Bifunctional scaffolds as templates for synthetic combinatorial libraries.

V. Krchnák, A. S. Weichsel, O. Issakova, Kit Lam, M. Lebl

Research output: Contribution to journalArticle

15 Scopus citations

Abstract

A small-molecule synthetic combinatorial library was designed and synthesized that features potential pharmacophores attached to a variety of small cyclic scaffolds. The synthesis of the library involved randomization of three types of building blocks: 20 amino acids, 10 aromatic hydroxy acids and 21 alcohols, totaling a library complexity of 4200 compounds. Mitsunobu polymer-supported etherification was used in the last randomization. The library compounds were attached to beads via an ester-bond linkage enabling both on-bead as well as in-solution screening. When the library was tested against a model target, streptavidin, specific binders were found. The structures of the most active compounds were determined from the fragmentation pattern in MS/MS experiments.

Original languageEnglish (US)
Pages (from-to)177-182
Number of pages6
JournalMolecular Diversity
Volume1
Issue number3
StatePublished - May 1996
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry (miscellaneous)
  • Drug Discovery
  • Organic Chemistry

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  • Cite this

    Krchnák, V., Weichsel, A. S., Issakova, O., Lam, K., & Lebl, M. (1996). Bifunctional scaffolds as templates for synthetic combinatorial libraries. Molecular Diversity, 1(3), 177-182.