CAS: 3690-10-6; 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)Pyrimidin-2(1H)-One

该化合物是一个核肺类比,它引起了对遗传学和癌症研究领域的兴趣,在结构上与cytidine有关,它具有独特的改变作用,加强了其稳定性和生物利用率.Zebulateine以其抑制DNA甲基转移酶的能力而著称,它能够将甲基组添加到DNA中,从而导致基因悬浮.这种特性使它成为研究基因表达和癌症治疗潜在治疗应用的宝贵工具,经常观察到异常甲基化模式.Zebulateine通常在体外进行,并表现出恢复静态基因的希望,从而恢复正常细胞功能.此外,它因其对细胞扩散和差异的影响而受到调查.然而,在临床环境中使用这种物质的情况仍在探索之中,需要进一步研究,以充分理解其药理特性和潜在副作用.

结构式图片

相似化合物

58-96-8 26287-69-4 3083-77-0

上下游产品

CAS号52523-24-7 1-(2,3,5-tri-O-... | CAS号557-01-7 2-羟基嘧啶 | CAS号50-69-1 核糖 | CAS号63500-40-3 [3,4-diacetylox... | CAS号6974-32-9 1-乙酰氧基-2,3,5-三苯... | CAS号13035-61-5 四乙酰核糖 | CAS号557-01-7 2-羟基嘧啶 | CAS号50-69-1 核糖

合成工艺路线路线简述

    2',3',5'-Tri-O-Acetyl-Zebularine置于甲醇,氨体系中,用81%的收率获得产物4-脱氧尿苷
    参考文献:α-吡喃酮和嘧啶酮作为基于亲和力的蛋白质谱分析的光亲和探针的评价
    标题:α-吡喃酮和嘧啶酮作为基于亲和力的蛋白质谱分析的光亲和探针的评价
    摘要:α-吡喃酮和嘧啶酮是天然产物和生物活性化合物中常见的结构基序.它们还显示出产生高能中间体的光化学,该中间体可能具有蛋白质反应性.合成了吡喃酮和嘧啶酮的文库,并评估了它们在几种粗细胞裂解物中用作基于非定向亲和力的蛋白质谱分析的光亲和探针的潜力.进一步的"原理证明"实验表明,适当支架上的嘧啶酮标签具有与二苯甲酮同样的蛋白质组标记能力.
    DOI:10.1021/jo201281C

    海关参考信息

    专利信息


    专利号:US-2012178710-A1
    优先权日:2009-07-01
    标题 :Synthesis of cyclic diguanosine monophosphate and thiophosphate analogs thereof
    发明人:JONES ROGER A; GAFFNEY BARBARA L
    权利人:JONES ROGER A; GAFFNEY BARBARA L; UNIV RUTGERS
    摘要:The invention provides methods for the synthesis of cyclic dinucleotides and thiophosphate analogs thereof as well as a new family of analogs of cyclic diguanosine monophosphate that includes a series of seven phosphorothioate derivatives that includes diastereomers of mono-, di-, and trithiophosphates.

    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-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-12031126-B2
    优先权日:2020-05-08
    标 题 :Methods and compositions for simultaneous editing of both strands of a target double-stranded nucleotide sequence
    发明人:LIU DAVID R; ANZALONE ANDREW VITO; LEVY JONATHAN MA; GAO XIN; PODRACKY CHRISTOPHER J
    权利人:BROAD INST INC; HARVARD COLLEGE
    摘要:The present disclosure provides systems, compositions, and methods for simultaneously editing both strands of a double-stranded DNA sequence at a target site to be edited. In some aspects, the systems comprise a first and second prime editor complex, wherein each of the first and second prime editor complexes comprises (1) a prime editor comprising (i) a nucleic acid programmable DNA binding protein (napDNAbp), and (ii) a polypeptide having an RNA-dependent DNA polymerase activity; and (2) a pegRNA comprising a spacer sequence, gRNA core, a DNA synthesis template, and a primer binding site, wherein the DNA synthesis template encodes a desired DNA sequence or a complement thereof, wherein the desired DNA sequence and the complement thereof form a duplex comprising an edited portion which integrates into the target site to be edited. In some aspects, the systems comprise a first, second, third, and fourth prime editor complex, each comprising a prime editor and a PEgRNA. Also provided herein are methods for simultaneously editing both strands of a double-stranded DNA sequence at a target site to be edited. Further provided herein are pharmaceutical compositions, polynucleotides, vectors, cells, and kits.

    专利号:WO-2025101943-A1
    优先权日:2023-11-10
    标 题:Nucleic acid-guided dna synthesis
    发明人:STERNBERG SAMUEL HENRY; TANG STEPHEN; ZHANG DENNIS JAMES; WIEGAND TANNER; THOMAS GEORGE JERRIN; LAMPE GEORGE DAVIS; KANG SHANNON
    权利人:UNIV COLUMBIA
    摘要:The present disclosure provides systems, compositions, methods, and kits, for guided DNA synthesis and genome engineering. Particularly, the present disclosure provides systems, compositions, methods, and kits comprising a defense-associated reverse transcriptase (DRT), or a nucleic acid encoding thereof, and an engineered target nucleic acid comprising one or more sequence of interest, or a nucleic acid encoding thereof.
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    主要参考文献


    1: Lai J, Fu Y, Tian S, Huang S, Luo X, Lin L, Zhang X, Wang H, Lin Z, Zhao H, Lin S, Zhao J, Xu S, Li D, Cai S, Dong L, Qian J, Liang J, Li Q, Zhang Y, Fan J, Balderas R, Chen Q. Zebularine elevates STING expression and enhances cGAMP cancer immunotherapy in mice. Mol Ther. 2021 May 5;29(5):1758-1771. doi: 10.1016/j.ymthe.2021.02.005. Epub 2021 Feb 9.
    2: Zeng X, He G, Yang X, Xu G, Tang Y, Li H, Yu B, Wang Z, Xu W, Song K. Zebularine protects against blood-brain-barrier (BBB) disruption through increasing the expression of zona occludens-1 (ZO-1) and vascular endothelial (VE)-cadherin. Bioengineered. 2022 Feb;13(2):4441-4454. doi: 10.1080/21655979.2021.2024323.
    3: Prochazkova K, Finke A, Tomaštíková ED, Filo J, Bente H, Dvořák P, Ovečka M, Šamaj J, Pecinka A. Zebularine induces enzymatic DNA-protein crosslinks in 45S rDNA heterochromatin of Arabidopsis nuclei. Nucleic Acids Res. 2022 Jan 11;50(1):244-258. doi: 10.1093/nar/gkab1218.

    合成参考文献


    参考文献:10.1007/82_2011_144
    摘要:Goodman RA, Macbeth MR, Beal PA. ADAR proteins: structure and catalytic mechanism. Curr Top Microbiol Immunol. 2012;353():1–33. doi: 10.1007/82_2011_144.
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