Trimethoxyphenylthio as a highly labile replacement for tert-butylthio cysteine protection in Fmoc solid phase synthesis
| Autor: | Tobias M. Postma, Matthieu Giraud, Fernando Albericio |
|---|---|
| Rok vydání: | 2012 |
| Předmět: |
Molecular Structure
Chemistry Reducing agent Organic Chemistry bacterial infections and mycoses urologic and male genital diseases Oxytocin Biochemistry Combinatorial chemistry female genital diseases and pregnancy complications chemistry.chemical_compound Solid-phase synthesis Peptide synthesis Organic chemistry heterocyclic compounds Cysteine Disulfides Sulfhydryl Compounds Physical and Theoretical Chemistry Protecting group Peptides human activities Solid-Phase Synthesis Techniques |
| Zdroj: | Organic letters. 14(21) |
| ISSN: | 1523-7052 |
| Popis: | Trimethoxyphenylthio (S-Tmp) is described as a novel cysteine protecting group in Fmoc solid phase peptide synthesis replacing the difficult to remove tert-butylthio. S-Tmp and dimethoxyphenylthio (S-Dmp) were successfully used for cysteine protection in a variety of peptides. Moreover, both groups can be removed in 5 min with mild reducing agents. S-Tmp is recommended for cysteine protection, as it yields crude peptides of high purity. |
| Databáze: | OpenAIRE |
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