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Merck

913812

Sigma-Aldrich

2-(Azidomethyl)nicotinic acid imidazolide

≥95%

Sinónimos:

2-(Azidomethyl)-3-(1H-imidazole-1-carbonyl)pyridine, NAI-N3, RNA SHAPE probe, icSHAPE reagent

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About This Item

Fórmula empírica (notación de Hill):
C10H8N6O
Número de CAS:
Peso molecular:
228.21
MDL number:
UNSPSC Code:
12352106

Quality Level

assay

≥95%

form

powder

mp

74-80 °C

storage temp.

−20°C

Application

2-(Azidomethyl)nicotinic acid imidazolide (NAI-N3) is an RNA icSHAPE probe for live-cell RNA structure profiling across the genome. icSHAPE -- or in vivo click selective 2′-hydroxyl acylation and profiling experiment -- uses NAI-N3 in a chemoaffinity method to probe RNA structure. NAI-N3 is an azido version of the cell-permeable SHAPE reagent 2-methylnicotinic acid imidazolide (NAI) that permits the tagging of NAI-N3-modified RNA with a biotin moiety for subsequent capture via streptavidin. Not only do such strategies further the understanding of RNA structure in living cells but also provide a tool for identifying regions that may be susceptible to therapeutic targeting. Recently, the azidomethylnicotinyl (AMN) group of NAI-N3 was demonstrated to block the function of gRNA and CRISPR systems, which could be reactivated by removing the AMN groups with Staudinger reduction (DPBM phosphine), overall providing a means to control nucleic acid cleavage and gene editing in live cells.

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Danger

Hazard Classifications

Eye Irrit. 2 - Self-react. C - Skin Irrit. 2

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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ACS chemical biology, 12(8), 2149-2156 (2017-07-01)
Laboratory-evolved RNAs bind a wide variety of targets and serve highly diverse functions, including as diagnostic and therapeutic aptamers. The majority of aptamers have been identified using in vitro selection (SELEX), a molecular evolution technique based on selecting target-binding RNAs
Robert C Spitale et al.
Nature, 519(7544), 486-490 (2015-03-25)
Visualizing the physical basis for molecular behaviour inside living cells is a great challenge for biology. RNAs are central to biological regulation, and the ability of RNA to adopt specific structures intimately controls every step of the gene expression program.
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Scientific reports, 7(1), 2580-2580 (2017-06-02)
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Foxtail millet is very a drought-tolerant crop. Basic helix-loop-helix (bHLH) transcription factors are involved in many drought-stress responses, but foxtail millet bHLH genes have been scarcely examined. We identified 149 foxtail millet bHLH genes in a genome-wide analysis and performed

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