219854-53-2

Upstream product

• 206055-62-1 (1S,3R,4R,7S)-7-(benzyloxy)-1-[(benzyloxy)methyl]-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 
• 65-71-4 thymin 
• 219854-35-0 methyl 3,5-di-O-benzyl-4-C-methylsulfonyloxymethyl-α,β-D-ribofuranoside 
• 290348-24-2 (3R/S)-(1S,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 

Downstream Products

• 206055-82-5 (1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(O-2-cyanoethyl-N,N-diisopropylphosphityl)oxy-2,5-dioxabicyclo[2.2.1]heptane 
• 427889-66-5 (1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-7-(tert-butyldimethylsilyl)oxy-1-(4,4'-dimethoxytrityl)oxymethyl-2,5-dioxabicyclo[2.2.1]heptane 
• 427889-70-1 1-[1-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-7-(tert-butyl-dimethyl-silanyloxy)-2,5-dioxa-bicyclo[2.2.1]hept-3-yl]-5-methyl-4-[1,2,4]triazol-1-yl-1H-pyrimidin-2-one 
• 427889-65-4 (1R,3S,4R,7S)-7-(tert-butyldimethylsilyloxy)-1-(4,4'-dimethoxytrityl)oxymethyl-3-(5-methylcytosin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 
• 427889-67-6 (1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane 
• 427889-64-3 (1R,3S,4R,7S)-7-(tert-butyldimethylsilyl)oxy-1-(4,4'-dimethoxytrityl)oxymethyl-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 

Relevant academic research and scientific papers

A new synthetic approach towards α- and β-LNA (locked nucleic acids)

A bicyclo[2.2.1] phenyl thioglycoside was efficiently synthesised and introduced as the key synthon in a novel method for convergent synthesis of β-LNA-nucleosides as well as their α-configurated isomers. An acid-induced ring-opening reaction on the corre

α-LNA (locked nucleic acid with α-D-configuration): Synthesis and selective parallel recognition of RNA

α-LNA is presented as a stereoisomer of LNA (locked nucleic acid) with α-D-configuration. Three different approaches towards the thymine α-LNA monomer as well as the 5-methylcytosine α-LNA monomer are presented. Different α-LNA sequences have been synthesised and their hybridisation with complementary DNA and RNA has been evaluated by means of thermal stability experiments and circular dichroism spectroscopy. In a mixed pyrimidine sequence, α-LNA displays unprecedented parallel-stranded and selective RNA binding. Furthermore, a remarkable selectivity for hybridisation with RNA over DNA is indicated.

Synthesis and evaluation of α-LNA

Three different synthetic routes to the α-configured LNA thymine monomer starting from D-allose or D-arabinose were investigated. The introduction of one or four α-LNA monomers into α-DNA had a destabilizing effect on the duplexes. However, a fully modifi

α-LNA, locked nucleic acid with α-D-configuration

The bicyclic thymine monomer of α-LNA (αT(L)) was efficiently synthesised and used in the synthesis of α-LNA sequences: incorporation of single αT(L)-monomers in α-configured oligothymidylates destabilises the affinity towards both complementary DNA and R

Synthesis and chemoselective activation of phenyl 3,5-di-O-benzyl-2-O,4-C-methylene-1-thio-β-D-ribofuranoside: A key synthon towards α-LNA

A bicyclic thiofuranoside (phenyl 3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranoside) was efficiently synthesized and introduced as the key synthon in a method for convergent synthesis of α- and β-LNA nucleosides; acid-induced ring-opening reactions of