201732-38-9

Upstream product

• 50-00-0 formaldehyd 
• 119879-74-2 (R)-1-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-propan-2-ol 
• 17325-85-8 (2S)-3-(benzyloxy)propane-1,2-diol 
• 100-39-0 benzyl bromide 
• 14347-83-2 (R)-2,2-dimethyl-4-benzoxymethyl-1,3-dioxolane 

Downstream Products

• 208758-60-5 N-{7-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide 
• 201732-43-6 (R)-4-amino-1-{[2-O-t-butyldiphenylsilyl-1-(benzyloxymethyl)ethoxy]methyl}-5-methyl-2,6-[1H,3H]-pyrimidione 
• 201732-39-0 (R)-1-{[2-O-t-butyldiphenylsilyl-1-(benzyloxymethyl)ethoxy]methyl}thymine 
• 208758-61-6 N-{7-[(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(tert-butyl-diphenyl-silanyloxy)-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide 
• 201732-41-4 (R)-1-{[2-O-t-butyldiphenylsilyl-1-O-(4,4'-dimethoxytritylmethyl)ethoxy]methyl}thymine 
• 201732-40-3 (R)-1-{[2-O-t-butyldiphenylsilyl-1-(hydroxymethyl)ethoxy]methyl}thymine 

Relevant academic research and scientific papers

Synthesis and triplex forming properties of an acyclic N7-glycosylated guanine nucleoside

A chiral acyclic nucleoside, one in which the ribose carbohydrate has been replaced with a glycerol-based linker, is prepared by glycosylating guanine at the N7-nitrogen. The stereochemically pure derivative is converted to a DMT-protected phosphoramidite for incorporation into DNA sequences. Sequence containing the acyclic N7-dG nucleoside are capable of forming DNA triplexes in which it is likely that the N1-H and N2-amino groups of the N7-dG are involved in recognition of the guanine base in G-C base pairs.

A cytosine analogue containing a conformationally flexible acyclic linker for triplex formation at sites with contiguous G-C base pairs

Two nucleoside derivatives of the pyrimidine bases T and m(5ox)C have been prepared with flexible acyclic carbohydrate linkers. A new procedure, beginning with (R)-(-)-2,2-dimethyl-1,3-dioxolane-4-methanol permits the preparation of the stereochemically pure acyclic derivatives of both protected nucleoside analogues without contamination by a problematic rearrangement product. By simply increasing the flexibility of the carbohydrate portion of the am(5ox)C nucleoside derivative. 15-mer triplexes containing five contiguous G-C base pairs exhibit a 7-8 °C increase in T(m) value.