950202-99-0

Basic information

• Product Name: C₅₈H₇₇N₆O₁₁PSi₃
• Synonyms: C₅₈H₇₇N₆O₁₁PSi₃
• CAS NO: 950202-99-0
• Molecular Weight: 1149.51
• Mol File: 950202-99-0.mol

Chemical Properties

• CAS DataBase Reference: C₅₈H₇₇N₆O₁₁PSi₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₅₈H₇₇N₆O₁₁PSi₃(950202-99-0)
• EPA Substance Registry System: C₅₈H₇₇N₆O₁₁PSi₃(950202-99-0)

Safety Data

• Hazardous Substances Data: 950202-99-0(Hazardous Substances Data)

Upstream product

• 950202-97-8 N2-(4,4',4-trimethoxytrityl)-2'-deoxyguanosine 
• 309963-45-9 benzhydryloxy-bis(trimethylsilyloxy)silyl chloride 
• 961-07-9 2'-Deoxyguanosine 
• 49757-42-8 4,4',4''-trimethoxytrityl chloride 
• 129184-64-1 3',5'-bis-O-trimethylsilyl-2'-deoxyguanosine 
• 1126878-46-3 5'-O-[benzhydryloxy-bis(trimethylsilyloxy)silyl]-N2-(4,4',4-trimethoxytrityl)-2'-deoxyguanosine 
• 92611-10-4 bis(N,N-diisopropylamino)methoxyphosphine 

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.

Synthesis and biological activity of borane phosphonate DNA

Borane phosphonate oligodeoxyribonucleotides are synthesized from 5'-O-[benzhy droxybis(trimethylsilyloxy)silyl]-2'-deoxyribonucleoside-3'-O- methylphosphoramidites. The exocyclic amine functions of adenine, guanine, and cytosine are protected with trimet

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

Synthesis and biochemical activity of new oligonucleotide analogs

Borane phosphonate deoxyoligonucleotides are synthesized from 5′-O-benzhydroxybis(trimethylsilyloxy)silyl-2′-deoxynucleoside- 3′-phosphoramidites. The exocyclic amines of adenine and cytosine are protected with dimethoxytrityl and trimethoxytrityl, respec