Process for the preparation of a pentopyranosyl conjugate

Abstract

The invention relates to a pentopyranosylnucleoside of the formula (I) or of the formula (II) their preparation and use for the production of a therapeutic, diagnostic and/or electronic component.

1 . (Canceled)  
     
     
         2 . A process for preparing a conjugate comprising the steps of: 
 providing a pentopyranosyl nucleic acid, wherein the pentopyranosyl nucleic acid has at least two pentopyranosyl nucleotide subunits that are covalently linked between carbon 4 and carbon 2 of their respective pentopyranosyl rings, and wherein the pentopyranosyl nucleic acid further comprises an electrophilic reactive group;    providing a biomolecule with a nucleophilic reactive group; and    reacting the electrophilic reactive group of the pentopyranosyl nucleic acid and the nucleophilic reactive group of the biomolecule to form a covalent bond.    
     
     
         3 . The process of  claim 2 , wherein the electrophilic reactive group of the pentopyranosyl nucleic acid is an acetal group.  
     
     
         4 . The process of  claim 3 , wherein the acetal group is an iodoacetal group.  
     
     
         5 . The process of  claim 2 , wherein the biomolecule is DNA.  
     
     
         6 . The process of  claim 2 , wherein the biomolecule is RNA.  
     
     
         7 . The process of  claim 2 , wherein the biomolecule is a peptide.  
     
     
         8 . The process of  claim 2 , wherein the biomolecule is a protein.  
     
     
         9 . The process of  claim 2 , wherein the biomolecule is an antibody.  
     
     
         10 . The process of  claim 2 , wherein the biomolecule is a functional antibody fragment.  
     
     
         11 . The process of  claim 2 , wherein the nucleophilic reactive group of the biomolecule is a thiol.  
     
     
         12 . The process of  claim 2 , wherein the electrophilic reactive group is located on a base of a pentopyranosyl nucleotide of the pentopyranosyl nucleic acid.  
     
     
         13 . The process of  claim 12 , wherein the base is 1-indolyl or 1-uracilyl.  
     
     
         14 . The process of  claim 2 , wherein a base of a pentopyranosyl nucleotide of the pentopyranosyl nucleic acid is selected from the group consisting of 9-adeninyl, 9-guaninyl, 1-thyminyl, 1-cytosinyl, 1-uracilyl, and 1-indolyl.  
     
     
         15 . A process for preparing a conjugate comprising the steps of: 
 providing a pentopyranosyl nucleic acid, wherein the pentopyranosyl nucleic acid has at least two pentopyranosyl nucleotide subunits that are covalently linked between carbon 4 and carbon 2 of their respective pentopyranosyl rings, and wherein the pentopyranosyl nucleic acid further comprises a nucleophilic reactive group;    providing a biomolecule with an electrophilic reactive group; and    reacting the electrophilic reactive group of the biomolecule and the nucleophilic reactive group of the pentopyranosyl nucleic acid to form a covalent bond.    
     
     
         16 . The process of  claim 15 , wherein the nucleophilic reactive group of the pentopyranosyl nucleic acid is an amino group.  
     
     
         17 . The process of  claim 15 , wherein the nucleophilic reactive group of the pentopyranosyl nucleic acid is a hydroxyl group.  
     
     
         18 . The process of  claim 15 , wherein the electrophilic reactive group of the biomolecule is an ester.  
     
     
         19 . The process of  claim 18 , wherein the ester is a hydroxysuccinimide ester.  
     
     
         20 . The process of  claim 15 , wherein the electrophilic reactive group of the biomolecule is a phosphoramidite.  
     
     
         21 . The process of  claim 15 , wherein the biomolecule is biotin.