Point of attachment and sequence of immobilized peptide-acridine conjugates control affinity for nucleic acids

Coby B. Carlson, Peter A. Beal

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

Screening of combinatorial libraries by spatial arraying strategies requires library members to be solid-phase immobilized. However, for nucleic acid ligands that bind via intercalation, immobilization may inhibit binding if the tethering functionality is present at the edge of the heterocyle that approaches the duplex during the binding reaction. We report here a method for immobilizing peptide-acridine conjugates (PACs) via either their C- or their N-terminus, corresponding to functionalization at either the 4- or the 9-position of acridine, respectively, and for assaying the nucleic acid binding properties of the resulting resins. We find that both the amino acid sequence of the PAC as well as its point of attachment to the solid support are important in determining affinity for duplex nucleic acids. These results have implications for the design of future on-bead and microarray-based selections and in understanding the nucleic acid binding of functionalized intercalators.

Original languageEnglish (US)
Pages (from-to)8510-8511
Number of pages2
JournalJournal of the American Chemical Society
Volume124
Issue number29
DOIs
StatePublished - Jul 24 2002
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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