{"product_id":"n6-methyladenosine-cas-1867-73-8","title":"N6-Methyladenosine | CAS 1867-73-8 | ≥97%","description":"\u003cdiv style=\"margin-bottom: 28px;\"\u003e\n\u003cdiv style=\"background: #002147; padding: 10px 20px; margin-bottom: 0;\"\u003e\u003ch3 style=\"margin: 0; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.70em; font-weight: bold; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eTechnical Specifications\u003c\/h3\u003e\u003c\/div\u003e\n\u003ctable style=\"width: 100%; border-collapse: collapse; font-size: 0.95em; border: 1px solid #e4e8f0; border-top: none; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif;\"\u003e\u003ctbody\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eCAS Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e1867-73-8\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMDL Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eMFCD00005739\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eSMILES\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0; word-break: break-all;\"\u003eCNC1=C2C(=NC=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eInChI\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0; word-break: break-all;\"\u003eInChI=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\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eInChIKey\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0; word-break: break-all;\"\u003eVQAYFKKCNSOZKM-IOSLPCCCSA-N\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003ePubChem CID\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e102175\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMolecular Formula\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eC₁₁H₁₅N₅O₄\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMolecular Weight\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e281.27 g\/mol\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003ePurity\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e≥97%\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003ePhysical Form\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eSolid\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eHS Code\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e2934.99\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eShelf Life\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eRetest period: 36 months from date of manufacture\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eStorage Conditions\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333;\"\u003eStore at 2–8 °C in a tightly sealed container.\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003c\/tbody\u003e\u003c\/table\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"margin-bottom: 28px;\"\u003e\n\u003cdiv style=\"background: #002147; padding: 10px 20px; margin-bottom: 0;\"\u003e\u003ch3 style=\"margin: 0; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.70em; font-weight: bold; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eProduct Description \u0026amp; Scientific Applications\u003c\/h3\u003e\u003c\/div\u003e\n\u003cdiv style=\"padding: 16px 20px; border: 1px solid #e4e8f0; border-top: none; font-family: Georgia, 'Times New Roman', serif; font-size: 0.95em; line-height: 1.65; color: #333;\"\u003e\u003cdiv\u003e\n\u003cp\u003e\u003cstrong\u003eN6-Methyladenosine\u003c\/strong\u003e (m\u003csup\u003e6\u003c\/sup\u003eA) is adenosine with a methyl group on the 6-amino group of the adenine base. It is the most prevalent internal modification of mRNA in higher eukaryotes. An early study looked at mRNA from hepatoma cells and found that the nucleosides methylated on the base were mainly N6-methyladenosine. Two transcriptome-wide methods, m\u003csup\u003e6\u003c\/sup\u003eA-seq and MeRIP-seq, combine antibody capture of methylated RNA with high-throughput sequencing. They found m\u003csup\u003e6\u003c\/sup\u003eA in the mRNAs of thousands of human and mouse genes, with sites concentrated near stop codons.