CAS: 5116-24-5; 1-((2R,4S,5R)-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-5-(Hydroxymethyl)Pyrimidine-2,4(1H,3H)-Dione

该化合物是2 ' dexyuridine的一种经修改的核核素派衍生物,其特点是在环的5处放置一个水氧化甲基组,这种结构改变具有独特的生化特性,使HMdU在核酸研究和肾上遗传学研究中具有价值,成为了改良DNA探测器合成的关键中间体,并可以纳入寡核素,以调查DNA修复机制和前遗传改变.HMDU还用于氧化性DNA损害和修复途径的研究,其高纯度和稳定性确保了酶和化学应用的可靠性能,支持先进的分子生物学和基因研究.

结构式图片

相似化合物

14599-46-3 4494-26-2 3424-98-4

上下游产品

formaldehyd 2'-deoxyuridine (5R,6R)-trans-(+)-5-bromo-6-hydroxy-5,6-dihydrothymidine trans-(5S,6S)-6-hydroxy-5-(2,2,6,6-tetramethyl-4-oxo-1-piperidinyl-N-oxide)-5,6-dihydrothymidine thymidine 5-acetoxymethyl-2'-deoxyuridine 5-(azidomethyl)-5'-azido-2',5'-dideoxyuridine 5-(azidomethyl)-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

合成工艺路线路线简述

    📜Beta-胸苷置于吡啶,Ammonium Hydroxide,N-溴代丁二酰亚胺(Nbs),偶氮二异丁腈,氧气,Sodium Hydride体系中,用 1,4-二氧六环,N,N-二甲基甲酰胺,Mineral Oil,苯 作为反应溶剂,化学反应 33.0H,反应生成 5-羟甲基脱氧尿苷
    参考文献:两种修饰核苷的缺氧选择性 Dna 链间交联形成
    标题:两种修饰核苷的缺氧选择性 Dna 链间交联形成
    摘要:干净的交叉代码:合成了两个硝基咪唑修饰的胸苷1A和1B,并将其整合到 Dna 寡聚体中.1A和1B的 350 Nm 光解产生 5-(2'-脱氧尿苷基)甲基自由基,诱导 Dna 链间交联(icl;见方案).在缺氧条件下观测到比在有氧条件下更高的 Icl 产量.
    DOI:10.1002/chem.201201960

    海关参考信息

    专利信息


    专利号:US-8614312-B2
    优先权日:2008-02-21
    标 题 :Method for preparing nucleotides and related analogues by synthesis on soluble substrate, and biological tools thus prepared
    发明人:PEYROTTES SUZANNE; PERIGAUD CHRISTIAN; CRAUSTE CELINE
    权利人:PEYROTTES SUZANNE; PERIGAUD CHRISTIAN; CRAUSTE CELINE; CENTRE NAT RECH SCIENT; UNIV MONTPELLIER II
    摘要:The invention concerns a method for preparing monomer nucleotides or nucleotide analogues comprising the steps of: (1) coupling a soluble polyethylene glycol support provided with at least one diacid or ether-acid linker and a monomer nucleoside or nucleoside analogue to an amine group or hydroxyl group of the nucleoside with the aid of a coupling agent; (2) at least one step for phosphorylation of said nucleoside or nucleoside analogue coupled to said support with a phosphorylation agent; (3) cleavage of said support and recovery of at least one monomer nucleotide or nucleotide analogue. The nucleotides prepared are biological tools.

    专利号:EP-0693287-A1
    优先权日:1994-07-18
    标 题:RNA cleaving or binding oligonucleotides
    发明人:PEYMAN ANUSCHIRWAN DR; UHLMANN EUGEN DR
    权利人:HOECHST AG
    摘要:There are therapeutic agents for inhibiting protein synthesis containing two antisense oligonucleotides AO-1 and AO-2 with about 6-100 nucleotides, which bind to the target RNA at an adjacent site and at the 5 'end or 3' -Ends are linked via suitable spacers to conjugate molecules A and B, the conjugate molecules A and B each not being reactive per se, but brought into spatial proximity, forming a unit, and thus able to cleave the RNA catalytically or activated by the spatial proximity leads to the covalent binding of RNA.

    专利号:CN-119954878-A
    优先权日:2025-01-24
    标 题 :Synthesis method of beta-D-glucosyl-5-hydroxymethyl uracil

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Meldrum JB, Gupta VS, Lowes NR, Paterson AR. Toxicologic and antitumor studies on 5-hydroxymethyldeoxyuridine. Toxicol Appl Pharmacol. 1985 Jul;79(3):423-35. doi: 10.1016/0041-008x(85)90140-1. 169(3):123-7. doi: 10.1016/0165-1218(86)90091-1. 35(1):71-7. doi: 10.1016/0047-6374(86)90067-9. 6(4):393-6. doi: 10.1128/AAC.6.4.393.
    5: Maldonado-Rodríguez R, Espinosa-Lara M, Peña Valdivia B. Estudio comparativo del efecto de 5-bromodesoxiuridina y de 5-hidroximetildesoxiuridina sobre el desarrollo de Escherichia coli auxotrofa a timidina [Comparative study of the effect of 5-bromodeoxyuridine and 5-hydroxymethyldeoxyuridine on the development of Escherichia coli auxotrophic for thymidine]. Rev Latinoam Microbiol. 1981 Oct-Dec;23(4):229-34. Spanish. 35(11):1327-32. Russian. 75(2):305-16.

    合成参考文献


    参考文献:10.1186/1471-2199-12-23
    摘要:Stults DM, Killen MW, Shelton BJ, Pierce AJ. Recombination phenotypes of the NCI-60 collection of human cancer cells. BMC Molecular and Cell Biology. 2011 May 17;12(1):23. doi: 10.1186/1471-2199-12-23.
    参考文献:10.1038/s41589-020-0621-y
    摘要:Spada F, Schiffers S, Kirchner A, Zhang Y, Arista G, Kosmatchev O, Korytiakova E, Rahimoff R, Ebert C, Carell T. Active turnover of genomic methylcytosine in pluripotent cells. Nat Chem Biol. 2020 Dec;16(12):1411–9. doi: 10.1038/s41589-020-0621-y.
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