112154-53-7

Basic information

• Product Name: N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine
• Synonyms: N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine
• CAS NO: 112154-53-7
• Molecular Weight: 837.927
• Mol File: 112154-53-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine(CAS DataBase Reference)
• NIST Chemistry Reference: N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine(112154-53-7)
• EPA Substance Registry System: N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine(112154-53-7)

Safety Data

• Hazardous Substances Data: 112154-53-7(Hazardous Substances Data)

Upstream product

• 1256244-57-1 N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-2'-deoxyguanosine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 68892-41-1 5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine 
• 112154-52-6 5'-O-(4,4'-dimethoxytrityl)-N²-isobutyryl-N¹,N²-bis(isobutyryloxy)ethylenedeoxyguanosine 
• 112154-51-5 5'-O-(4,4'-dimethoxytrityl)-3'-O-(2,2,2-trichloroethoxycarbonyl)-N²-isobutyryldeoxyguanosine 

Downstream Products

• 1256294-82-2 N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) 

Relevant articles and documents

Synthesis of oligodeoxynucleotides using fully protected Deoxynucleoside 3c-Phosphoramidite building blocks and base recognition of Oligodeoxynucleotides incorporating N3-Cyano-Ethylthymine

Oligodeoxynucleotide (ODN) synthesis, which avoids the formation of side products, is of great importance to biochemistry-based technology development. One side reaction of ODN synthesis is the cyanoethylation of the nucleobases. We suppressed this reaction by synthesizing ODNs using fully protected deoxynucleoside 3c-phosphoramidite building blocks, where the remaining reactive nucleobase residues were completely protected with acyl-, diacyl-, and acyl-oxyethylene-type groups. The detailed analysis of cyanoethylation at the nucleobase site showed that N3-protection of the thymine base efficiently suppressed the Michael addition of acrylonitrile. An ODN incorporating N3-cyanoethylthymine was synthesized using the phosphoramidite method, and primer extension reactions involving this ODN template were examined. As a result, the modified thymine produced has been proven to serve as a chain terminator.