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003eFormation in RNA.\u003c\/strong\u003e In mammalian cells, m\u003csup\u003e6\u003c\/sup\u003eA is added to nuclear RNAs by a methyltransferase complex whose core is a stable heterodimer of METTL3 and METTL14. The methyl group comes from S-adenosylmethionine (SAM). Crystal structures of the METTL3–METTL14 methyltransferase domains show SAM bound in the catalytic site. In one study, the enzymes were given SAM whose methyl group was labelled with deuterium, and the m\u003csup\u003e6\u003c\/sup\u003eA they formed carried the label. In mammalian mRNA, methylation takes place within the consensus sequence Pu[G\u0026gt;A]m\u003csup\u003e6\u003c\/sup\u003eAC[A\/C\/U] (Pu = purine), although only some of the sequences that match this pattern carry m\u003csup\u003e6\u003c\/sup\u003eA.\u003c\/p\u003e\n\u003cdiv style=\"margin:8px 0 18px 0;\"\u003e\n\u003cdiv style=\"display:flex;flex-wrap:wrap;align-items:center;justify-content:flex-start;gap:2px;\"\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"112px\" height=\"160px\" viewbox=\"0 0 112 160\"\u003e\u003cpath d=\"M 100.9,62.4 L 100.9,49.6\"\u003e\u003c\/path\u003e\u003cpath d=\"M 98.0,60.7 L 98.0,49.6\"\u003e\u003c\/path\u003e\u003cpath d=\"M 96.7,40.5 L 84.1,33.2\"\u003e\u003c\/path\u003e\u003cpath d=\"M 84.1,33.2 L 67.2,43.0\"\u003e\u003c\/path\u003e\u003cpath d=\"M 84.1,36.6 L 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0;\"\u003e\u003cem\u003eFormation of N6-methyladenosine (m\u003csup\u003e6\u003c\/sup\u003eA, right) from adenosine (left) by the METTL3–METTL14 methyltransferase complex, with S-adenosylmethionine (SAM) as the methyl donor. In RNA the reaction takes place on adenosine residues; the structures are drawn as nucleosides.\u003c\/em\u003e\u003c\/p\u003e\n\u003c\/div\u003e\n\u003cp\u003e\u003cstrong\u003eRemoval by oxidative demethylation.\u003c\/strong\u003e The modification is reversible. In one study, the enzyme FTO removed the methyl group from m\u003csup\u003e6\u003c\/sup\u003eA in RNA by oxidation in vitro. In the same study, lowering FTO levels in human cells raised the amount of m\u003csup\u003e6\u003c\/sup\u003eA in mRNA, and overexpressing FTO lowered it. A later study reported a second mammalian demethylase, ALKBH5, which removes the methyl group from m\u003csup\u003e6\u003c\/sup\u003eA in mRNA by oxidation, both in vitro and in vivo. One study showed that FTO, an Fe(II)- and α-ketoglutarate-dependent enzyme, oxidises m\u003csup\u003e6\u003c\/sup\u003eA first to N6-hydroxymethyladenosine and then to N6-formyladenosine, and that both break down to adenosine in water. 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Both products break down to adenosine in water; the last arrow shows this for N6-formyladenosine. In RNA the reactions take place on m\u003csup\u003e6\u003c\/sup\u003eA residues; the structures are drawn as nucleosides.\u003c\/em\u003e\u003c\/p\u003e\n\u003c\/div\u003e\n\u003cp\u003e\u003cstrong\u003eReader proteins.\u003c\/strong\u003e In one study, the human reader protein YTHDF2 bound m\u003csup\u003e6\u003c\/sup\u003eA-containing mRNA through its C-terminal domain. Its N-terminal domain took the bound mRNA from the pool available for translation to sites of mRNA decay, such as processing bodies. m\u003csup\u003e6\u003c\/sup\u003eA has been reported to affect the localisation, stability, translation and splicing of mRNA.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003eDimroth rearrangement.\u003c\/strong\u003e Under alkaline conditions at elevated temperatures, 1-methyladenosine (m\u003csup\u003e1\u003c\/sup\u003eA) rearranges to N6-methyladenosine. 