1332728-53-6

Basic information

• Product Name: 4-N-benzoyl-1-(2-O-benzoyloxymethoxymethyl-5-O-dimethoxytrityl-β-D-ribofuranosyl)cytosine
• Synonyms: 4-N-benzoyl-1-(2-O-benzoyloxymethoxymethyl-5-O-dimethoxytrityl-β-D-ribofuranosyl)cytosine
• CAS NO: 1332728-53-6
• Molecular Weight: 813.861
• Mol File: 1332728-53-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-N-benzoyl-1-(2-O-benzoyloxymethoxymethyl-5-O-dimethoxytrityl-β-D-ribofuranosyl)cytosine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-N-benzoyl-1-(2-O-benzoyloxymethoxymethyl-5-O-dimethoxytrityl-β-D-ribofuranosyl)cytosine(1332728-53-6)
• EPA Substance Registry System: 4-N-benzoyl-1-(2-O-benzoyloxymethoxymethyl-5-O-dimethoxytrityl-β-D-ribofuranosyl)cytosine(1332728-53-6)

Safety Data

• Hazardous Substances Data: 1332728-53-6(Hazardous Substances Data)

Upstream product

• 81246-76-6 4-N-benzoyl-1-(5-O-dimethoxytrityl-β-D-ribofuranosyl)cytosine 

Downstream Products

• 1332728-76-3 N,N-diisopropyl methyl [1-(4-N-benzoylcytosin-1-yl)-2-O-benzoyloxymethoxymethyl-5-O-dimethoxytrityl-β-D-ribofuranos-3-O-yl]phosphoramidite 

Relevant articles and documents

Synthesis of oligoribonucleotides with phosphonate-modified linkages

Solid phase synthesis of phosphonate-modified oligoribonucleotides using 2′-O-benzoyloxymethoxymethyl protected monomers is presented in both 3′→5′ and 5′→3′ directions. Hybridisation properties and enzymatic stability of oligoribonucleotides modified by regioisomeric 3′- and 5′-phosphonate linkages are evaluated. The introduction of the 5′-phosphonate units resulted in moderate destabilisation of the RNA/RNA duplexes (ΔTm -1.8 °C/mod.), whereas the introduction of the 3′-phosphonate units resulted in considerable destabilisation of the duplexes (ΔTm -5.7 °C/mod.). Molecular dynamics simulations have been used to explain this behaviour. Both types of phosphonate linkages exhibited remarkable resistance in the presence of ribonuclease A, phosphodiesterase I and phosphodiesterase II.