Release of DNA oligonucleotides and their conjugates from controlled-pore glass under thermolytic conditions.
Identifieur interne : 000657 ( Ncbi/Curation ); précédent : 000656; suivant : 000658Release of DNA oligonucleotides and their conjugates from controlled-pore glass under thermolytic conditions.
Auteurs : Andrzej Grajkowski [États-Unis] ; Jacek Cie Lak ; Scott Norris ; Dar N I. Freedberg ; Jon S. Kauffman ; Robert J. Duff ; Serge L. BeaucageSource :
- Current protocols in nucleic acid chemistry [ 1934-9289 ] ; 2008.
Descripteurs français
- KwdFr :
- MESH :
- synthèse chimique : Oligodésoxyribonucléotides.
- Ligands, Méthodes, Oligodésoxyribonucléotides, Propriétés de surface, Réactifs réticulants, Température élevée, Verre.
English descriptors
- KwdEn :
- MESH :
- chemical , chemical synthesis : Oligodeoxyribonucleotides.
- chemical , chemistry : Oligodeoxyribonucleotides.
- chemical : Cross-Linking Reagents, Ligands.
- Glass, Hot Temperature, Methods, Surface Properties.
Abstract
The sequential functionalization of long-chain alkylamine controlled-pore glass (CPG) with a 3-hydroxypropyl-(2-cyanoethyl)thiophosphoryl linker and a dinucleoside phosphorotetrazolide leads to a uniquely engineered support for solid-phase synthesis. Unlike conventional succinylated-CPG supports, this support is designed to allow oligonucleotide deprotection and elimination of deprotection side-products to proceed without release of the oligonucleotide. When needed, the DNA oligonucleotide can be thermolytically released in 2 hr under essentially neutral conditions. The modified CPG support has been successfully employed in the synthesis of both native and fully phosphorothioated DNA 20-mers. On the basis of reversed-phase HPLC and electrophoretic analyses, the purity of the released oligonucleotides is comparable to that of identical oligonucleotides synthesized from succinylated-CPG supports, in terms of both shorter-than-full-length oligonucleotide contaminants and overall yields. The detailed preparation of DNA oligonucleotides conjugated with exemplary reporter or functional groups, either at the 3'-terminus or at both 3'- and 5'-termini, is also described.
DOI: 10.1002/0471142700.nc0317s35
PubMed: 19085983
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pubmed:19085983Le document en format XML
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<term>Oligodeoxyribonucleotides (chemical synthesis)</term>
<term>Oligodeoxyribonucleotides (chemistry)</term>
<term>Surface Properties</term>
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<term>Réactifs réticulants</term>
<term>Température élevée</term>
<term>Verre</term>
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<term>Ligands</term>
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<term>Réactifs réticulants</term>
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<front><div type="abstract" xml:lang="en">The sequential functionalization of long-chain alkylamine controlled-pore glass (CPG) with a 3-hydroxypropyl-(2-cyanoethyl)thiophosphoryl linker and a dinucleoside phosphorotetrazolide leads to a uniquely engineered support for solid-phase synthesis. Unlike conventional succinylated-CPG supports, this support is designed to allow oligonucleotide deprotection and elimination of deprotection side-products to proceed without release of the oligonucleotide. When needed, the DNA oligonucleotide can be thermolytically released in 2 hr under essentially neutral conditions. The modified CPG support has been successfully employed in the synthesis of both native and fully phosphorothioated DNA 20-mers. On the basis of reversed-phase HPLC and electrophoretic analyses, the purity of the released oligonucleotides is comparable to that of identical oligonucleotides synthesized from succinylated-CPG supports, in terms of both shorter-than-full-length oligonucleotide contaminants and overall yields. The detailed preparation of DNA oligonucleotides conjugated with exemplary reporter or functional groups, either at the 3'-terminus or at both 3'- and 5'-termini, is also described.</div>
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