490022-61-2

Basic information

• Product Name: 2-(2-deoxy-5-O-tosyl-β-D-erythro-pentofuranosyl)-6-methyl-1,2,4-triazin-3,5(2H,4H)-dione
• Synonyms: 2-(2-deoxy-5-O-tosyl-β-D-erythro-pentofuranosyl)-6-methyl-1,2,4-triazin-3,5(2H,4H)-dione
• CAS NO: 490022-61-2
• Molecular Weight: 397.409
• Mol File: 490022-61-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(2-deoxy-5-O-tosyl-β-D-erythro-pentofuranosyl)-6-methyl-1,2,4-triazin-3,5(2H,4H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-deoxy-5-O-tosyl-β-D-erythro-pentofuranosyl)-6-methyl-1,2,4-triazin-3,5(2H,4H)-dione(490022-61-2)
• EPA Substance Registry System: 2-(2-deoxy-5-O-tosyl-β-D-erythro-pentofuranosyl)-6-methyl-1,2,4-triazin-3,5(2H,4H)-dione(490022-61-2)

Safety Data

• Hazardous Substances Data: 490022-61-2(Hazardous Substances Data)

Upstream product

• 13410-30-5 2-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methyl-1,2,4-triazine-3,5(2H,4H)-dione 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 490022-74-7 2-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-3-[(N,N-dimethylamino)methylidene]amino-6-methyl-1,2,4-triazin-5(2H)-one 
• 490022-63-4 2,5'-anhydro-6-azathymidine 

Relevant articles and documents

6-Aza-2′-deoxyisocytidine: Synthesis, properties of oligonucleotides, and base-pair stability adjustment of DNA with parallel strand orientation

6-Aza-5-methyl-2′-deoxyisocytidine (1a) and 6-aza-2′-deoxyisocytidine (lb) have been synthesized, converted into phosphoramidite building blocks, and incorporated into oligodeoxynucleotides. The glycosylic bond stability of la,b under acidic conditions increases compared to that of 5-methyl-2′-deoxyisocytidine (2a) and 2′-deoxyisocytidine (2b). Oligonucleotides incorporating la or lb show an enhanced stability against the 3′-exonuclease snake-venom phosphodiesterase. The duplexes containing 6-azapyrimidine nucleosides la or lb have lower Tm values than duplexes containing 2a or 2b with either antiparallel or parallel chain orientation. This was used to adjust the stability of the tridentate M5iCd-dG base pair to the level of the bidentate reverse Watson-Crick dA-dT pair.