CAS: 20244-86-4; 7-Methylguanosine

该化合物是一种经过修改的核素,在各种生物过程,特别是在RNA新陈代谢过程中发挥着关键作用,其特点是在guanine基的氮-7位置上存在一个甲基组,将其与标准guanosine区分开来.这一修改在RNA稳定性和功能方面意义重大,因为它涉及对送信者RNA(mRNA)分子进行封存,从而保护它们不受降解,并促进其转化.7-Mecytuguanosine的化学配方反映了碳,氢,氮和氧原子的构成,这是核糖类的典型特征.其结构包括一种与修改后的guanine基相连的糖.7-Mecycygguanosine存在于各种RNA类型中,包括MRNA和某些小型RNA,对于正确的基因表达规范至关重要.此外,它还影响到研究和治疗应用,特别是在了解RNA的加工和研发以RNA为基础的药物方面.

结构式图片

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CAS号118-00-3 鸟苷 | CAS号77-78-1 硫酸二甲酯 | CAS号74-88-4 碘甲烷 | CAS号578-76-7 7-甲基鸟嘌呤 | CAS号18646-11-2 α-D-ribofuranos...

合成工艺路线路线简述

  • 合成目标产物 7-Methylguanosine 主要起始原料 Guanosine And Dimethyl Sulfate
  • (文献来源)合成步骤主要原料 Guanosine 和 Dimethyl Sulfate
7-Methylguanosine 5'-Monophosphate置于human Cytoplasmic Nucleotidase Iii B,Magnesium Chloride体系中,用 Aq. Buffer 用作溶剂,化学反应生成7-甲基鸟苷
参考文献:具有5'-(1,2,3-三唑基)部分的7-甲基鸟苷单磷酸酯类似物:合成和评估cniiib核苷酸酶的抑制剂
标题:具有5'-(1,2,3-三唑基)部分的7-甲基鸟苷单磷酸酯类似物:合成和评估cniiib核苷酸酶的抑制剂
摘要:5'-核苷酸酶催化核苷5'-单磷酸酯水解为相应的核苷和无机磷酸酯,从而有助于控制内源性核苷酸转换,并影响细胞中外源性递送核苷酸和核苷衍生的治疗药物的命运.最近鉴定出的核苷酸酶cniiib显示偏爱7-甲基鸟苷一磷酸(m 7 Gmp)作为底物,这表明其可能参与mrna降解.但是,生物学功能的程度和cniiib的意义仍有待阐明.在这里,我们合成了一系列的m 7在5'位置带有1,2,3-三唑部分的gmp类似物作为人类cniiib的潜在抑制剂.这些化合物是通过在5'-叠氮基5'-脱氧-7-甲基鸟苷与带有末端炔烃的不同磷酸盐或膦酸酯衍生物之间使用铜催化的叠氮化物-炔烃环加成(cuaac)合成的.使用HPLC和孔雀石绿分析法评估了类似物作为cniiib抑制剂,表明带有1,2,3-三唑酰基膦酸酯部分的化合物1A在微摩尔浓度(ic 50 87.8+/-7.5 µm)下抑制cniiib活性,而其他类似物未显示活动.此外,化合物1D被鉴定为hs
Doi:10.1016/j.Bmc.2017.11.032

海关参考信息

专利信息


专利号:US-6214987-B1
优先权日:1994-09-02
标 题 :Compositions for enzyme catalyzed template-independent formation of phosphodiester bonds using protected nucleotides
发明人:HIATT ANDREW C; ROSE FLOYD
权利人:HIATT ANDREW C; ROSE FLOYD D
摘要:A method for the stepwise creation of phosphodiester bonds between desired nucleosides resulting in the synthesis of polynucleotides having a predetermined nucleotide sequence by preparing an initiation substrate containing a free and unmodified 3'-hydroxyl group; attaching a mononucleotide selected according to the order of the predetermined nucleotide sequence to the 3'-hydroxyl of the initiating substrate in a solution containing a catalytic amount of an enzyme capable of catalyzing the 5' to 3' phosphodiester linkage of the 5'-phosphate of the mononucleotide to the 3'-hydroxyl of the initiating substrate, wherein the mononucleotide contains a protected 3'-hydroxyl group, whereby the protected mononucleotide is covalently linked to the initiating substrate and further additions are hindered by the 3'-hydroxyl protecting group. Methods in which a mononucleotide immobilized on a solid support is added to a free polynucleotide chain are also disclosed.

专利号:US-5872244-A
优先权日:1994-09-02
标 题:3' protected nucleotides for enzyme catalyzed template-independent creation of phosphodiester bonds
发明人:HIATT ANDREW C; ROSE FLOYD
权利人:HIATT ANDREW C; ROSE FLOYD D
摘要:A method for the stepwise creation of phosphodiester bonds between desired nucleosides resulting in the synthesis of polynucleotides having a predetermined nucleotide sequence by preparing an initiation substrate containing a free and unmodified 3'-hydroxyl group; attaching a mononucleotide selected according to the order of the predetermined nucleotide sequence to the 3'-hydroxyl of the initiating substrate in a solution containing a catalytic amount of an enzyme capable of catalyzing the 5' to 3' phosphodiester linkage of the 5'-phosphate of the mononucleotide to the 3'-hydroxyl of the initiating substrate, wherein the mononucleotide contains a protected 3'-hydroxyl group, whereby the protected mononucleotide is covalently linked to the initiating substrate and further additions are hindered by the 3'-hydroxyl protecting group. Methods in which a mononucleotide immobilized on a solid support is added to a free polynucleotide chain are also disclosed.

