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Solid-Phase Synthesis of Phosphorothioate/Phosphonothioate and Phosphoramidate/Phosphonamidate Oligonucleotides
O. Kostov, R. Liboska, O. Páv, P. Novák, I. Rosenberg,
Jazyk angličtina Země Švýcarsko
Typ dokumentu časopisecké články
Grantová podpora
17-12703S
Grantová Agentura České Republiky
NLK
Directory of Open Access Journals
od 1997
Free Medical Journals
od 1997
PubMed Central
od 2001
Europe PubMed Central
od 2001
ProQuest Central
od 1997-01-01
Open Access Digital Library
od 1997-01-01
Medline Complete (EBSCOhost)
od 2009-03-01
Health & Medicine (ProQuest)
od 1997-01-01
- MeSH
- amidy chemie MeSH
- dimerizace MeSH
- fosfáty chemie MeSH
- fosforothioátové oligonukleotidy chemická syntéza MeSH
- kyseliny fosforečné chemie MeSH
- molekulární struktura MeSH
- oligonukleotidy chemická syntéza chemie MeSH
- techniky syntézy na pevné fázi * MeSH
- Publikační typ
- časopisecké články MeSH
We have developed a robust solid-phase protocol which allowed the synthesis of chimeric oligonucleotides modified with phosphodiester and O-methylphosphonate linkages as well as their P-S and P-N variants. The novel O-methylphosphonate-derived modifications were obtained by oxidation, sulfurization, and amidation of the O-methyl-(H)-phosphinate internucleotide linkage introduced into the oligonucleotide chain by H-phosphonate chemistry using nucleoside-O-methyl-(H)-phosphinates as monomers. The H-phosphonate coupling followed by oxidation after each cycle enabled us to successfully combine H-phosphonate and phosphoramidite chemistries to synthesize diversely modified oligonucleotide strands.
Citace poskytuje Crossref.org
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- $a Kostov, Ondřej $u Institute of Organic Chemistry and Biochemistry AS CR, v.v.i., Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. kostov@uochb.cas.cz.
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- $a Solid-Phase Synthesis of Phosphorothioate/Phosphonothioate and Phosphoramidate/Phosphonamidate Oligonucleotides / $c O. Kostov, R. Liboska, O. Páv, P. Novák, I. Rosenberg,
- 520 9_
- $a We have developed a robust solid-phase protocol which allowed the synthesis of chimeric oligonucleotides modified with phosphodiester and O-methylphosphonate linkages as well as their P-S and P-N variants. The novel O-methylphosphonate-derived modifications were obtained by oxidation, sulfurization, and amidation of the O-methyl-(H)-phosphinate internucleotide linkage introduced into the oligonucleotide chain by H-phosphonate chemistry using nucleoside-O-methyl-(H)-phosphinates as monomers. The H-phosphonate coupling followed by oxidation after each cycle enabled us to successfully combine H-phosphonate and phosphoramidite chemistries to synthesize diversely modified oligonucleotide strands.
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- $a Liboska, Radek $u Institute of Organic Chemistry and Biochemistry AS CR, v.v.i., Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. liboska@uochb.cas.cz.
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- $a Páv, Ondřej $u Institute of Organic Chemistry and Biochemistry AS CR, v.v.i., Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. pav@uochb.cas.cz.
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- $a Novák, Pavel $u Institute of Organic Chemistry and Biochemistry AS CR, v.v.i., Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. pavel.novak@uochb.cas.cz.
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- $a Rosenberg, Ivan $u Institute of Organic Chemistry and Biochemistry AS CR, v.v.i., Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. rosenberg@uochb.cas.cz.
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