Zobrazeno 1 - 10
of 81
pro vyhledávání: '"Douglas L. Cole"'
Publikováno v:
Nucleosides, Nucleotides and Nucleic Acids. 22:1415-1419
Activation of 2'-O-substituted ribonucleoside phosphoramidites with various activators during solid-supported synthesis of phosphorothioate oligonucleotides was studied. The Rp:Sp diastereomeric composition of resulting phosphorothioate linkage depen
Autor:
Kirsten Lowery, Daniel C. Capaldi, Achim H. Krotz, Max N. Moore, Hans Gaus, Vasulinga T. Ravikumar, Anthony N. Scozzari, Ricaldo L. Carty, Jim Arnold, Douglas L. Cole
Publikováno v:
Organic Process Research & Development. 7:832-838
It is demonstrated that the acrylonitrile (AN) generated during the ammonolysis step of oligonucleotide manufacture selectively adds to thymine residue present in ISIS 2302 to give a full-length ol...
Autor:
Mark Andrade, Recaldo L. Carty, Douglas L. Cole, Max N. Moore, Claus Rentel, Quinlai Song, Vasulinga T. Ravikumar, Zacharia S. Cheruvallath
Publikováno v:
Organic Process Research & Development. 7:917-920
Efficiency of phosphorothioate oligonucleotide syntheses could be improved by increasing the concentration of dichloroacetic acid in toluene to 10% from 3% (v/v) during the detritylation step. It was also found that dichloroacetic acid is better than
Autor:
Vasulinga T. Ravikumar, R. Krishna Kumar, Claus Rentel, Daniel C. Capaldi, Brett Turney, Douglas L. Cole
Publikováno v:
Organic Process Research & Development. 7:259-266
Detritylation of a 5‘-O-DMT-2‘-deoxyadenosine moiety attached to solid support under acidic conditions (3% dichloroacetic acid/solvent) leads to depurination during oligonucleotide synthesis. Depro...
Autor:
Bethany M. McElroy, Achim H. Krotz, Douglas L. Cole, Vasulinga T. Ravikumar, Anthony N. Scozzari
Publikováno v:
Organic Process Research & Development. 7:47-52
The last chemical step in standard oligonucleotide synthesis, the acid-catalyzed removal of 4,4‘-dimethoxytrityl (DMTr) protecting groups from the 5‘-terminus of oligonucleotides is accompanied by hydrolysis of purine nucleoside glycosidic linkag
Publikováno v:
Bioorganic & Medicinal Chemistry Letters. 13:281-284
A new reagent immobilized on solid support allowing for solid-phase synthesis of oligonucleotides with a 3'-terminal phosphorothioate monoester is described. The support is compatible with phosphoramidite chemistry for automated oligonucleotide synth
Publikováno v:
Organic Process Research & Development. 6:798-806
A systematic investigation of the stereoreproducibility of 2‘-O-methoxyethylribonucleoside phosphoramidite-based phosphorothioate oligonucleotide synthesis reveals that 1H-tetrazole-catalyzed phosphoramidite coupling followed by sulfurization with
Publikováno v:
Bioorganic & Medicinal Chemistry Letters. 11:1863-1867
High-quality oligonucleotides are obtained by selective modification of sequences containing aldehyde apurinic sites with a new chromatographic tag followed by RP-HPLC separation. Hydroxylamine derivative 1 of a water soluble nonionic surfactant modi
Publikováno v:
Nucleosides, Nucleotides and Nucleic Acids. 20:567-576
This article describes the purification and scale-up of ISIS 2302, a 20-mer phosphorothioate oligonucleotide by anion-exchange (AX) chromatography. The key operating parameters were optimized at gram scale and further scaled up to hundred gram. SOURC
Publikováno v:
Pure and Applied Chemistry. 73:175-180
We have modified the current phosphoramidite-based, solid-phase synthesis of antisense oligonucleotides to accommodate principles of green chemistry. In this article, we summarize key accomplishments that reduce or eliminate the use or generation of