专利号:WO-2009026148-A1
优先权日:2007-08-17
标题:Selective 5' ligation tagging of rna
发明人:VAIDYANATHAN RAMESH; JENDRISAK JEROME J
权利人:EPICT TECHNOLOGIES CORP; VAIDYANATHAN RAMESH; JENDRISAK JEROME J
摘要:The present invention provides compositions, kits and methods for selective enrichment, isolation, purification, production, tagging, cloning, amplification, detection, quantification, characterization, and assay of nucleic acid molecules that either have a monophosphate group, a polyphosphate group, or a cap nucleotide on their 5' terminus. The resulting 5'-monophosphorylated RNA molecules generated using the method are 5' ligation tagged by ligating an RNA acceptor oligonucleotide to their 5' ends using RNA ligase. The tagged RNA can be used for full-length-selected synthesis of first-stand cDNA, or double-stranded cDNA for a variety of uses and applications.

专利号:US-5763594-A
优先权日:1994-09-02
标 题:3' protected nucleotides for enzyme catalyzed template-independent creation of phosphodiester bonds
发明人:HIATT ANDREW C; ROSE FLOYD
权利人:HIATT ANDREW C; ROSE FLOYD D
摘要:A method for the stepwise creation of phosphodiester bonds between desired nucleosides resulting in the synthesis of polynucleotides having a predetermined nucleotide sequence by preparing an initiation substrate containing a free and unmodified 3'-hydroxyl group; attaching a mononucleotide selected according to the order of the predetermined nucleotide sequence to the 3'-hydroxyl of the initiating substrate in a solution containing a catalytic amount of an enzyme capable of catalyzing the 5' to 3' phosphodiester linkage of the 5'-phosphate of the mononucleotide to the 3'-hydroxyl of the initiating substrate, wherein the mononucleotide contains a protected 3'-hydroxyl group, whereby the protected mononucleotide is covalently linked to the initiating substrate and further additions are hindered by the 3'-hydroxyl protecting group. Methods in which a mononucleotide immobilized on a solid support is added to a free polynucleotide chain are also disclosed.

专利号:US-6232465-B1
优先权日:1994-09-02
标题 :Compositions for enzyme catalyzed template-independent creation of phosphodiester bonds using protected nucleotides
发明人:HIATT ANDREW C; ROSE FLOYD
权利人:HIATT ANDREW C; ROSE FLOYD D
摘要:A method for the stepwise creation of phosphodiester bonds between desired nucleosides resulting in the synthesis of polynucleotides having a predetermined nucleotide sequence by preparing an initiation substrate containing a free and unmodified 3'-hydroxyl group; attaching a mononucleotide selected according to the order of the predetermined nucleotide sequence to the 3'-hydroxyl of the initiating substrate in a solution containing a catalytic amount of an enzyme capable of catalyzing the 5' to 3' phosphodiester linkage of the 5'-phosphate of the mononucleotide to the 3'-hydroxyl of the initiating substrate, wherein the mononucleotide contains a protected 3'-hydroxyl group, whereby the protected mononucleotide is covalently linked to the initiating substrate and further additions are hindered by the 3'-hydroxyl protecting group. Methods in which a mononucleotide immobilized on a solid support is added to a free polynucleotide chain are also disclosed.

专利号:US-5808045-A
优先权日:1994-09-02
标 题 :Compositions for enzyme catalyzed template-independent creation of phosphodiester bonds using protected nucleotides
发明人:HIATT ANDREW C; ROSE FLOYD
权利人:HIATT ANDREW C; ROSE FLOYD D
摘要:A method for the stepwise creation of phosphodiester bonds between desired nucleosides resulting in the synthesis of polynucleotides having a predetermined nucleotide sequence by preparing an initiation substrate containing a free and unmodified 3'-hydroxyl group; attaching a mononucleotide selected according to the order of the predetermined nucleotide sequence to the 3'-hydroxyl of the initiating substrate in a solution containing a catalytic amount of an enzyme capable of catalyzing the 5' to 3' phosphodiester linkage of the 5'-phosphate of the mononucleotide to the 3'-hydroxyl of the initiating substrate, wherein the mononucleotide contains a protected 3'-hydroxyl group, whereby the protected mononucleotide is covalently linked to the initiating substrate and further additions are hindered by the 3'-hydroxyl protecting group. Methods in which a mononucleotide immobilized on a solid support is added to a free polynucleotide chain are also disclosed.
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合成参考文献


参考文献:10.7883/yoken.jjid.2008.95
摘要:Bosetto MC, Mortara RA, Ambrósio DL, Passerini GD, da Silva MTA, Okuda ES, Cicarelli RMB. Detection and Localization of Small Nuclear Ribonucleoproteins (snRNPs) in Trypanosomatids Using Anti-m3G Antibodies. Jpn J Infect Dis. 2008 Mar 28;61(2):95–9. doi: 10.7883/yoken.jjid.2008.95.
参考文献:10.1139/o07-155
摘要:Belak ZR, Ficzycz A, Ovsenek N. Biochemical characterization of Yin Yang 1-RNA complexes. Biochem Cell Biol. 2008 Feb;86(1):31–6. doi: 10.1139/o07-155.
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