N6-Methyladenosine

CAS: 1867-73-8

Ref. TR-M275895

Product Information

• Name: N6-Methyladenosine
• Synonyms: 6-Methyladenosine, N-methyladenosine, 6-Methylamino-9-ß-D-ribofuranosylpurine, 6-Methylaminopurine D-riboside, 6-Methylaminopurine ribonucleoside, 6-Methylaminopurine riboside, 9-ß-D-Ribofuranosyl-N6-methylaminopurine, N-Methyladenosine, NSC 29409, (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methylaminopurin-9-yl)oxolane-3,4-diol, 2-(Hydroxymethyl)-5-(6-methylaminopurin-9-yl)oxolane-3,4-diol, 6-Methylamino-9-β-<span class="text-smallcaps">D</span>-ribofuranosylpurine, 6-Methylaminopurine <span class="text-smallcaps">D</span>-riboside, 9-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-N⁶-methylaminopurine, Adenosine, N-methyl-, N-methyl-9-alpha-L-ribofuranosyl-9H-purin-6-amine, N-methyl-9-pentofuranosyl-9H-purin-6-amine, N⁶-Methyladenosine

Description

Applications N6-Methyladenosine is the most common internal modification of eukaryotic mRNA. The result of this modification is specifically recognized mRNA in the cytoplasm which regulates mRNA stability.N6-Methyladenosine is made when a protein complex containin the writer enzyme METTL3 adds a methyl group to adenosine. Two different eraser enzymes ALKBH5 and FTO can remove a methyl group to turn m6A bach into adenosine.
References Miura, G. et al.: Nat. Chem. Biol., 11, 903 (2015); Deng, X. et al.: Nucl. Acids Res., 43, 6557 (2015); Chem. and Eng. News, p.35, Feb. 18, 2019

• Brand: TRC

Chemical properties

• Molecular weight: 281.27
• Formula: C₁₁H₁₅N₅O₄
• Color/Form: Off-White
• InChI: InChI=1S/C11H15N5O4/c1-12-9-6-10(14-3-13-9)16(4-15-6)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11,17-19H,2H2,1H3,(H,12,13,14)/t5-,7-,8-,11-/m1/s1
• InChI key: InChIKey=VQAYFKKCNSOZKM-IOSLPCCCSA-N
• SMILES: CNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O