908401
1-Methyl-7-nitroisatoic anhydride
Synonym(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
Empirical Formula (Hill Notation):
C9H6N2O5
CAS Number:
Molecular Weight:
222.15
UNSPSC Code:
12352119
NACRES:
NA.22
MDL number:
Form:
powder
form
powder
mp
204.5 °C
storage temp.
2-8°C
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
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
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Katherine E Deigan et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(1), 97-102 (2008-12-26)
Almost all RNAs can fold to form extensive base-paired secondary structures. Many of these structures then modulate numerous fundamental elements of gene expression. Deducing these structure-function relationships requires that it be possible to predict RNA secondary structures accurately. However, RNA
Scott P Hennelly et al.
Nucleic acids research, 39(6), 2416-2431 (2010-11-26)
Riboswitches are non-coding RNAs that control gene expression by sensing small molecules through changes in secondary structure. While secondary structure and ligand interactions are thought to control switching, the exact mechanism of control is unknown. Using a novel two-piece assay
Anthony M Mustoe et al.
Cell, 173(1), 181-195 (2018-03-20)
mRNAs can fold into complex structures that regulate gene expression. Resolving such structures de novo has remained challenging and has limited our understanding of the prevalence and functions of mRNA structure. We use SHAPE-MaP experiments in living E. coli cells to