NAI-N3

NAI-N3 (2-methylnicotinic acid imidazolamide azide; NAI Azide) is a novel RNA acylation reagent that is capable of RNA modification^[1]. NAI-N3 is a bifunctional SHAPE (Selective 2-Hydroxyl Acylation and Analysis Experiment) probe (RNA Structure Probe and Enrichment)^[2]. Live cells were treated with NAI-N3, followed by selective chemical enrichment of NAI-N3-modified RNA, which provided a higher signal-to-noise ratio than similar methods using deep sequencing^[3]. NAI-N3 is a click chemistry reagent that contains an azide group and can undergo Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) with molecules containing alkyne groups^[4]. NAI-N3 can also undergo ring strain-driven alkyne-azide cycloaddition (SPAAC) with molecules containing DBCO or BCN groups^[5].

References:
[1] Lee B, Flynn R A, Kadina A, et al. Comparison of SHAPE reagents for mapping RNA structures inside living cells[J]. Rna, 2017, 23(2): 169-174.
[2] Flynn R A, Zhang Q C, Spitale R C, et al. Transcriptome-wide interrogation of RNA secondary structure in living cells with icSHAPE[J]. Nature protocols, 2016, 11(2): 273-290.
[3] Sun L, Li P, Ju X, et al. In vivo structural characterization of the SARS-CoV-2 RNA genome identifies host proteins vulnerable to repurposed drugs[J]. Cell, 2021, 184(7): 1865-1883. e20.
[4] Singh M S, Chowdhury S, Koley S. Advances of azide-alkyne cycloaddition-click chemistry over the recent decade[J]. Tetrahedron, 2016, 72(35): 5257-5283.
[5] Vidyakina A A, Silonov S A, Govdi A I, et al. Key role of cycloalkyne nature in alkyne-dye reagents for enhanced specificity of intracellular imaging by bioorthogonal bioconjugation[J]. Organic & Biomolecular Chemistry, 2024.

NAI-N3（2-甲基烟酸咪唑胺叠氮化物；NAI Azide）是一种新型的RNA酰化试剂，能够进行RNA修饰^[1]。NAI-N3是双功能SHAPE（选择性2-羟基酰化和分析实验）探针（RNA结构探针和富集）^[2]。活细胞用NAI-N3处理，然后选择性化学富集NAI-N3修饰的RNA，与利用深度测序的类似方法相比，该方法提供了更高的信噪比^[3]。NAI-N3是一种点击化学试剂，它含有Azide基团，可以与含有炔基的分子发生Cu(I)催化的叠氮化物-炔环加成反应（CuAAC）^[4]。NAI-N3还可以和含有 DBCO 或 BCN 基团的分子发生环张力驱动的炔-叠氮环加成反应（SPAAC）^[5]。