676132-95-9

Basic information

• Product Name: 1-[2,3-dideoxy-6-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-3-phthalimido-α-D-arabino-hexofuranosyl]thymine
• Synonyms: 1-[2,3-dideoxy-6-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-3-phthalimido-α-D-arabino-hexofuranosyl]thymine
• CAS NO: 676132-95-9
• Molecular Weight: 818.011
• Mol File: 676132-95-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-[2,3-dideoxy-6-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-3-phthalimido-α-D-arabino-hexofuranosyl]thymine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2,3-dideoxy-6-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-3-phthalimido-α-D-arabino-hexofuranosyl]thymine(676132-95-9)
• EPA Substance Registry System: 1-[2,3-dideoxy-6-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-3-phthalimido-α-D-arabino-hexofuranosyl]thymine(676132-95-9)

Safety Data

• Hazardous Substances Data: 676132-95-9(Hazardous Substances Data)

Upstream product

• 676132-92-6 2-[(2S,3R,5S)-2-((R)-1,2-Dihydroxy-ethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-isoindole-1,3-dione 
• 133488-19-4 1-(5,6-Di-O-acetyl-2,3-dideoxy-3-phthalimido-α-D-arabino-hexafuranosyl)thymine 

Downstream Products

• 676132-96-0 2-[(2S,3R,5S)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-hydroxy-ethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-isoindole-1,3-dione 

Relevant articles and documents

Synthesis and incorporation of an α-hexofuranosyl thymidine into oligodeoxynucleotides via its two exocyclic OH-groups

1-(2,3-Dideoxy-3-amino-α-D-arabino-hexofuranosyl)thymine is considered as a conformationally restricted acyclic nucleoside using the furanose ring to link the diol backbone to the nucleobase. The appropriately substituted phosphoramidites were synthesised via 1-(5,6-di-O-acetyl-2,3- dideoxy-3-phthalimido-α-D-arabino-hexofuranosyl)thymine and used in oligodeoxynucleotide (ODN) synthesis. However, the binding affinity of the mixed ODNs towards complementary DNA and RNA was decreased compared to the wild-type oligos. The decrease was smaller when the monomer was inserted near the end of the sequence. The insertions into an α T sequence or in a β T sequence gave nearly the same dropping in melting temperature per modification which indicates that the new nucleotide modifications behave both as α and β nucleotides.