4.6 Article

Solid-phase synthesis of lipidated peptides

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 11, Issue 24, Pages 7405-7415

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200500476

Keywords

building block strategy; lipidated peptides; lipoproteins; solid-phase synthesis

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A new flexible and efficient methodology for the solid-phase synthesis of lipidated peptides has been developed. The approach is based on the use of previously synthesized building blocks and overcomes the limitations of previously reported methods, since long doubly lipidated peptides can be synthesized by using this route. Furthermore, it was thus possible to prepare a large number of N- and H-Ras peptides bearing a wide range of reporter and/or linking groups-efficient tools for the investigation of biological processes. In terms of efficiency and flexibility this solid-phase method is superior to the solution-phase synthesis. It gives pure peptides in multi-milligram amounts within a much shorter time and with superior overall yield.

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