904291-45-8

Basic information

• Product Name: C₅₇H₇₇N₄O₁₁PSi₃
• CAS NO: 904291-45-8
• Molecular Weight: 1109.49
• Mol File: 904291-45-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: C₅₇H₇₇N₄O₁₁PSi₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₅₇H₇₇N₄O₁₁PSi₃(904291-45-8)
• EPA Substance Registry System: C₅₇H₇₇N₄O₁₁PSi₃(904291-45-8)

Safety Data

• Hazardous Substances Data: 904291-45-8(Hazardous Substances Data)

Upstream product

• 309963-45-9 benzhydryloxy-bis(trimethylsilyloxy)silyl chloride 
• 51432-42-9 4-Amino-1-((2R,4S,5R)-4-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one 
• 49757-42-8 4,4',4''-trimethoxytrityl chloride 
• 951-77-9 2'-Deoxycytidine 
• 845306-87-8 N4-(4,4',4-trimethoxytrityl)-2'-deoxycytidine 

Relevant articles and documents

Solid-phase synthesis, thermal denaturation studies, nuclease resistance, and cellular uptake of (oligodeoxyribonucleoside)methylborane phosphine-DNA chimeras

The major hurdle associated with utilizing oligodeoxyribonucleotides for therapeutic purposes is their poor delivery into cells coupled with high nuclease susceptibility. In an attempt to combine the nonionic nature and high nuclease stability of the P-C bond of methylphosphonates with the high membrane permeability, low toxicity, and improved gene silencing ability of borane phosphonates, we have focused our research on the relatively unexplored methylborane phosphine (Me-P-BH3) modification. This Article describes the automated solid-phase synthesis of mixed-backbone oligodeoxynucleotides (ODNs) consisting of methylborane phosphine and phosphate or thiophosphate linkages (16-mers). Nuclease stability assays show that methylborane phosphine ODNs are highly resistant to 5′ and 3′ exonucleases. When hybridized to a complementary strand, the ODN:RNA duplex was more stable than its corresponding ODN:DNA duplex. The binding affinity of ODN:RNA duplex increased at lower salt concentration and approached that of a native DNA:RNA duplex under conditions close to physiological saline, indicating that the Me-P-BH3 linkage is positively charged. Cellular uptake measurements indicate that these ODNs are efficiently taken up by cells even when the strand is 13% modified. Treatment of HeLa cells and WM-239A cells with fluorescently labeled ODNs shows significant cytoplasmic fluorescence when viewed under a microscope. Our results suggest that methylborane phosphine ODNs may prove very valuable as potential candidates in antisense research and RNAi.

Extended Length Borane Phosphonate Nucleic Acid Compounds

The present invention provides a novel method for solid-phase phosphoramidite based synthesis of borane phosphonate DNA. Also provided are novel phosphoramidite molecules, novel extended length borane phosphonate nucleic acid compounds, and methods of use