2,N.sup.6 -disubstituted and 2,N.sup.6 -trisubstituted adenosine-3'-phosphoramidites
AssigneesInstitut Pasteur, Centre National De La Recherce Scientifique
InventorsTam Huynh Dinh, Catherine Gouyette, Jean Igolen
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Abstract
The invention concerns 2,N.sup.6 -disubstituted and 2,N.sup.6 -trisubstituted adenosine nucleosides in which the sugar component is substituted at position 3' or position 5' by a phosphite or phosphoramidite group of the formula: ##STR1## R.sub.1 representing a lower alkyl or --(CH.sub.2).sub.n --CN with n being an integer between 1 and 4, and X representing a halogen or an amine group. These nucleosides make it possible to prepare sequences of nucleotides usable, in particular, as probes in the field of analyses and biological extractions.
Claims6
Adenosines having the formula:
- ##STR15## in which one of --OR.sub.7 and --OR.sub.8 is a phosphite or a phosphoramidite group of the formula ##STR16## and the other of --OR.sub.7 and --OR.sub.8 or --OR.sub.4, and wherein:
- R.sub.1 is a lower alkyl radical or --(CH.sub.2).sub.n --CN, n being an integer of from 1 to 4;
- X is a halogen atom, an amino group, or a member selected from the group consisting of tetrazolyl, imidazolyl, nitroimidazolyl, indolyl, pyrazolyl, benzimidazolyl, isoindolyl, pyrrolyl, triazolyl, dioxazolyl, dialkylamino, morpholino, pyrrolidino and piperidino groups;
- R.sub.4 is a hydroxyl protecting group;
- R.sub.2 is --NH(A.sub.1) or --N(A.sub.1, A.sub.2);
- R.sub.3 is --NH(A.sub.1), --N(A.sub.1, A.sub.2), --O(A.sub.1) or --S(A.sub.1);
- A.sub.1 and A.sub.2 are identical or different and are selected from the group consisting of hydrogen and acyl groups;
- R.sub.5 is a hydrogen atom or a group --OR.sub.6, wherein R.sub.6 is hydrogen, an acyl group or a hydroxyl protecting group.
Dependencies are inferred from the claim text.