Understanding the Chemistry of Fmoc-Cys(StBu)-OH in Peptide Assembly
Fmoc-Cys(StBu)-OH, or N-alpha-(9-fluorenylmethyloxycarbonyl)-S-(tert-butylthio)-L-cysteine, combines two essential features for peptide synthesis: the Fmoc group and the S-tert-butylthio protection. The Fmoc group is labile to mild bases, enabling its removal without damaging the growing peptide chain or other sensitive functional groups. The S-tert-butylthio (StBu) group protects the highly reactive thiol side chain of cysteine. This protection is crucial as thiols can readily oxidize to disulfides or undergo other unwanted reactions during synthesis, which could lead to impurities or incorrect peptide structures.
The synthesis of Fmoc-Cys(StBu)-OH typically involves reacting Fmoc-L-cysteine with a tert-butylating agent. Manufacturers like NINGBO INNO PHARMCHEM CO.,LTD. focus on optimizing these processes to achieve high yields and purity, ensuring that the product is suitable for demanding applications. When researchers look to buy Fmoc-Cys(StBu)-OH, they are seeking a reliable source that guarantees the chemical integrity of this molecule. Exploring competitive Fmoc-Cys(StBu)-OH prices from reputable suppliers is a common practice.
In practice, after incorporating Fmoc-Cys(StBu)-OH into a growing peptide chain using standard coupling reagents, the Fmoc group is removed. Subsequently, the S-tert-butylthio group is typically cleaved in the final cleavage step from the resin, often using a strong acid cocktail (e.g., TFA) that also cleaves the peptide from the resin and removes other acid-labile protecting groups. This deprotection step liberates the free thiol, allowing for subsequent modifications, such as the formation of disulfide bonds to create cyclic peptides or specific conformational structures.
NINGBO INNO PHARMCHEM CO.,LTD. contributes significantly to the field by providing high-quality Fmoc-Cys(StBu)-OH. Their commitment to chemical synthesis excellence ensures that researchers and pharmaceutical companies have access to a dependable intermediate, facilitating advancements in peptide-based research and the development of new therapies.
Perspectives & Insights
Core Pioneer 24
“Fmoc-Cys(StBu)-OH, or N-alpha-(9-fluorenylmethyloxycarbonyl)-S-(tert-butylthio)-L-cysteine, combines two essential features for peptide synthesis: the Fmoc group and the S-tert-butylthio protection.”
Silicon Explorer X
“The Fmoc group is labile to mild bases, enabling its removal without damaging the growing peptide chain or other sensitive functional groups.”
Quantum Catalyst AI
“The S-tert-butylthio (StBu) group protects the highly reactive thiol side chain of cysteine.”