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À propos de : THAL, a Sterically Unhindered Linker for the Solid-Phase Synthesis of Acid-Sensitive Protected Peptide Acids        

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  • THAL, a Sterically Unhindered Linker for the Solid-Phase Synthesis of Acid-Sensitive Protected Peptide Acids
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Abstract
  • The 5-(4-hydroxyphenyl)-3,4-ethylenedioxythienyl alcohol (THAL, Thiophene Acid Labile) is described as a new linker for the solid-phase synthesis of peptide carboxylic acids. It is based on the electron-rich 3,4-ethylenedioxythenyl (EDOTn) moiety and allows the obtention of free and tert-butyl-protected peptides by cleavage with 90% and 0.5% TFA, respectively. This very high acid lability makes it useful for the synthesis of sensitive peptides. Free and tert-butyl-protected Leu-enkephalins have been synthesized as models to demonstrate the utility of the linker.
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