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1: J Org Chem. 2006 Jul 21;71(15):5774-7.Click here to read Links

Synthesis and application of a 5'-aldehyde phosphoramidite for covalent attachment of DNA to biomolecules.

Miduturu CV, Silverman SK.

Department of Chemistry, University of Illinois at Urbana-Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA.

We recently reported the use of covalently attached DNA as a structural constraint for rational control of macromolecular conformation. Reductive amination was employed to attach each strand of the duplex DNA constraint to RNA, utilizing an aldehyde tethered to the 5'-terminus of the DNA. Here we describe the synthesis of a thymidine phosphoramidite that has the 5'-tethered aldehyde masked as a 1,2-diol. We also describe optimized reductive amination conditions for linking 5'-aldehyde-DNA with 2'-amino-2'-deoxy-RNA. These procedures should be generally applicable for attaching DNA to biomolecules.

PMID: 16839163 [PubMed - indexed for MEDLINE]