833486-78-5

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 833486-77-4 2-[(phenoxyacetyl)amino]-9-(2'-deoxy-β-D-ribofuranosyl)-6-(2-methylthioethyl)purine 
• 833486-76-3 2-[(phenoxyacetyl)amino]-9-(3',5'-di-O-tert-butyldimethylsilyl-2'-deoxy-β-D-ribofuranosyl)-6-(2-methylthioethyl)purine 
• 833486-75-2 2-amino-9-(3',5'-di-O-tert-butyldimethylsilyl-2'-deoxy-β-D-ribofuranosyl)-6-(2-methylthioethyl)purine 
• 188823-57-6 2-amino-9-(3',5'-di-O-tert-butyldimethylsilyl-2'-deoxy-β-D-ribofuranosyl)-6-vinylpurine 
• 701-99-5 Phenoxyacetyl chloride 

Relevant academic research and scientific papers

The alkyl-connected 2-amino-6-vinylpurine (AVP) crosslinking agent for improved selectivity to the cytosine base in RNA

We have previously reported that the 2-amino-6-vinylpurine (AVP) nucleoside exhibits a highly efficient and selective crosslinking reaction toward cytosine and displayed an improved antisense inhibition in cultured cells. In this study, we further investigated the alkyl-connected AVP nucleoside analogs for more efficient crosslinking to the cytosine base (rC) of the target RNA. We synthesized three AVP analogs which connect the 2-amino-6-vinylpurine unit to the 2′-deoxyribose through a methylene, an ethylene, or a butylene linker. The ODN incorporating the AVP analog with the methylene or the butylene linker showed a slightly higher crosslinking to the target rC of RNA than the original AVP with no linker. In contrast, the AVP with the ethylene linker formed a selective and efficient crosslink to the rC of the target RNA.

Hybridization-promoted and cytidine-selective activation for cross-linking with the use of 2-amino-6-vinylpurine derivatives

(Chemical Equation Presented). Recently, we have proposed a new concept for cross-linking agents with inducible reactivity, in which the highly reactive cross-linking agent, the 2-amino-6-vinylpurine nucleoside analogue (1), can be regenerated in situ fro