Oligonucleotide N3'-P5' phosphoramidates: hybridization and nuclease resistance properties
US5837835A · kind A · utility
151Cited by
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7Claims
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Key dates
| Filing date | Jun 6, 1995 |
| Grant date | Nov 17, 1998 |
| Priority date | — |
| Expiry date | Jun 6, 2015 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07H21/00
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Modified oligonucleotides 3'-NHP(O)(O.sup.-)O-5' phosphoramidates were synthesized on a solid phase support. The phosphoramidate analogs were found to have significantly increased resistance toward phosphodiesterase digestion. Thermal dissociation experiments demonstrated that these compounds form more stable duplexes than phosphodiesters with complementary DNA and particularly RNA strands. Further, the phosphoramidate analogs can also form stable triplexes with double-stranded DNA target, where under similar conditions parent phosphodiester compounds failed to do so.
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