908401
1-Methyl-7-nitroisatoic anhydride
别名:
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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关于此项目
经验公式（希尔记法）:
C9H6N2O5
化学文摘社编号:
分子量:
222.15
UNSPSC Code:
12352119
NACRES:
NA.22
MDL number:
Form:
powder
SMILES string
[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
InChI key
MULNCJWAVSDEKJ-UHFFFAOYSA-N
form
powder
mp
204.5 °C
storage temp.
2-8°C
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.
Other Notes
Pervasive Regulatory Functions of mRNA Structure Revealed by High-Resolution SHAPE Probing
SnapShot: RNA Structure Probing Technologies
Detection of RNA-Protein Interactions in Living Cells with SHAPE
Standardization of RNA Chemical Mapping Experiments
In-cell RNA structure probing with SHAPE-MaP
A Fast-Acting Reagent for Accurate Analysis of RNA Secondary and Tertiary Structure by SHAPE Chemistry
SnapShot: RNA Structure Probing Technologies
Detection of RNA-Protein Interactions in Living Cells with SHAPE
Standardization of RNA Chemical Mapping Experiments
In-cell RNA structure probing with SHAPE-MaP
A Fast-Acting Reagent for Accurate Analysis of RNA Secondary and Tertiary Structure by SHAPE Chemistry
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
Pablo Cordero et al.
Methods in molecular biology (Clifton, N.J.), 1086, 53-77 (2013-10-19)
Chemical mapping is a widespread technique for structural analysis of nucleic acids in which a molecule's reactivity to different probes is quantified at single nucleotide resolution and used to constrain structural modeling. This experimental framework has been extensively revisited in
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
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
Matthew J Smola et al.
Biochemistry, 54(46), 6867-6875 (2015-11-07)
SHAPE-MaP is unique among RNA structure probing strategies in that it both measures flexibility at single-nucleotide resolution and quantifies the uncertainties in these measurements. We report a straightforward analytical framework that incorporates these uncertainties to allow detection of RNA structural
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