rupture and cell death, and is closely related to a variety of diseases such as atherosclerosis, cancer, inflammation and neurodegenerative diseases. Therefore, specific and highly sensitive detection of HOCl, especially in vivo, is of great significance for HOCl-related disease diagnosis and mechanism research. [0003] Alth...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to View More 
Login to View More