SMB00939

1-Methyladenosine

≥95% (HPLC)

• Synonym(s): 1-Methyladenosine, N¹-Methyladenosine
• Empirical Formula (Hill Notation): C₁₁H₁₅N₅O₄
• CAS Number: 15763-06-1
• Molecular Weight: 281.27
• UNSPSC Code: 12352123
• NACRES: NA.79
• MDL number: MFCD00038421

Properties

• Quality Segment: 100
• assay: ≥95% (HPLC)
• form: solid
• color: white
• storage temp.: -10 to -25°C
• SMILES string: CN1C=Nc2c(ncn2[C@@H]3O[C@@H](CO)[C@H](O)[C@@H]3O)C1=N
• InChI: 1S/C11H15N5O4/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/m1/s1
• InChI key: GFYLSDSUCHVORB-IOSLPCCCSA-N

Description

General description

1-Methyladenosine is an RNA modification that arises through distinct processes, including enzymatic catalysis and the alkylation of RNA by specific agents.

1-Methyladenosine, also known as M1A, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. 1-Methyladenosine is a strong basic compound (based on its pKa). Precise m6A mapping by m6A-CLIP/IP (briefly m6A-CLIP) revealed that a majority of m6A locates in the last exon of mRNAs in multiple tissues/cultured cells of mouse and human, and the m6A enrichment around stop codons is a coincidence that many stop codons locate round the start of last exons where m6A is truly enriched. The methylation of adenosine is directed by a large m6A methyltransferase complex containing METTL3 as the SAM-binding sub-unit. Insulin-like growth factor-2 mRNA-binding proteins 1, 2, and 3 (IGF2BP1–3) are reported as a novel class of m6A readers.

Application

1-Methyladenosine, a modified nucleoside produced during tRNA processing by methyltransferases, has garnered attention as a potential biomarker for early cancer detection due to its elevated urinary excretion in various cancer forms. Additionally, its presence can be monitored in serum. Moreover, 1-Methyladenosine levels rise during active rheumatoid arthritis, making it a promising indicator for this condition. It finds application in research pertaining to cancer, autoimmune diseases, metabolomics, biomarker discovery and drug discovery studies.

Other Notes

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Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable