913839
2-Methylnicotinic acid imidazolide
Synonym(s):
(1H-imidazol-1-yl)(2-methylpyridin-3-yl)methanone, 1H-Imidazol-1-yl(2-methyl-3-pyridinyl)methanone, 3-(1H-imidazole-1-carbonyl)-2-methylpyridine, NAI, RNA SHAPE probe, RNA structure probe, mNAI
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About This Item
Empirical Formula (Hill Notation):
C10H9N3O
CAS Number:
Molecular Weight:
187.20
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.22
form
powder
Quality Level
mp
68-72 °C
storage temp.
2-8°C
SMILES string
[n]2(cncc2)C(=O)c1c(nccc1)C
InChI
1S/C10H9N3O/c1-8-9(3-2-4-12-8)10(14)13-6-5-11-7-13/h2-7H,1H3
InChI key
OWQPEDNXDCVXJO-UHFFFAOYSA-N
Application
2-Methylnicotinic acid imidazolide (NAI or mNAI) is an RNA SHAPE probe for live-cell RNA structure profiling. SHAPE -- or selective 2′-hydroxyl acylation analyzed by primer extension -- uses small, electrophilic chemical probes to react with the 2′-hydroxyl group and provides insight to RNA structure and its dynamics in varied cells states or in cells with gene knockouts. It has also been extended to the SHALiPE approach, selective 2′-hydroxyl acylation with lithium ion-based primer extension.
Other Notes
Conditional control of RNA-guided nucleic acid cleavage and gene editing
Guidelines for SHAPE Reagent Choice and Detection Strategy for RNA Structure Probing Studies
SnapShot: RNA Structure Probing Technologies
Structural Analysis using SHALiPE to Reveal RNA G-Quadruplex Formation in Human Precursor MicroRNA
Determination of in vivo RNA structure in low-abundance transcripts
Guidelines for SHAPE Reagent Choice and Detection Strategy for RNA Structure Probing Studies
SnapShot: RNA Structure Probing Technologies
Structural Analysis using SHALiPE to Reveal RNA G-Quadruplex Formation in Human Precursor MicroRNA
Determination of in vivo RNA structure in low-abundance transcripts
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Robert C Spitale et al.
Nature chemical biology, 9(1), 18-20 (2012-11-28)
RNA structure has important roles in practically every facet of gene regulation, but the paucity of in vivo structural probes limits current understanding. Here we design, synthesize and demonstrate two new chemical probes that enable selective 2'-hydroxyl acylation analyzed by
Shao-Ru Wang et al.
Nature communications, 11(1), 91-91 (2020-01-05)
Prokaryotes use repetitive genomic elements termed CRISPR (clustered regularly interspaced short palindromic repeats) to destroy invading genetic molecules. Although CRISPR systems have been widely used in DNA and RNA technology, certain adverse effects do occur. For example, constitutively active CRISPR
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