Phosphoramidite derivatives of texaphyrins
AssigneesPharmacyclics, Inc., Board of Regents, The University of Texas
InventorsDarren Magda, Jonathan L. Sessler, Brent L. Iverson, Petra I. Sansom, Shaun P. Crofts
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Abstract
The invention is directed to a method of incorporating expanded porphyrins, and particularly of incorporating a sapphyrin or a texaphyrin, before, during, or after chemical synthesis of an oligomer to form an expanded porphyrin-oligonucleotide conjugate, and particularly a sapphyrin- or texaphyrin-oligonucleotide conjugate. This method includes reacting derivatized nucleotides and a sapphyrin or a texaphyrin in a desired order in an automated or manual DNA synthesizer having a solid support to form a sapphyrin- or a texaphyrin-oligonucleotide conjugate.
Claims18
A phosphoramidite derivative of a texaphyrin metal complex.
A phosphoramidite derivative of a texaphyrin metal complex, said derivative having the following formula:
- ##STR5## wherein, M is a divalent metal cation or a trivalent metal cation;
- R.sub.1 -R.sub.4, R.sub.7 and R.sub.8 are independently hydrogen, halide, hydroxyl, alkyl, aryl, haloalkyl, nitro, formyl, acyl, hydroxyalkyl, oxyalkyl, oxyhydroxyalkyl, saccharide, carboxy, carboxyalkyl, carboxyamide, carboxyamidealkyl, aminoalkyl, sulfonatoalkyl, amidealkyl, aryl, aralkyl, phosphoramidityl, alkylphosphoramidityl, or alkoxyphosphoramidityl, with the proviso that one of R.sub.1 -R.sub.4, R.sub.7 and R.sub.8 is phosphoramidityl, alkylphosphoramidityl, or alkoxyphosphoramidityl;
- R.sub.6 and R.sub.9 are independently selected from the groups of R.sub.1 -R.sub.4, R.sub.7 and R.sub.8, with the proviso that the halide is other than iodide and the haloalkyl is other than iodoalkyl;
- R.sub.5 and R.sub.10 -R.sub.12 are independently hydrogen, alkyl, aryl, hydroxyalkyl, oxyalkyl, oxyhydroxyalkyl, carboxyalkyl, or carboxyamidealkyl;
- and
- Z is an integer less than or equal to 5.
A phosphoramidite derivative of a texaphyrin metal complex, said derivative having the following formula:
- ##STR6## wherein, M is a divalent metal cation or a trivalent metal cation, and n is an integer from 1 to 10.
A phosphoramidite derivative of a texaphyrin metal complex, said derivative having the following formula:
- ##STR7## wherein, M is a divalent metal cation or a trivalent metal cation, Bz is a protecting group, and n is an integer from 1 to 10.
Dependencies are inferred from the claim text.