1244969-84-3Relevant academic research and scientific papers
Synthesis and antisense properties of 2′-O-(2S-methoxypropyl)-RNA- modified gapmer antisense oligonucleotides
Yu, Jinghua,Pandey, Sanjay K.,Khatri, Hetal,Prakash, Thazha P.,Swayze, Eric E.,Seth, Punit P.
supporting information, p. 2040 - 2044 (2014/11/07)
To ascertain whether increasing hydrophobicity can enhance the activity of second-generation antisense oligonucleotides (ASOs) in muscle, we investigated the antisense properties of 2′-O-(2S-methoxypropyl)-RNA (2S-MOP)-modified ASOs. Synthesis of the 2S-MOP 5-methyl uridine phosphoramidite was accomplished on a multi-gram scale by Lewis-acid-catalyzed ring opening of 5′-O-tert-butyldiphenylsilyl ether-protected 2,2′-anhydro-5-methyl uridine with 2S-methoxy-1-propanol. Synthesis of the 2S-MOP 5-methyl cytidine nucleoside from the corresponding 5-methyl uridine nucleoside was accomplished by formation and displacement of a 4-triazolide intermediate with aqueous ammonia. 2S-MOP-modified oligonucleotides were prepared on an automated DNA synthesizer and showed similar enhancements in duplex thermal stability as 2′-O-methoxyethyl RNA (MOE)-modified oligonucleotides. 2S-MOP-containing antisense oligonucleotides were evaluated in Balb-c mice and showed good activity for decreasing the expression levels of scavenger receptor B1 (Srb1) and phosphatase and tensin homologue (PTEN) mRNA in liver and muscle tissue.
NUCLEIC ACID CHEMICAL MODIFICATIONS
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Page/Page column 250-251, (2010/09/18)
he present invention provides nucleosides of formula (1) and oligonucleotides comprising at least on nucleoside of formula (2): Another aspect of the invention relates to a method of inhibiting the expression of a gene in cell, the method comprising (a) c
