Solid-phase synthetic route to multiple derivatives of a fundamental peptide unit.

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
William L ScottMartin J O'Donnell

Abstract

Amino acids are Nature's combinatorial building blocks. When substituted on both the amino and carboxyl sides they become the basic scaffold present in all peptides and proteins. We report a solid-phase synthetic route to large combinatorial variations of this fundamental scaffold, extending the variety of substituted biomimetic molecules available to successfully implement the Distributed Drug Discovery (D3) project. In a single solid-phase sequence, compatible with basic amine substituents, three-point variation is performed at the amino acid a-carbon and the amino and carboxyl functionalities.

References

May 9, 2006·Bioorganic & Medicinal Chemistry Letters·Paweł ZajdelJean Martinez
May 17, 2007·Journal of the American Chemical Society·William L ScottMartin J O'Donnell
Dec 2, 2008·Nature Reviews. Drug Discovery·Emilio PeruccaPeter Kirkpatrick
Dec 25, 2008·Journal of Combinatorial Chemistry·William L ScottMartin J O'Donnell
Jul 25, 2009·Organic Letters·William L ScottMartin J O'Donnell

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Citations

Mar 22, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ziniu ZhouMartin J O'Donnell

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Methods Mentioned

BETA
NMR
Acylation

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