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Compounds containing acridinium esters and methods of using same for chemiluminescence-based monochromatic sequencing

A technology of compounds and compositions, applied in the field of single-color nucleic acid sequencing, can solve problems such as limited value of chemiluminescence

Pending Publication Date: 2022-03-25
MGI HLDG CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When applied to sequencing platforms, chemiluminescence is of limited value due to the structural design of currently available chemiluminescent molecules

Method used

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  • Compounds containing acridinium esters and methods of using same for chemiluminescence-based monochromatic sequencing
  • Compounds containing acridinium esters and methods of using same for chemiluminescence-based monochromatic sequencing
  • Compounds containing acridinium esters and methods of using same for chemiluminescence-based monochromatic sequencing

Examples

Experimental program
Comparison scheme
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Embodiment 1

[0082] Embodiment 1: the synthesis containing acridinium ester compound

[0083] General procedure for the preparation of compound 3:

[0084]

[0085] To a 250 mL flask was added 3-bromoanisole (5.0 g), 3-methoxyaniline (4.0 g), palladium acetate (0.21 g), 2,2'-bis(diphenylphosphino)-1, 1'-Binaphthyl (BINAP; 0.8 g), cesium carbonate (9.6 g) and toluene (100 mL). The mixture was degassed for 5 minutes, then refluxed under argon for 3 days. Water was added to the cooled reaction mixture, followed by extraction with ethyl acetate (EtOAc). The extract was washed with water and washed with anhydrous sodium sulfate (Na 2 SO 4 )dry. The crude product was purified by silica gel column chromatography to give compound 3.

[0086] General procedure for the preparation of compound 4:

[0087]

[0088] Compound 3 (2.5 g) in toluene (60 mL) was slowly added to a solution of oxalyl chloride (3.0 mL) in toluene (100 mL) using an additional funnel. After the addition was complete,...

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Abstract

Provided herein are acridinium ester-containing compounds. Also provided herein are methods of chemiluminescence-based monochromatic sequencing and methods of using the acridinium ester-containing compounds in chemiluminescence-based monochromatic sequencing.

Description

[0001] Cross References to Related Applications [0002] This application claims priority to U.S. Provisional Patent Application No. 62 / 883,760, filed August 7, 2019. This application is hereby incorporated by reference in its entirety for all purposes. technical field [0003] Disclosed herein are acridinium ester-containing compounds, and methods of using the acridinium ester-containing compounds for chemiluminescence-based single-color nucleic acid sequencing. Background technique [0004] Chemiluminescence refers to a chemical reaction that results in the production of light. When applied to sequencing platforms, chemiluminescence is of limited value due to the structural design of currently available chemiluminescent molecules. Currently available chemiluminescent molecules (such as luminol, hydrogen peroxide, fluorescein, dioxetane, and oxalate derivatives) suffer from signal diffusion due to dissociation of the signal molecule from the triphosphate reversible termin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12Q1/6874C07D401/12
CPCC07D401/12C12Q1/6874C12Q2521/101C12Q2533/101C12Q2563/103G01N21/76
Inventor 陈燕李汉东
Owner MGI HLDG CO LTD