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
MDL number:
UNSPSC Code:
12352119
NACRES:
NA.22
form
powder
mp
204.5 °C
storage temp.
2-8°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
related product
Product No.
Description
Pricing
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
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
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
Kevin A Wilkinson et al.
RNA (New York, N.Y.), 15(7), 1314-1321 (2009-05-22)
Hydroxyl-selective electrophiles, including N-methylisatoic anhydride (NMIA) and 1-methyl-7-nitroisatoic anhydride (1M7), are broadly useful for RNA structure analysis because they react preferentially with the ribose 2'-OH group at conformationally unconstrained or flexible nucleotides. Each nucleotide in an RNA has the potential
Jacob K Grohman et al.
Journal of the American Chemical Society, 133(50), 20326-20334 (2011-12-01)
Higher-order structure influences critical functions in nearly all noncoding and coding RNAs. Most single-nucleotide resolution RNA structure determination technologies cannot be used to analyze RNA from scarce biological samples, like viral genomes. To make quantitative RNA structure analysis applicable to
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