Nucleoside analogs with polycyclic aromatic groups attached, methods of synthesis and uses therefor
US6218108A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | May 16, 1997 |
| Grant date | Apr 17, 2001 |
| Priority date | — |
| Expiry date | May 16, 2017 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07H7/04
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The present invention provides fluorescent nucleosides carrying polycyclic aromatic hydrocarbons such as anthracene, phenanthrene, pyrene stilbene, tetracene or pentacene. The subject nucleosides may be synthesized using a C-glycosidic bond formation method employing organocadmium or organozinc derivatives of the aromatic compounds and coupling with a 1-.alpha.-chlororibose or deoxyribose synthon. The .alpha.-anomers of the coupling reaction may be epimerized to the .beta.-anomers by acid-catalyzed equilibration. The fluorescent nucleosides act as DNA or RNA base analogs and can be incorporated into nucleic acids. Resultant fluorescently tagged nucleic acids are useful as probes for target nucleic acids in tissues, solutions or immobilized on membranes.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.