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Merck

908401

Sigma-Aldrich

1-Methyl-7-nitroisatoic anhydride

Synonym(e):

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

Empirische Formel (Hill-System):
C9H6N2O5
CAS-Nummer:
Molekulargewicht:
222.15
MDL-Nummer:
UNSPSC-Code:
12352119
NACRES:
NA.22

Form

powder

mp (Schmelzpunkt)

204.5 °C

Lagertemp.

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

InChIKey

MULNCJWAVSDEKJ-UHFFFAOYSA-N

Anwendung

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.

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Preisangaben

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°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
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
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

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