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Principaux documents

908401

Sigma-Aldrich

1-Methyl-7-nitroisatoic anhydride

Synonyme(s) :

1-Methyl-7-nitro-2H-3,1-benzoxazine-2,4(1H)-dione, 1-methyl-7-nitro-2H-3,1-Benzoxazine-2,4(1H)-dione, 1M7, RNA SHAPE probe, Reagent for RNA SHAPE-MaP

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About This Item

Formule empirique (notation de Hill) :
C9H6N2O5
Numéro CAS:
Poids moléculaire :
222.15
Numéro MDL:
Code UNSPSC :
12352119
Nomenclature NACRES :
NA.22

Forme

powder

Pf

204.5 °C

Température de stockage

2-8°C

Chaîne SMILES 

[N+](=O)([O-])c1cc2[n]([c]([o][c](c2cc1)=O)=O)C

InChI

1S/C9H6N2O5/c1-10-7-4-5(11(14)15)2-3-6(7)8(12)16-9(10)13/h2-4H,1H3

Clé InChI

MULNCJWAVSDEKJ-UHFFFAOYSA-N

Application

1-Methyl-7-nitroisatoic anhydride (1M7) is used as an in vivo SHAPE-MaP reagent for live cell RNA structure analysis at single nucleotide resolution. SHAPE -- or selective 2′-hydroxyl acylation analyzed by primer extension -- uses small, electrophilic chemical probes such as 1M7 to react with the 2′-hydroxyl group and provides insight to RNA structure. When combined with mutational profiling (MaP), quantitative nucleotide measurements are possible for entire transciptomes. Together, these methods deepen the understanding of RNA interactions and regions that may be exploited for design of RNA-targeting small-molecule drugs.

Produit(s) apparenté(s)

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Kady-Ann Steen et al.
Nature protocols, 6(11), 1683-1694 (2011-10-08)
RNA SHAPE chemistry yields quantitative, single-nucleotide resolution structural information based on the reaction of the 2'-hydroxyl group of conformationally flexible nucleotides with electrophilic SHAPE reagents. However, SHAPE technology has been limited by the requirement that sites of RNA modification be
Eva J Archer et al.
Biochemistry, 52(18), 3182-3190 (2013-04-26)
We have developed a model for the secondary structure of the 1058-nucleotide plus-strand RNA genome of the icosahedral satellite tobacco mosaic virus (STMV) using nucleotide-resolution SHAPE chemical probing of the viral RNA isolated from virions and within the virion, perturbation
S Ursuegui et al.
Organic & biomolecular chemistry, 13(12), 3625-3632 (2015-02-12)
Isatoic anhydride derivatives, including a biotin and a disulfide linker were specifically designed for nucleic acid separation. 2'-OH selective RNA acylation, capture of biotinylated RNA adducts by streptavidin-coated magnetic beads and disulfide chemical cleavage led to isolation of highly enriched
Paul D Carlson et al.
Cell, 175(2), 600-600 (2018-10-06)
Chemical probing coupled to high-throughput sequencing offers a flexible approach to uncover many aspects of RNA structure relevant to its cellular function. With a wide variety of chemical probes available that each report on different features of RNA molecules, a
Wipapat Kladwang et al.
Biochemistry, 53(19), 3063-3065 (2014-04-29)
Chemical mapping experiments offer powerful information about RNA structure but currently involve ad hoc assumptions in data processing. We show that simple dilutions, referencing standards (GAGUA hairpins), and HiTRACE/MAPseeker analysis allow rigorous overmodification correction, background subtraction, and normalization for electrophoretic

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