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Polymethylated compounds with long Stokes shifts and their use as fluorescent markers

A compound and labeling technology, which can be used in methine/polymethine dyes, organic chemistry, determination/inspection of microorganisms, etc., which can solve the problems of difficulty in generating fluorescent signals, difficulty in discovering emission spectrum dye compounds, and difficulty in realizing fluorescence excitation efficiency.

Active Publication Date: 2021-07-16
ILLUMINA CAMBRIDGE LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, multiplexed fluorescence detection can be problematic and there are many important factors that limit the choice of fluorescent markers
First, it can be difficult to find dye compounds whose emission spectra are suitably spectrally resolved for a given application
Furthermore, when several fluorescent dyes are used together, it may be difficult to generate fluorescent signals in distinguishable spectral regions by simultaneous excitation, since the dye absorption bands that may be available for this are usually widely separated, so even for two dyes It is difficult to achieve nearly equal fluorescence excitation efficiencies

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  • Polymethylated compounds with long Stokes shifts and their use as fluorescent markers
  • Polymethylated compounds with long Stokes shifts and their use as fluorescent markers
  • Polymethylated compounds with long Stokes shifts and their use as fluorescent markers

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Embodiment Construction

[0043] The present application provides novel compounds that are particularly suitable for fluorescence detection and sequencing by synthesis methods. The new compounds with the N-phenylindole moiety are advantageous in terms of the position of the fluorescence maxima, their intensity and photostability compared to the N-alkyl analogs and thus improve certain nucleic acid sequencing applications.

[0044] According to a first aspect, the application provides a compound of formula (I) or its mesomer form:

[0045]

[0046] where mCat+ or mAn- is an organic or inorganic positively / negatively charged counterion, and

[0047] m is an integer 0-3;

[0048] Ra 1 is H, SO 3 - , sulfonamide (sulfonamide), halogen, or another ring fused to an adjacent carbon atom, wherein the ring may contain SO 3 - , sulfonamide (sulfonamide), halogen substituent;

[0049] Rb 1 is SO 3 - , sulfonamide (sulphonamide), halogen, COOH or its amides or esters and n is 0-3;

[0050] Rc 1 and Rc...

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Abstract

The present application relates to novel compounds and their use as fluorescent markers. These compounds can be used as fluorescent labels for nucleotides in nucleic acid sequencing applications. These markers are advantageous because they have a long Stokes shift.

Description

[0001] The present application relates to novel polymethine compounds and their use as fluorescent markers. In particular, these compounds can be used as fluorescent labels for nucleotides in nucleic acid sequencing applications. Background technique [0002] Several publications and patent documents are cited in this application in order to more fully describe the state of the art to which this application pertains. The disclosure of each of these publications and documents is incorporated herein by reference. [0003] Non-radioactive detection of nucleic acids using fluorescent labels is an important technique in molecular biology. Many procedures employed in recombinant DNA techniques have previously relied primarily on the use of, for example, 32 Use of radiolabeled nucleotides or polynucleotides. Radioactive compounds enable sensitive detection of nucleic acids and other molecules of interest. However, there are serious limitations in the use of radioisotopes, such as...

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/06C09B23/06G01N33/58G01N33/533C07H19/14C07H19/10C12N15/11
CPCC07D401/06C07H19/14C09B23/06C07H19/10C09K11/06C09B69/105C12Q1/6876
Inventor N.罗马诺夫吴晓琳
Owner ILLUMINA CAMBRIDGE LTD