CAS: 2140-61-6; 4-Amino-1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-5-Methylpyrimidin-2(1H)-One

该化合物是细胞碘的核分子衍生物,其特点是,在五处放置的环上存在一个甲基组,这种改变在各种生物过程,特别是在基因表达和RNA稳定性的调节方面起着重要作用.在RNA分子中,特别是在tRNA和RRNA分子中,这种改变通常见于RNA分子中,特别是在tRNA和RRNA分子中,它有助于这些基本生物分子的结构完整性和功能.甲基组的存在可以影响RNA与蛋白质和其他核糖酸的相互作用,从而影响细胞过程,例如翻译和转录.5-Mecycytidine还参与了前科调节,因为它可以是DNA甲基化模式的标志.在物理特性方面,它通常是白到白的晶体结固体,水中溶解,在生理条件下的表面稳定性.它的化学配方是CHNO,它被用于各种生物化学和分子生物学应用,包括RNA的修改和肾上遗传学的研究.

结构式图片

相似化合物

113886-70-7 148608-53-1 19235-17-7

上下游产品

CAS号7323-83-3 4-methoxy-5-met... | CAS号59237-68-2 2',3',5'-tri-O-... | CAS号28585-48-0 O2',O3',O5'-tri... | CAS号6974-32-9 1-乙酰氧基-2,3,5-三苯... | CAS号163496-05-7 (2R,3R,4R,5R)-2... | CAS号7288-28-0 O,O'-双(三甲基甲硅烷基)胸腺嘧啶 | CAS号554-01-8 5-甲基胞嘧啶 | CAS号32865-88-6 5-Methyl-N-(tri... | CAS号5151-34-8 2,4-二甲氧基-5-甲基嘧啶 | CAS号554-01-8 5-甲基胞嘧啶 | CAS号1123-95-1 5-羟甲基胞嘧啶 | CAS号19235-17-7 5-羟甲基胞苷 | CAS号160107-15-3 N4-Benzoyl-5-me... | CAS号1463-10-1 5-甲基尿甙

合成工艺路线路线简述

    5-甲基胞嘧啶置于sodium Methylate,Tin(Ll) Chloride体系中,用 甲醇,二氯甲烷 用作溶剂,化学反应 24.0H,反应生成5-甲基胞苷
    参考文献:Recognition Of Rna By Triplex Formation: Divergent Effects Of Pyrimidine C-5 Methylation
    标题:Recognition Of Rna By Triplex Formation: Divergent Effects Of Pyrimidine C-5 Methylation
    摘要:In Dna Triple Helices,Methylation At C-5 Of Thymine Or Cytosine Is Reported To Have Similar Stabilizing Effects For Both Bases. Here We Show,However,That Methylation Of The Same Positions In Rna Triplexes Has Distinctly Different Effects Than In Dna. We Have Previously Described The Use Of Circular Tripler-Forming Rna Oligonucleotides To Recognize Rna Sequences. Here It Is Shown That Addition Of C-5 Methyl Groups To Uracils In These Compounds Very Significantly Increases Not Only Affinity But Also Sequence Selectivity In Binding A Purine-Rich Rna Target,As Measured By Thermal Denaturation With Various Target Rnas. Surprisingly,However,Addition Of C-5 Methyl Groups To Cytosines Actually Decreases Affinity In Binding Rna,While The Same Substitution In Dna Is Thermally Stabilizing. Possible Sources Of This Divergent Behavior Are Discussed. A Synthesis Of 5-Methylcytidine Ribonucleoside 2'-O-Silyl-3'-O-Phosphoramidite Is Also Described. (C) 1997 Elsevier Science Ltd.
    Doi:10.1016/s0968-0896(97)00059-X

    海关参考信息

    专利信息


    专利号:US-6683189-B1
    优先权日:1996-02-26
    标 题 :Method for the synthesis of pyrrole and imidazole carboxamides on a solid support
    发明人:DERVAN PETER B; BAIRD ELDON
    权利人:CALIFORNIA INST OF TECHN
    摘要:The present invention describes a novel method for the solid phase synthesis of polyamides containing imidazole and pyrrole carboxamides. The polyamides are prepared on a solid support from aromatic carboxylic acids and aromatic amines with high stepwise coupling yields (>99%), providing milligram quantities of highly pure polyamides. The present invention also describes the synthesis of analogs of the natural products Netropsin and Distamycin A, two antiviral antibiotics. The present invention also describes a novel method for the solid phase synthesis of imidazole and pyrrole carboxamide polyamide-oligonucleotide conjugates. This methodology will greatly increase both the complexity and quantity of minor-groove binding polyamides and minor-groove binding polyamide-oligonucleotide conjugates which can be synthesized and tested.

