588698-75-3

Basic information

• Product Name: 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine
• Synonyms: 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine
• CAS NO: 588698-75-3
• Molecular Weight: 697.907
• Mol File: 588698-75-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine(CAS DataBase Reference)
• NIST Chemistry Reference: 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine(588698-75-3)
• EPA Substance Registry System: 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine(588698-75-3)

Safety Data

• Hazardous Substances Data: 588698-75-3(Hazardous Substances Data)

Upstream product

• 401812-98-4 3’,5’-O-bis(t-butylsilyl)-2’-O-(t-butyldimethylsilyl)-N6-benzoyladenosine 
• 212375-93-4 3’,5’-O-bis(t-butylsilyl)-2’-O-(t-butyldimethylsilyl)adenosine 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 1867-73-8 N⁶-methyladenosine 
• 588698-71-9 5'-O-(4,4'-dimethoxytrityl)-N⁶-methyladenosine 
• 71118-24-6 N⁶-acetyl-2',3',5'-tri-O-acetyl-N⁶-methyladenosine 
• 7387-58-8 6-N-2',3',5'-tri-O-tetraacetyladenosine 
• 58-61-7 adenosine 
• 74465-47-7 (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-bromo-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate 

Relevant articles and documents

Identification of a selective polymerase enables detection of N 6-methyladenosine in RNA

N6-methyladenosine (m6A) is the most abundant mRNA modification and has important links to human health. While recent studies have successfully identified thousands of mammalian RNA transcripts containing the modification, it is extr

NMR analyses on N-hydroxymethylated nucleobases-implications for formaldehyde toxicity and nucleic acid demethylases

Formaldehyde is produced in cells by enzyme-catalysed demethylation reactions, including those occurring on N-methylated nucleic acids. Formaldehyde reacts with nucleobases to form N-hydroxymethylated adducts that may contribute to its toxicity/carcinogenicity when added exogenously, but the chemistry of these reactions has been incompletely defined. We report NMR studies on the reactions of formaldehyde with canonical/modified nucleobases. The results reveal that hydroxymethyl hemiaminals on endocyclic nitrogens, as observed with thymidine and uridine monophosphates, are faster to form than equivalent hemiaminals on exocyclic nitrogens; however, the exocyclic adducts, as formed with adenine, guanine and cytosine, are more stable in solution. Nucleic acid demethylase (FTO)-catalysed hydroxylation of (6-methyl)adenosine results in (6-hydroxymethyl)adenosine as the major observed product; by contrast no evidence for a stable 3-hydroxymethyl adduct was accrued with FTO-catalysed oxidation of (3-methyl)thymidine. Collectively, our results imply N-hydroxymethyled adducts of nucleic acid bases, formed either by reactions with formaldehyde or via demethylase catalysis, have substantially different stabilities, with some being sufficiently stable to have functional roles in disease or the regulation of nucleic acid/nucleobase activity.