CAS: 122799-38-6; 2-Deoxy-2-Fluorothymidine

该化合物是一种经过修改的核素,其特点是在2'位置替换氟原子,在5 位置替换一个甲基组,在聚氨基5 位置替换一个氟原子,这种结构改变增强了其代谢稳定性和抗酶降解的抗药性,使其在核酸研究和治疗应用中具有价值.2'Furofyal modiction会提高紧凑性和核素抗药性,而5-甲基组则有助于增加脂质和细胞吸收.这些特性使得它特别有助于发展抗感官-寡核素类,硅酸治疗器和研究RNA结构和功能的探针.其精确的修改为先进的分子研究提供了受控的生物化学互动.

结构式图片

上下游产品

5-甲基尿甙 5-Methyluridine 1463-10-1
1-(3,5-O-Di(Tetrahydropyran-2-yl)-β-D-Arabinofuranosyl)Thymine 351523-08-5
2,2'-O-脱水-5-甲基尿嘧啶核苷 O-2,2'-Cyclo-5-Methyluridine 22423-26-3

合成工艺路线路线简述

  • 合成目标产物 2'-Deoxy-2'-Fluorothymidine 主要起始原料 2,2'-Anhydro-5-Methyluridine
  • (文献来源)合成步骤主要原料 2,2'-Anhydro-5-Methyluridine
📜5-甲基尿甙置于碳酸二苯酯,碳酸氢钠,氟化氢吡啶体系中,用 1,4-二氧六环,六甲基磷酰三胺 用作溶剂,化学反应 18.5H,反应生成2'-氟胸苷
参考文献:亚基因组hcv复制子系统中一系列d和1-2'-Deoxy-2'-氟核糖核苷的合成及抗病毒活性.
标题:亚基因组hcv复制子系统中一系列d和1-2'-Deoxy-2'-氟核糖核苷的合成及抗病毒活性.
摘要:基于发现(2'R)-D-2'-Deoxy-2'-氟胞苷作为有效的抗丙型肝炎病毒(hcv)剂,一系列d-和1-2'-Deoxy-2'合成了具有5-和/或4-位修饰的-氟核糖核苷,并评估了其抗hcv和牛病毒性腹泻病毒(bvdv)的体外活性.合成中的关键步骤,即2'-氟基团的引入是通过用氟化氢-吡啶或氟化钾对2,2'-脱水核苷进行氟化,或用dast对阿拉伯糖核苷进行氟化来实现的.在合成的27个类似物中,只有5-氟化合物,即(2'R)-D-2'-Deoxy-2',5-Difluorocytidine(13),显示出有效的抗hcv活性和对核糖体rna的毒性.用硫醇基取代4-氨基会导致活性降低,而4-甲硫基取代的类似物(25)会抑制核糖体rna.由于n(4)-羟基胞嘧啶核苷(nhc)先前显示出有效的抗hcv活性,我们将n(4)-羟基和2'-氟的两个功能合并为一个分子,得到(2'R)-D-2'-脱氧-
Doi:10.1016/j.Bmc.2004.12.011

海关参考信息

专利信息


专利号:US-11858953-B2
优先权日:2018-04-04
标 题:Compositions and methods for synthesis of phosphorylated molecules
发明人:CHAPUT JOHN; LIAO JEN-YU; BALA SAIKAT
权利人:UNIV CALIFORNIA
摘要:The invention provides compositions and methods for synthesis of phosphorylated organic compounds, including nucleoside triphosphates.

专利号:US-9481705-B2
优先权日:2008-08-19
标题:Modular radiochemistry synthesis system
发明人:SATYAMURTHY NAGICHETTIAR; BARRIO JORGE R; AMARASEKERA BERNARD; VAN DAM R MICHAEL; OLMA SEBASTIAN; WILLIAMS DIRK; EDDINGS MARK; SHEN CLIFTON KWANG-FU
权利人:UNIV CALIFORNIA
摘要:A modular chemical production system includes multiple modules for performing a chemical reaction, particularly of radiochemical compounds, from a remote location. One embodiment comprises a reaction vessel including a moveable heat source with the position thereof relative to the reaction vessel being controllable from a remote position. Alternatively the heat source may be fixed in location and the reaction vial is moveable into and out of the heat source. The reaction vessel has one or more sealing plugs, the positioning of which in relationship to the reaction vessel is controllable from a remote position. Also the one or more reaction vessel sealing plugs can include one or more conduits there through for delivery of reactants, gases at atmospheric or an elevated pressure, inert gases, drawing a vacuum and removal of reaction end products to and from the reaction vial, the reaction vial with sealing plug in position being operable at elevated pressures. The modular chemical production system is assembled from modules which can each include operating condition sensors and controllers configured for monitoring and controlling the individual modules and the assembled system from a remote position. Other modules include, but are not limited to a Reagent Storage and Delivery Module, a Cartridge Purification Module, a Microwave Reaction Module, an External QC/Analysis/Purification Interface Module, an Aliquotting Module, an F-18 Drying Module, a Concentration Module, a Radiation Counting Module, and a Capillary Reactor Module.

专利号:US-2020239500-A1
优先权日:2018-04-04
标 题 :Compositions and Methods for Synthesis of Phosphorylated Molecules

专利号:US-2009298708-A1
优先权日:2006-08-23
标题 :2'-deoxy-2'-fluoro-beta-d-arabinonucleoside 5'-triphosphates and their use in enzymatic nucleic acid synthesis
发明人:MASAD DAMHA J; GENG PENG CHANG
权利人:MASAD DAMHA J; GENG PENG CHANG
摘要:The invention relates to arabinose modified nucleoside 5′ triphosphates and to the biosynthesis and amplification of oligonucleotides containing and/or from templates containing arabinose modified nucleosides. The invention further relates to methods of generating modified oligonucleotide libraries for use in selection strategies, such as SELEX. The arabinose modified oligonucleotides of the invention are useful for modulating target nucleic acid expression, such as RNA.

专利号:WO-2019195494-A1
优先权日:2018-04-04
标 题:Compositions and methods for synthesis of phosphorylated molecules

专利号:US-2021332070-A1
优先权日:2018-04-04
标题:Compositions and Methods for Synthesis of Phosphorylated Molecules

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

参考标题: Compositions And Methods For Synthesis Of Phosphorylated Molecules Compositions Et Procédés De Synthèse De Molécules Phosphorylées
摘要:The Invention Provides Compositions And Methods For Synthesis Of Phosphorylated Organic Compounds, Including Nucleoside Triphosphates.

合成参考文献


参考文献:10.1089/aid.1992.8.1229
摘要:Cox SW, Albert J, Wahlberg J, Uhlén M, Wahren B. Loss of synergistic response to combinations containing AZT in AZT-resistant HIV-1. AIDS Res Hum Retroviruses. 1992 Jul;8(7):1229–34. doi: 10.1089/aid.1992.8.1229.
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