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Preparation and Properties of a New Type of Acyclic, Achiral Nucleoside Analogue
Preparation of the nucleoside analogues 1 and incorporation of 1, B = T, in deoxyribooligonucleotides by the phosphoramidite method is described. A two-step deprotection procedure was developed to reduce cleavage of the modified allylic unit. The binding properties of the modified oligonucleotides t...
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| Published in: | Nucleosides, nucleotides & nucleic acids nucleotides & nucleic acids, 2003-10, Vol.22 (5-8), p.623-627 |
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| Main Authors: | , , , , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c338t-b91c75b68031c794c443ef6df0c0f1f95e276eaed8dd00216f87970ec7e142223 |
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| cites | cdi_FETCH-LOGICAL-c338t-b91c75b68031c794c443ef6df0c0f1f95e276eaed8dd00216f87970ec7e142223 |
| container_end_page | 627 |
| container_issue | 5-8 |
| container_start_page | 623 |
| container_title | Nucleosides, nucleotides & nucleic acids |
| container_volume | 22 |
| creator | Boesen, Thomas Sejer Pedersen, Daniel Jensen, Jacob Munck, Michael T. Nielsen, Brian M. Petersen, Asger B. Henriksen, Ulla Dahl, Britta M. Dahl, Otto |
| description | Preparation of the nucleoside analogues 1 and incorporation of 1, B = T, in deoxyribooligonucleotides by the phosphoramidite method is described. A two-step deprotection procedure was developed to reduce cleavage of the modified allylic unit. The binding properties of the modified oligonucleotides towards complementary DNA and RNA has been evaluated by T
m
measurements showing a ΔT
m
of −2 to −6.5°C per modification. An oligonucleotide with two modifications at the 3′-end showed considerable resistance towards cleavage by a 3′-exonuclease. No antiviral activity against HIV-1 or HSV-1 was found for 1, B = G or T, or for any of the trihydroxy derivatives 5. |
| doi_str_mv | 10.1081/NCN-120021967 |
| format | article |
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m
measurements showing a ΔT
m
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m
measurements showing a ΔT
m
of −2 to −6.5°C per modification. An oligonucleotide with two modifications at the 3′-end showed considerable resistance towards cleavage by a 3′-exonuclease. 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m
measurements showing a ΔT
m
of −2 to −6.5°C per modification. An oligonucleotide with two modifications at the 3′-end showed considerable resistance towards cleavage by a 3′-exonuclease. No antiviral activity against HIV-1 or HSV-1 was found for 1, B = G or T, or for any of the trihydroxy derivatives 5.</abstract><cop>United States</cop><pub>Taylor & Francis Group</pub><pmid>14565240</pmid><doi>10.1081/NCN-120021967</doi><tpages>5</tpages></addata></record> |
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| identifier | ISSN: 1525-7770 |
| ispartof | Nucleosides, nucleotides & nucleic acids, 2003-10, Vol.22 (5-8), p.623-627 |
| issn | 1525-7770 1532-2335 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_71304272 |
| source | Taylor and Francis Science and Technology Collection |
| subjects | Antiviral agents Binding Sites DNA - chemistry Indicators and Reagents Modified oligonucleotides Molecular Conformation Nucleoside analogues Nucleosides - chemical synthesis Nucleosides - chemistry Oligodeoxyribonucleotides - chemical synthesis Oligodeoxyribonucleotides - chemistry RNA - chemistry Stereoisomerism |
| title | Preparation and Properties of a New Type of Acyclic, Achiral Nucleoside Analogue |
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