N6-Methyladenosine

Product Name N6-Methyladenosine
Alternate Names Adenosine Impurities, Impurities of Adenosine
CAT No. CS-DL-00984
CAS No. 1867-73-8
Category Impurities
Stock IN-Stock
Mol. Wt. 281.27 g/mol
Mol. For. C₁₁H₁₅N₅O₄
Hazardous This is a Hazardous Compound
COA View Sample COA
MSDS View Sample MSDS
Parent API Adenosine
Canonical Smiles CNC1=C2C(=NC=N1)N(C=N2)C3C(C(C(O3)CO)O)O
InchIKey VQAYFKKCNSOZKM-IOSLPCCCSA-N
Inchl 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
IUPAC (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(methylamino)purin-9-yl]oxolane-3,4-diol
Controlled No
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N6-Methyladenosine (m6A) is a modified nucleotide that is present in RNA molecules. It is formed by the addition of a methyl group to the sixth position of the adenine base. This modification is the most prevalent internal modification in eukaryotic messenger RNA (mRNA), and is also found in other types of RNA such as transfer RNA (tRNA) and ribosomal RNA (rRNA). The function of m6A in mRNA is not fully understood, but it is believed to play a role in regulating mRNA stability, processing, and translation. The modification can be added or removed dynamically, and is regulated by a set of enzymes called “writers”, “erasers”, and “readers”. The writers are responsible for adding the methyl group, while the erasers remove it. The readers recognize and bind to the m6A modification, and can influence various aspects of mRNA metabolism. In addition to its role in RNA regulation, m6A has also been implicated in various diseases, including cancer and neurological disorders. Aberrant m6A levels have been observed in different types of cancer, and targeting the m6A pathway has emerged as a potential therapeutic strategy. From a chemical perspective, m6A is a relatively small modification, but it can have a significant impact on RNA structure and function. Its presence can affect base pairing, stacking interactions, and hydrogen bonding, which can in turn influence RNA folding and recognition by proteins. The study of m6A and its effects on RNA biology continues to be an active area of research.

Related Compounds

N6-Cyclohexyladenosine | N6-Formyl-adenosine | N6-Propargyladenosine | Adenosine EP Impurity A Potassium Salt | N-Benzoyl-5-O-[bis(4-methoxyphenyl)phenylmethyl]-2-O-(2-methoxyethyl)-adenosine | Dideoxy Adenosine | Adenosine EP Impurity A Hydrobromide | Adenosine 5'-Monophosphoramidate | N6-Benzyl-5-ethylcarboxamido Adenosine | Adenosine 5'-(3,4-diformylbenzoate) | N6-Benzyl Adenosine | Adenosine-3',5'-cyclic Monophosphate | ADENOSINE RIBOSE-1-D | Adenosine 5'-Triphosphate | N6-(2-Hydroxyethyl)-2'-deoxyadenosine | ADENOSINE RIBOSE-2-D |

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