2140-67-2
Chemical Structure
N2,N2-Dimethylguanosine
- CAS No.: 2140-67-2
- Formula:C12H17N5O5
- Molecular Weight:311.29
IUPAC Name: 9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-(dimethylamino)-1,9-dihydro-6H-purin-6-one
InChIKey: RSPURTUNRHNVGF-IOSLPCCCSA-N
SMILES: OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N(C=N2)C3=C2C(NC(N(C)C)=N3)=O)O1
Biological Activity: N2,N2-Dimethylguanosine is a methylated modified nucleoside present in RNA and serves as a structural modification component of tRNA. N2,N2-Dimethylguanosine inhibits reverse transcriptase-mediated cDNA synthesis and is one of the key modifications affecting sequencing efficiency in high-throughput RNA sequencing. N2,N2-Dimethylguanosine can be selectively demethylated at one methyl group by AlkB mutant enzymes (such as D135S/L118V) and converted to N2-methylguanosine, thereby reducing the inhibition of reverse transcription[1][2].
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N2,N2-Dimethylguanosine | 99.40% | N2,N2-Dimethylguanosine is a methylated modified nucleoside present in RNA and serves as a structural modification component of tRNA. N2,N2-Dimethylguanosine inhibits reverse transcriptase-mediated cDNA synthesis and is one of the key modifications affecting sequencing efficiency in high-throughput RNA sequencing. N2,N2-Dimethylguanosine can be selectively demethylated at one methyl group by AlkB mutant enzymes (such as D135S/L118V) and converted to N2-methylguanosine, thereby reducing the inhibition of reverse transcription. | ||||||||||||||||||||
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N2,N2-Dimethylguanosine (Standard) | ≥98% | N2,N2-Dimethylguanosine (Standard) is the analytical standard of N2,N2-Dimethylguanosine. This product is intended for research and analytical applications. N2,N2-Dimethylguanosine is an urinary nucleoside, a primary degradation product of tRNA. | ||||||||||||||||||||
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References
- [1]. Pallan PS, et al. Effects of N2,N2-dimethylguanosine on RNA structure and stability: crystal structure of an RNA duplex with tandem m2 2G:A pairs. RNA. 2008 Oct;14(10):2125-35. [Content Brief]
- [2]. Dai Q, et al. Selective Enzymatic Demethylation of N2 ,N2 -Dimethylguanosine in RNA and Its Application in High-Throughput tRNA Sequencing. Angew Chem Int Ed Engl. 2017;56(18):5017-5020. [Content Brief]
