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Hydrolysis of a Ni-Schiff-Base Complex Using Conditions Suitable for Retention of Acid-labile Protecting Groups
Published on: April 6, 2017
Semipermanent C-terminal carboxylic acid protecting group: application to solubilizing peptides and fragment
Marta Paradís-Bas1, Judit Tulla-Puche, Fernando Albericio
1Institute for Research in Biomedicine (IRB Barcelona) Barcelona, Baldiri Reixac 10, 08028 Barcelona, Spain.
Abstract:
The 2-methoxy-4-methylsulfinylbenzyl alcohol (Mmsb-OH) safety-catch linker has been described as a useful tool to overcome two obstacles in peptide synthesis: the solubility and fragment condensation of peptides. The incorporation of the linker into an insoluble peptide target, thereby allowing the conjugation of a poly-Lys as a "solubilizing tag", notably enhanced the solubility of the peptide. The selective conditions that remove that linker favored its incorporation as a semipermanent C-terminal protecting group, thereby allowing fragment condensation of peptides.
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