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Methods for derivatizing aldehydepyrimidines, methods for detecting 5-formylcytosine, and applications of aldehydepyrimidine derivatives

A technology of aldehyde-cytosine and its derivatives, which is applied in the field of nucleic acid chemistry, can solve the problems of long time-consuming and harsh conditions, and achieve the effects of prolonged retention time, mild conditions and compensating for the time-consuming reaction

Active Publication Date: 2020-12-29
SICHUAN UNIV
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  • Claims
  • Application Information

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Problems solved by technology

[0011] The purpose of the present invention is to provide a method for derivatizing aldehydepyrimidine, a method for detecting 5-formylcytosine and the application of aldehydepyrimidine derivatives, so as to solve the time-consuming and conditional problems existing in the existing 5fC detection and identification process. harsh question

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  • Methods for derivatizing aldehydepyrimidines, methods for detecting 5-formylcytosine, and applications of aldehydepyrimidine derivatives
  • Methods for derivatizing aldehydepyrimidines, methods for detecting 5-formylcytosine, and applications of aldehydepyrimidine derivatives
  • Methods for derivatizing aldehydepyrimidines, methods for detecting 5-formylcytosine, and applications of aldehydepyrimidine derivatives

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Embodiment 1

[0049] The method for derivatizing aldehyde pyrimidines in this embodiment includes:

[0050] Mix aldehyde pyrimidine and Wittig reagent in ethanol at a molar ratio of 1:1, react at 15°C for 48 hours, and then irradiate with ultraviolet light with a wavelength of 200nm for 24 hours to prepare aldehyde pyrimidine derivatives; wherein, The aldepyrimidine is 5-formylcytosine or 5-formyluracil.

Embodiment 2

[0052] The method for derivatizing aldehyde pyrimidines in this embodiment includes:

[0053] Mix aldepyrimidine and Wittig reagent in N,N-dimethylformamide at a molar ratio of 1:500, react at 80°C for 5 minutes, and then irradiate with ultraviolet light with a wavelength of 400nm for 1 minute to obtain Formaldehyde pyrimidine derivatives; wherein, formaldehyde pyrimidine is 5-formyl cytosine or 5-formyl uracil.

Embodiment 3

[0055] The method for derivatizing aldehyde pyrimidines in this embodiment includes:

[0056] Mix aldehyde pyrimidine and Wittig reagent in ethylene glycol dimethyl ether at a molar ratio of 1:20, react at 50°C for 6 hours, and then irradiate aldehyde pyrimidine with a wavelength of 253 nm for 12 hours to prepare aldehyde pyrimidine Derivatives; wherein, the formyl pyrimidine is 5-formyl cytosine or 5-formyl uracil.

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Abstract

Disclosed in the present invention are a method for deriving aldehyde-based pyrimidine, a method for detecting 5-aldehyde cytosine, and a use of the aldehyde-based pyrimidine derivative. The present invention mixes aldehyde-based pyrimidine with Wittig reagent in an organic solvent and then irradiates same with ultraviolet light to obtain an aldehyde-base pyrimidine derivative; the aldehyde-based pyrimidine is 5-aldehyde cytosine or 5-aldehyde uracil. The present invention has mild reaction conditions and is fast and efficient, effectively expands the scope of application of Wittig reagent in the field of epigenetics, and also provides new ideas for the chemical labelling of aldehyde-based pyrimidine and the design of reactive 5fC fluorescent probes.

Description

technical field [0001] The invention relates to the technical field of nucleic acid chemistry, in particular to a method for derivatizing aldehyde pyrimidine, a method for detecting 5-formyl cytosine and the application of aldehyde pyrimidine derivatives. Background technique [0002] In mammalian cell or tissue DNA, especially CpG islands, there are different degrees of methylation modification, which is closely related to embryonic development, tumor, mental, blood system and other major diseases. DNA methylation refers to the process in which DNA methyltransferase (DNMT) uses adenomethionine as a methyl donor to add a methyl group to the 5-carbon of cytosine to convert it into 5-methylcytosine (5mC). process, and this process is dynamically reversible, that is, DNA demethylation. DNA demethylation can be divided into two different forms, active and passive. The former is due to the inhibition of the DNA methylation maintenance mechanism, such as the inactivation of DNMT...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D239/47C07D239/54C07D471/04G01N21/64
CPCC07D239/47C07D239/54C07D471/04G01N21/6428G01N2021/6439
Inventor 李坤周倩余孝其
Owner SICHUAN UNIV
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