CAS 1867-73-8

N6-Methyladenosine

Description:

N6-Methyladenosine (m6A) is a naturally occurring methylated nucleoside derivative of adenosine, characterized by the addition of a methyl group at the nitrogen-6 position of the adenine base. It plays a crucial role in various biological processes, particularly in the regulation of RNA metabolism, including splicing, translation, and degradation. This modification is prevalent in eukaryotic mRNA and is involved in the regulation of gene expression, influencing processes such as cell differentiation, development, and response to environmental stimuli. The presence of m6A can affect RNA stability and localization, as well as the interaction of RNA with proteins and other molecules. The enzyme methyltransferase is responsible for the addition of the methyl group, while demethylases can remove it, highlighting the dynamic nature of this modification. Research into m6A has expanded significantly, revealing its implications in various diseases, including cancer, making it a significant focus in molecular biology and therapeutic development.

Formula: C₁₁H₁₅N₅O₄

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: O[C@H]1[C@H](N2C=3C(N=C2)=C(NC)N=CN3)O[C@H](CO)[C@H]1O

Synonyms:

• (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-Methyladenosine
• 6-Methylamino-9-β-<span class="text-smallcaps">D</span>-ribofuranosylpurine
• 6-Methylaminopurine <span class="text-smallcaps">D</span>-riboside
• 6-Methylaminopurine ribonucleoside
• 6-Methylaminopurine riboside
• 9-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-N⁶-methylaminopurine
• Adenosine, N-methyl-
• N-Methyladenosine
• N-methyl-9-alpha-L-ribofuranosyl-9H-purin-6-amine
• N-methyl-9-pentofuranosyl-9H-purin-6-amine
• N⁶-Methyladenosine
• NSC 29409

6-​Methylamino-​9-​β-​D-​ribofuranosylpurine

CAS: 1867-73-8

Formula: C₁₁H₁₅N₅O₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 281.2679

Ref: IN-DA007S6D

N6-methyladenosine

CAS: 1867-73-8

N6-methyladenosine

Purity: ≥95%

Molecular weight: 281.27g/mol

Ref: 54-BUP16066

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-(Methylamino)-9H-Purin-9-Yl)Tetrahydrofuran-3,4-Diol

CAS: 1867-73-8

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-(Methylamino)-9H-Purin-9-Yl)Tetrahydrofuran-3,4-Diol

Purity: 97%

Molecular weight: 281.27g/mol

Ref: 54-OR1028828

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-(methylamino)-9H-purin-9-yl)tetrahydrofuran-3,4-diol

CAS: 1867-73-8

Purity: 95.0%

Color and Shape: Solid

Molecular weight: 281.2720031738281

Ref: 10-F384967

N6-methyladenosine

CAS: 1867-73-8

N6-methyladenosine (NSC-29409), a methylated adenine residue, is an endogenous urinary nucleoside product of the degradation of transfer ribonucleic acid (tRNA)

Formula: C₁₁H₁₅N₅O₄

Purity: 97.43% - 99.66%

Color and Shape: Solid

Molecular weight: 281.27

Ref: TM-T6599

Adenosine Impurity 7

CAS: 1867-73-8

Formula: C₁₁H₁₅N₅O₄

Molecular weight: 281.27

Ref: 4Z-A-267017

N6-Methyladenosine

Controlled Product

CAS: 1867-73-8

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

Formula: C₁₁H₁₅N₅O₄

Color and Shape: Off-White

Molecular weight: 281.27

Ref: TR-M275895

N6-Methyladenosine-13C

Controlled Product

CAS: 1867-73-8

Formula: C₁₀₁₃CH₁₅N₅O₄

Color and Shape: Off-White

Molecular weight: 286.26

Ref: TR-M275896

N6-Methyladenosine

CAS: 1867-73-8

N6-methyladenosine (m6A) is a modified form of adenosine that contains a methyl group at the N6 position and has a high importance in epigenetics. Among other nucleoside modifications found in mRNA, N6-methyladenosine is the most common and abundant in eukaryotes, and is related to some cancers and viral infections (Huafei, 2020). Moreover, N6-methyladenoside has been reported to regulate RNA abundance in the SARS-CoV-2 infection (Zhang, 2021)

Formula: C₁₁H₁₅N₅O₄

Purity: Min. 98.0 Area-%

Color and Shape: White Powder

Molecular weight: 281.27 g/mol

Ref: 3D-NM32281

N6-Methyladenosine

CAS: 1867-73-8

Formula: C₁₁H₁₅N₅O₄

Molecular weight: 281.27

Ref: ST-EA-CP-A88018