666227-05-0

Basic information

• Product Name: 2-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-6-{[(dimethylamino)methylidene]amino}-2H-pyrazolo[3,4-d]pyrimidin-4-one
• Synonyms: 2-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-6-{[(dimethylamino)methylidene]amino}-2H-pyrazolo[3,4-d]pyrimidin-4-one
• CAS NO: 666227-05-0
• Molecular Weight: 624.696
• Mol File: 666227-05-0.mol

Chemical Properties

• CAS DataBase Reference: 2-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-6-{[(dimethylamino)methylidene]amino}-2H-pyrazolo[3,4-d]pyrimidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-6-{[(dimethylamino)methylidene]amino}-2H-pyrazolo[3,4-d]pyrimidin-4-one(666227-05-0)
• EPA Substance Registry System: 2-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-6-{[(dimethylamino)methylidene]amino}-2H-pyrazolo[3,4-d]pyrimidin-4-one(666227-05-0)

Safety Data

• Hazardous Substances Data: 666227-05-0(Hazardous Substances Data)

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 666227-03-8 2-(2-deoxy-β-D-erythro-pentofuranosyl)-6-{[(dimethylamino)methylidene]amino}-2H-pyrazolo[3,4-d]pyrimidin-4-one 
• 109737-94-2 6-Amino-2-(2'-deoxy-β-D-erythro-pentofuranosyl)-2H-pyrazolo<3,4-d>pyrimidin-4(5H)-one 

Relevant articles and documents

Oligonucleotide duplexes containing N8-glycosylated 8-aza-7-deazaguanine and self-assembly of 8-aza-7-deazapurines on the nucleoside and the oligomeric level.

The 8-aza-7-deazaguanine N8-(2'-deoxy-beta-D-ribofuranoside) (1) was synthesized, converted into the phosphoramidite 4 and incorporated into oligonucleotides. Nucleoside 1 forms stable base pairs with 2'-deoxy-5-methylisocytidine in DNA with antiparallel chain orientation (aps) and with 2'-deoxycytidine in duplexes with parallel chains (ps). According to the CD spectra self-complementary oligonucleotides d(1-m5isoC)3 and d(1-C), form autonomous DNA-structures. Neither the nucleoside 1 nor the regularly linked 8-aza-7-deaza-2'-deoxyguanosine form G-like tetrads while the regularly linked 8-aza-7-deaza-2'-deoxyisoguanosine gives higher molecular assemblies which are destroyed by bulky 7-bromo substituents. This was verified on monomeric nucleosides by ESI-MS spectrometry and on oligonucleotides by HPLC analysis.