    专利号:US-8138330-B2
    优先权日:2006-09-11
    标 题 :Process for the synthesis of oligonucleotides
    发明人:LEUCK MICHAEL; WOLTER ANDREAS; STUMPE ALFRED
    权利人:LEUCK MICHAEL; WOLTER ANDREAS; STUMPE ALFRED; SIGMA ALDRICH CO LLC
    摘要:The present invention discloses novel methods for the synthesis of oligonucleotides with nucleoside phosphoramidites on solid supports. The methods comprise the stepwise chain assembly of oligonucleotides on supports with 5′-acyl phosphoramidites. The synthesis cycles consist of a front end deprotection step which is conducted with a solution of a primary amine or a phenolate, a phosphoramidite coupling step with a 5′-acyl nucleoside phosphoramidite in the presence of an activator, a phosphite oxidation step and an optional capping step. The novel methods improve the quality of synthetic oligonucleotides due to the irreversibility of the front end deprotection step, which prevents the formation of deletion sequences, and due to the avoidance of acidic reagents in the synthesis cycles, which prevent the formation of depurination side products. The invention further discloses novel nucleoside phosphoramidite compositions wherein the phosphoramidites carry acyl front end protective groups which are cleavable with primary amines or phenolates. The invention is applicable to the synthesis of oligodeoxyribonucleotides, oligoribonucleotides and oligonucleotides with modifications in their sugar or phosphate groups.

    专利号:US-2005130201-A1
    优先权日:2003-10-14
    标 题 :Splint-assisted enzymatic synthesis of polyribounucleotides
    发明人:DERAS MICHAEL; PLEISS JEFFREY A; SCARINGE STEPHEN
    权利人:DHARMACON INC
    摘要:The present invention comprises methods and compositions for splint-assisted enzymatic synthesis of polyribonucleotides using an RNA polymerizing enzyme. The invention provides ligating ribonucleotides comprising ligating a donor RNA molecule to an acceptor RNA molecule in the presence of RNA ligase and a splint, wherein the donor RNA molecule is comprised of at least one nucleotide and a ligation linker moiety, the acceptor RNA molecule is comprised of at least one nucleotide and a ligation linker moiety and the splint is comprised of a polyribonucleotide. The invention also provides splints for use in splint-assisted enzymatic synthesis using an RNA polymerizing enzyme.

    专利号:US-2003049619-A1
    优先权日:2001-03-21
    标题 :Methods for the synthesis of polynucleotides and combinatorial libraries of polynucleotides
    发明人:DELAGRAVE SIMON; MARRS BARRY
    摘要:Methods for the synthesis of polynucleotides and derivatives thereof are provided. Methods for the preparation of combinatorial libraries of polynucleotides are also provided. In addition, methods for the preparation and identification of polynucleotides having a predetermined property are provided.

    专利号:US-11407993-B2
    优先权日:2017-02-14
    标 题 :Method for the synthesis of DNA conjugates by micellar catalysis
    发明人:BHAT AVINASH SHASHIDHAR; KLIKA SKOPIC MATEJA; BRUNSCHWEIGER ANDREAS; WEBERSKIRCH RALF
    权利人:UNIV DORTMUND TECH
    摘要:A method for the synthesis of a chimeric conjugate molecule by micellar catalysis that may form part of DNA-encoded compound libraries. A DNA-coupled organic starter molecule may be reacted with another organic compound, using a catalyst located within a micelle, to form a conjugate of an organic candidate compound coupled to a DNA identifier tag.

    专利号:US-7777023-B2
    优先权日:1998-10-23
    标题 :Method for the chemical synthesis of oligonucleotides
    发明人:VARGEESE CHANDRA; SHAFFER CHRISTOPHER; WANG WEIMIN
    权利人:SIRNA THERAPEUTICS INC
    摘要:The present invention features novel compositions, linkers, derivatized solid supports, and methods for the efficient solid phase synthesis of oligonucleotides, including RNA, DNA, RNA-DNA chimeras, and analogs thereof.
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    主要参考文献

    [参考文献]: Adolfo Lopez Torres, Et Al. Selective Derivatization Of Cytosine And Methylcytosine Moieties With 2-Bromoacetophenone For Submicrogram Dna Methylation Analysis By Reversed Phase Hplc With Spectrofluorimetric Detection. Anal Chem. 2011 Oct 15;83(20):7999-8005.
    [参考文献]: Arvindhan Nagarajan, Et Al. Pea15 Regulates The Dna Damage-Induced Cell Cycle Checkpoint And Oncogene-Directed Transformation. Mol Cell Biol. 2014 Jun;34(12):2264-82.
    [参考文献]: Azizollah Bakhtari, Et Al. The Interfering Effects Of Superovulation And Vitrification Upon Some Important Epigenetic Biomarkers In Mouse Blastocyst. Cryobiology. 2014 Dec;69(3):419-27.
    [参考文献]: Caroline G Walker, Et Al. Modulation Of The Immune System During Postpartum Uterine Inflammation. Physiol Genomics. 2015 Apr;47(4):89-101.
    [参考文献]: Emilia Daghir-Wojtkowiak, Et Al. Least Absolute Shrinkage And Selection Operator And Dimensionality Reduction Techniques In Quantitative Structure Retention Relationship Modeling Of Retention In Hydrophilic Interaction Liquid Chromatography. J Chromatogr A. 2015 Jul 17:1403:54-62.

    合成参考文献


    参考文献:10.1016/j.neurobiolaging.2011.06.003
    摘要:Chouliaras L, van den Hove DLA, Kenis G, Keitel S, Hof PR, van Os J, Steinbusch HWM, Schmitz C, Rutten BPF. Prevention of age-related changes in hippocampal levels of 5-methylcytidine by caloric restriction. Neurobiology of Aging. 2012 Aug;33(8):1672–81. doi: 10.1016/j.neurobiolaging.2011.06.003.
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