N-Boc-cis-4-N-Fmoc-amino-L-proline (CAS 174148-03-9)

N-Boc-cis-4-N-Fmoc-amino-L-proline is a chemically protected form of the amino acid proline, specifically designed for use in peptide synthesis. This compound features two protective groups: the tert-butoxycarbonyl (Boc) group and the fluorenylmethyloxycarbonyl (Fmoc) group. The Boc group protects the amine functionality, while the Fmoc group is attached to the nitrogen atom of the proline ring, safeguarding the amide nitrogen. These protective groups are crucial for peptide synthesis using solid-phase techniques, where they prevent unwanted side reactions and ensure the correct sequence assembly of peptides. The cis configuration of the proline residue in N-Boc-cis-4-N-Fmoc-amino-L-proline is particularly significant because the cis and trans isomers of proline can dramatically influence the folding and function of peptides and proteins. In research, this specificity is exploited to study the structural dynamics of peptides and the role of proline isomerization in biological processes. N-Boc-cis-4-N-Fmoc-amino-L-proline allows scientists to precisely control the incorporation of cis-proline into peptides, facilitating investigations into how proline′s conformation affects peptide structure, stability, and interaction with other molecules. Such studies are foundational in biochemistry and molecular biology, providing insights into protein folding mechanisms and the design of novel peptides for scientific experiments, excluding therapeutic or clinical applications.