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Cu(I)-catalyzed Huisgen azide-alkyne 1,3-dipolar cycloaddition reaction in nucleoside, nucleotide, and oligonucleotide chemistry.

作者信息

Amblard Franck, Cho Jong Hyun, Schinazi Raymond F

机构信息

Center for AIDS Research, Laboratory of Biochemical Pharmacology, Department of Pediatrics, Emory University School of Medicine, and Veterans Affairs Medical Center, Decatur, Georgia 30033, USA.

出版信息

Chem Rev. 2009 Sep;109(9):4207-20. doi: 10.1021/cr9001462.

DOI:10.1021/cr9001462
PMID:19737023
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2741614/
Abstract
摘要

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Preparation of ribavirin analogues by copper- and ruthenium-catalyzed azide-alkyne 1,3-dipolar cycloaddition.通过铜和钌催化的叠氮化物-炔烃1,3-偶极环加成反应制备利巴韦林类似物。
Tetrahedron. 2008 Sep 15;64(38):9044-9051. doi: 10.1016/j.tet.2008.07.007. Epub 2008 Jul 5.
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Inhibition of siderophore biosynthesis by 2-triazole substituted analogues of 5'-O-[N-(salicyl)sulfamoyl]adenosine: antibacterial nucleosides effective against Mycobacterium tuberculosis.5'-O-[N-(水杨酰基)氨磺酰基]腺苷的2-三唑取代类似物对铁载体生物合成的抑制作用：对结核分枝杆菌有效的抗菌核苷。
J Med Chem. 2008 Dec 11;51(23):7495-507. doi: 10.1021/jm8008037.
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用于无催化剂、可见光介导的[3+2]环加成反应的瞬态可拉伸苯并环庚烯的开发
Bioconjug Chem. 2025 Feb 19;36(2):302-308. doi: 10.1021/acs.bioconjchem.4c00595. Epub 2025 Feb 4.
4
Characteristic roadmap of linker governs the rational design of PROTACs.连接子的特征路线图决定了PROTACs的合理设计。
Acta Pharm Sin B. 2024 Oct;14(10):4266-4295. doi: 10.1016/j.apsb.2024.04.007. Epub 2024 Apr 11.
5
Decarboxylative click cycloaddition: an emerging strategy towards substituted 1,2,3-triazole derivatives.脱羧点击环加成反应：一种合成取代1,2,3-三唑衍生物的新兴策略。
Mol Divers. 2025 Jun;29(3):2811-2827. doi: 10.1007/s11030-024-11014-4. Epub 2024 Nov 10.
6
Intermolecular Aza-Wacker Coupling of Alkenes with Azoles by Photo-Aerobic Selenium-π-Acid Multicatalysis.通过光氧硒-π-酸多催化实现烯烃与唑类的分子间氮杂瓦克耦合反应
ACS Catal. 2024 Jun 11;14(12):9586-9593. doi: 10.1021/acscatal.4c01327. eCollection 2024 Jun 21.
7
Unveiling the ion sensing capabailities of 'click' derived chalcone-tailored 1,2,3-triazolic isomers for Pb(ii) and Cu(ii) ions: DFT analysis.揭示“点击”衍生的查尔酮修饰的1,2,3-三唑异构体对Pb(ii)和Cu(ii)离子的离子传感能力：密度泛函理论分析
RSC Adv. 2024 May 13;14(22):15374-15390. doi: 10.1039/d4ra01471e. eCollection 2024 May 10.
8
Lipid-linked nucleoside triphosphates for enzymatic synthesis of hydrophobic oligonucleotides with enhanced membrane anchoring efficiency.用于酶促合成具有增强膜锚定效率的疏水寡核苷酸的脂质连接核苷三磷酸。
Chem Sci. 2023 Mar 20;14(15):4059-4069. doi: 10.1039/d2sc06718h. eCollection 2023 Apr 12.
9
NADcapPro and circNC: methods for accurate profiling of NAD and non-canonical RNA caps in eukaryotes.NADcapPro 和 circNC：真核生物中准确分析 NAD 和非规范 RNA 帽的方法。
Commun Biol. 2023 Apr 13;6(1):406. doi: 10.1038/s42003-023-04774-6.
10
Copper(i)-catalyzed click chemistry in deep eutectic solvent for the syntheses of β-d-glucopyranosyltriazoles.用于合成β-D-吡喃葡萄糖基三唑的深共熔溶剂中铜（I）催化的点击化学
RSC Adv. 2023 Apr 3;13(15):10424-10432. doi: 10.1039/d3ra01844j. eCollection 2023 Mar 27.
"Chemical ligation": a versatile method for nucleoside modification with boron clusters.
“化学连接法”：一种用于硼簇修饰核苷的通用方法。
Chemistry. 2008;14(34):10675-82. doi: 10.1002/chem.200801053.
4
Postsynthetic DNA modification through the copper-catalyzed azide-alkyne cycloaddition reaction.通过铜催化的叠氮化物-炔烃环加成反应进行的合成后DNA修饰。
Angew Chem Int Ed Engl. 2008;47(44):8350-8. doi: 10.1002/anie.200802077.
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Azide-alkyne "click" reaction performed on oligonucleotides with the universal nucleoside 7-octadiynyl-7-deaza-2'-deoxyinosine.使用通用核苷7-辛二炔基-7-脱氮-2'-脱氧肌苷对寡核苷酸进行叠氮化物-炔烃“点击”反应。
Nucleic Acids Symp Ser (Oxf). 2008(52):471-2. doi: 10.1093/nass/nrn239.
6
Nucleosides and oligonucleotides containing 1,2,3-triazole residues with nucleobase tethers: synthesis via the azide-alkyne 'click' reaction.含通过碱基连接基连接的1,2,3-三唑残基的核苷和寡核苷酸：通过叠氮化物-炔烃“点击”反应合成
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Selecting aptamers for a glycoprotein through the incorporation of the boronic acid moiety.通过引入硼酸部分为糖蛋白选择适配体。
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A click chemistry approach to pleuromutilin conjugates with nucleosides or acyclic nucleoside derivatives and their binding to the bacterial ribosome.一种用于制备截短侧耳素与核苷或无环核苷衍生物的缀合物及其与细菌核糖体结合的点击化学方法。
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Synthesis of 6'-branched locked nucleic acid by a radical TEMPO-scavanged stereoselective mercury cyclization.通过自由基TEMPO清除的立体选择性汞环化反应合成6'-支链锁核酸。
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Triazole-linked analogue of deoxyribonucleic acid ((TL)DNA): design, synthesis, and double-strand formation with natural DNA.脱氧核糖核酸的三唑连接类似物（（TL）DNA）：设计、合成及其与天然DNA的双链形成
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