Global transformation of OBOC combinatorial peptide libraries into OBOC polyamine and small molecule libraries

Journal of Combinatorial Chemistry
Joseph C KappelKit S Lam

Abstract

In "one-bead-one-compound" (OBOC) combinatorial chemistry, a compound-bead library with hundreds of thousands to millions of diversities can be rapidly generated such that each bead displays only one chemical entity. The highly efficient "libraries-from-libraries" approach involves the global transformation of a peptide library into many small molecule solution-phase mixture libraries, but this approach has never been successfully applied to OBOC libraries. Here we report a novel approach that allows us to combine these two enabling technologies to efficiently generate OBOC encoded small molecule bead libraries. By using a topologically segregated bilayer bead and a "ladder-synthesis" method, we can prepare peptide libraries with the peptide on the bead surface and a series of peptide ladders in the bead interior. Various global transformation reactions can then be employed to transform the starting peptide library into a variety of peptidomimetic libraries. During the transformation reactions, the peptide ladders in the bead interior are also transformed in a predictable manner. As a result, individual compound bead can be decoded by analyzing the hydrogen fluoride-released encoding tags with matrix-assisted laser desorption i...Continue Reading

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Apr 10, 2007·Journal of the American Chemical Society·Mathieu Garaud, Dehua Pei

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Citations

Jun 12, 2018·Chemical Communications : Chem Comm·Vitaly V KomnatnyyKatrine Qvortrup
Mar 8, 2016·Angewandte Chemie·Katrine Qvortrup, Thomas E Nielsen
May 5, 2009·Journal of Combinatorial Chemistry·Noélie MaillardJean-Louis Reymond

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