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913839

Sigma-Aldrich

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:
1055970-47-2
Molecular Weight:
187.20
MDL number:
MFCD25954959
UNSPSC Code:
12352106
NACRES:
NA.22

form

powder

Quality Level

100

mp

68-72 °C

storage temp.

2-8°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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6910
MKCV1897
MKCS2751
MKCQ2936

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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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