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sans-serif;fill:#000;stroke:none\"\u003eO\u003c\/text\u003e\u003ctext x=\"78.1\" y=\"115.2\" style=\"font:12px sans-serif;fill:#000;stroke:none\"\u003eH\u003c\/text\u003e\u003c\/svg\u003e\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cp style=\"font-size:12px;margin:4px 0 0 0;\"\u003e\u003cem\u003eDimroth rearrangement of 1-methyladenosine (m\u003csup\u003e1\u003c\/sup\u003eA, left) to N6-methyladenosine (m\u003csup\u003e6\u003c\/sup\u003eA, right) under alkaline conditions at elevated temperatures. m\u003csup\u003e1\u003c\/sup\u003eA is drawn as the imino form given by PubChem.\u003c\/em\u003e\u003c\/p\u003e\n\u003c\/div\u003e\n\u003cp\u003e\u003cstrong\u003eModified RNA and immune sensors.\u003c\/strong\u003e In one study, RNA containing m\u003csup\u003e6\u003c\/sup\u003eA, made by in vitro transcription, was less able to stimulate the RNA sensor TLR3 and did not stimulate TLR7 or TLR8. 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Of the modifications tested, only those on uridine stopped this activation.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003eAnalytical standard.\u003c\/strong\u003e Pure m\u003csup\u003e6\u003c\/sup\u003eA has been used, together with pure adenosine, to build standard curves for measuring the m\u003csup\u003e6\u003c\/sup\u003eA\/A ratio in mRNA by LC-MS\/MS.\u003c\/p\u003e\n\u003c\/div\u003e\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"margin-bottom: 28px;\"\u003e\n\u003cdiv style=\"background: #002147; padding: 10px 20px; margin-bottom: 0;\"\u003e\u003ch3 style=\"margin: 0; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.70em; font-weight: bold; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eShipping Destinations\u003c\/h3\u003e\u003c\/div\u003e\n\u003cdiv style=\"border: 1px solid #e4e8f0; border-top: none; padding: 12px 16px; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.95em;\"\u003e\u003cul style=\"margin: 0; padding: 0; list-style: none;\"\u003e\n\u003cli style=\"padding: 5px 0; border-bottom: 1px solid #f0f0f0;\"\u003e\n\u003cspan style=\"display: inline-block; width: 7px; height: 7px; background: #002147; border-radius: 50%; margin-right: 10px; vertical-align: middle;\"\u003e\u003c\/span\u003eEU \u0026amp; UK: Priority delivery, 2–5 business days.\u003c\/li\u003e\n\u003cli style=\"padding: 5px 0; border-bottom: 1px solid #f0f0f0;\"\u003e\n\u003cspan style=\"display: inline-block; width: 7px; height: 7px; background: #002147; border-radius: 50%; margin-right: 10px; vertical-align: middle;\"\u003e\u003c\/span\u003eUnited States (DDP): 3–7 business days, duties and taxes prepaid.\u003c\/li\u003e\n\u003cli style=\"padding: 5px 0; border-bottom: 1px solid #f0f0f0;\"\u003e\n\u003cspan style=\"display: inline-block; width: 7px; height: 7px; background: #002147; border-radius: 50%; margin-right: 10px; vertical-align: middle;\"\u003e\u003c\/span\u003eEFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.\u003c\/li\u003e\n\u003cli style=\"padding: 5px 0; border-bottom: 1px solid #f0f0f0;\"\u003e\n\u003cspan style=\"display: inline-block; width: 7px; height: 7px; background: #002147; border-radius: 50%; margin-right: 10px; vertical-align: middle;\"\u003e\u003c\/span\u003eWorldwide: 7–14 business days, selected locations.\u003c\/li\u003e\n\u003c\/ul\u003e\u003c\/div\u003e\n\u003c\/div\u003e","brand":"NorrChemica™","offers":[{"title":"250 mg","offer_id":55166596874577,"sku":"NOR-1867738-250mg","price":49.2,"currency_code":"EUR","in_stock":true},{"title":"1.0 g","offer_id":55361943109969,"sku":"NOR-1867738-1g","price":98.2,"currency_code":"EUR","in_stock":true},{"title":"5.0 g","offer_id":55166596907345,"sku":"NOR-1867738-5g","price":329.2,"currency_code":"EUR","in_stock":true},{"title":"10 g","offer_id":55361950908753,"sku":"NOR-1867738-10g","price":598.2,"currency_code":"EUR","in_stock":false},{"title":"25 g","offer_id":55166596940113,"sku":"NOR-1867738-25g","price":1089.2,"currency_code":"EUR","in_stock":true}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/0954\/6357\/1793\/files\/N6-Methyladenosine.png?v=1792268659","url":"https:\/\/www.norrchemica.com\/products\/n6-methyladenosine-cas-1867-73-8","provider":"NorrChemica","version":"1.0","type":"link"}