CAS: 10578-79-7; N4-Methylcytidine

该化合物是一种经过修改的核核素,其中甲基组与细胞碘的外环氮(N4)相连,这种结构改变增强了其稳定性,改变了其基底粘合特性,使其在RNA研究和治疗应用中具有价值,特别有助于研究RNA甲基化动态,遗传基因调节和核酸相互作用,该化合物是探查RNA结构功能关系和开发RNA治疗的关键工具,其高纯度和精密特性确保实验环境的可靠性,N4-甲基乙基基丁还用于改良的寡核素类酸合成,有助于分子生物学和药物发现的进步.

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1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-4-thiouracil methylamine methylamine hydr°Chloride Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[2-oxo-4-(pyridin-3-yloxy)-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl esterCYTIDINE

合成工艺路线路线简述

    📜尿嘧啶核苷置于吡啶,Tetraphosphorus Decasulfide体系中,化学反应生成N4-甲基胞苷
    参考文献:Thiation Of Nucleosides. Ii. Synthesis Of 5-Methyl-2'-Deoxycytidine And Related Pyrimidine Nucleosides1
    标题:Thiation Of Nucleosides. Ii. Synthesis Of 5-Methyl-2'-Deoxycytidine And Related Pyrimidine Nucleosides1
    摘要:
    Doi:10.1021/ja01510A042

    海关参考信息

    专利信息


    专利号:US-5726301-A
    优先权日:1992-04-24
    标题 :CAC H-phosphonate and its use in the synthesis of oligonucleotides
    发明人:REDDY M PARAMESWARA; HANNA NAEEM B; FAROOQUI FIRDOUS
    权利人:BECKMAN INSTRUMENTS INC
    摘要:Disclosed herein are N4 protected deoxycytidines for use in the synthesis of oligonucleotides, the protecting groups being represented by the formula: -CO-(CH2)0-9-CH3. Preferred embodiments are N4 acetyl deoxycytidines and include N4 acetyl deoxycytidine phosphoramidites and N4 acetyl deoxycytidine H-phosphonates. When used to prepare oligonucleotides the protected deoxycytidine compounds provide high quality oligonucleotide products with little side product from cleavage and deprotection reactions carried out with alkyl amine compounds.

    专利号:US-2023212204-A1
    优先权日:2020-01-16
    标题:Reagents and their use for modular enantiodivergent synthesis of c-p bonds
    发明人:XU DONGMIN; RIVAS-BASCÓN NAZARET; KNOUSE KYLE W; PADIAL NATALIA; ZHENG BIN; VANTOUROUT JULIEN; SCHMIDT MICHAEL; EASTGATE MARTIN D; BARAN PHI
    权利人:BRISTOL MYERS SQUIBB CO; SCRIPPS RESEARCH INST
    摘要:The disclosure describes chiral P(V)-based reagents and their uses for the modular, scalable, and stereospecific synthesis of chiral phosphines, phosphine oxides and particular oligonucleotides.

    专利号:US-2014378538-A1
    优先权日:2011-12-14
    标 题:Methods of responding to a biothreat
    发明人:BANCEL STEPHANE
    权利人:MODERMA THERAPEUTICS INC
    摘要:The present disclosure provides for devices, in particular mobile devices, which may be used in the synthesis of modified nucleic acid molecules, in particular modified mRNA molecules. The device for making the modified nucleosides, modified nucleotides and modified nucleic acids (e.g., mRNA) disclosed herein may be mobile devices comprising at least one sample block for insertion of one or more sample vessels, a device base with electronic control units for the sample block, a voltage supply, and one or more reagent(s) for the synthesis of at least one nucleic acid.

    专利号:US-5428148-A
    优先权日:1992-04-24
    标 题 :N4 - acylated cytidinyl compounds useful in oligonucleotide synthesis
    发明人:REDDY PARAMESWARA M; HANNA NAEEM B
    权利人:BECKMAN INSTRUMENTS INC
    摘要:Disclosed herein are protecting groups for exocyclic amino groups of the bases adenine, guanine and cytosine for use in the synthesis of oligonucleotides, the protecting groups being represented by the formula: -CO- (CH2)0-9-CH3. In a particularly preferred embodiment, the base cytosine is protected with acetyl (-CO-CH3), and the oligonucleotide incorporating said protected cytosine is subjected to a cleavage/deprotection reagent comprising at least one straight chain alkylamine having from 1 to about 10 carbon atoms.

    专利号:US-9790531-B2
    优先权日:2012-08-14
    标 题 :Enzymes and polymerases for the synthesis of RNA
    发明人:WANG YUXUN; RAMAKRISHNAN DIVAKAR; DE FOUGEROLLES ANTONIN; WHORISKEY SUSAN
    权利人:MODERNATX INC
    摘要:The invention relates to compositions and methods for the design, evolution, preparation, and/or manufacture of enzymes for use with polynucleotides, primary transcripts and mmRNA molecules.

    专利号:US-2025207163-A1
    优先权日:2022-03-25
    标 题:Methods and apparatus for synthesizing nucleic acids
    发明人:HOPKINS PATRYCJA A; SHAHSAVARI SHAHIEN; BEGOYAN VAGARSHAK; NJUMA OLIVE J; DEBENHAM HOLLY S; EFCAVITCH J WILLIAM; ALBIZATI KIM F
    权利人:MOLECULAR ASSEMBLIES INC
    摘要:Methods for the synthesis of polynucleotides using polymerases nucleotide analogs with labile terminator groups that allow stepwise addition of nucleotides are described. These nucleotide analogs may have a modification on 3′, 2′, or 3′-2′-bridged hydroxyl groups or on nucleobase moieties and can be used in the synthesis of natural or modified polynucleotides suitable for use in biological systems. The labile terminator groups are removed under mild conditions or by enzymes. They are accepted as substrates by polymerases. The synthesis may be carried out on a surface.

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    主要参考文献


    1: Tieu Ngoc LN, Jung Park S, Thi Huong T, Lee KH, Kang H. N4-methylcytidine ribosomal RNA methylation in chloroplasts is crucial for chloroplast function, development, and abscisic acid response in Arabidopsis. J Integr Plant Biol. 2021 Mar;63(3):570-582. doi: 10.1111/jipb.13009. Epub 2020 Sep 30. 47(19):10267-10281. doi: 10.1093/nar/gkz735.
    3: Mao S, Sekula B, Ruszkowski M, Ranganathan SV, Haruehanroengra P, Wu Y, Shen F, Sheng J. Base pairing, structural and functional insights into N4-methylcytidine (m4C) and N4,N4-dimethylcytidine (m42C) modified RNA. Nucleic Acids Res. 2020 Oct 9;48(18):10087-10100. doi: 10.1093/nar/gkaa737.
    4: Zheng YY, Mao S, Sheng J. Synthesis of N4 -Methylcytidine (m4 C) and N4 ,N4 -Dimethylcytidine (m42 C) Modified RNA. Curr Protoc. 2021 Sep;1(9):e248. doi: 10.1002/cpz1.248. 12(23):8149-8156. doi: 10.1039/d1sc01972d.

    合成参考文献


    摘要:W. Szer and D. Shugar, Acta Biochim. Pol. 13, 177 (1966).
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