Photolabile Linkers for Solid-Phase Synthesis

Two Useful Photolabile Surfaces for Solid-Phase Synthesis.

o-Nitrobenzyl-based photolabile surfaces 3 and 4 have been synthesized from 2-phenylcyclohexanone and aminopropylsiloxane-grafted controlled pore glass. The procedures are simple and inexpensive and generate materials whose minimally functionalized reactive chromophore should tolerate a range of subsequent chemistries. Time- and solvent-dependent analysis of photodegradation demonstrates a perf...

Linkers, resins, and general procedures for solid-phase peptide synthesis.

This chapter describes the basic protocols for solid-phase peptide synthesis using the Fmoc group as the N (α)-protecting group (Fmoc-SPPS). The chapter introduces resins and their handling, choice of linkers, and the most common methods for peptide chain assembly. The proper choice of resins and linkers for solid-phase synthesis is a key parameter for successful peptide synthesis. This chapter...

Photolabile protecting groups and linkers

Safety-Catch and Multiply Cleavable Linkers in Solid- Phase Synthesis

This review article focuses on concepts that incorporate safety-catch and multiply cleavable linkers in solid-phase synthesis. Discussed are specific applications of such linkers in the synthesis of peptides, peptide mimetics, and “small” organic molecules, as well as their limitations for particular chemistries and reaction conditions. © 1999 John Wiley & Sons, Inc. Biopoly 47: 353–363, 1998

A photolabile linker for the solid-phase synthesis of 4-substituted NH-1,2,3-triazoles.

This communication presents the synthesis of a novel photolabile azidolinker based on the o-nitroveratryl group. The application of this linker for the synthesis and photolytic release of NH-1,2,3-triazoles is described.