Fmoc-Pen(Acm)-OH

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Fmoc Pen (Acm) - OH (CAS: 201531-76-2) is a highly specific key building block in the development of complex cyclic peptide drugs. Its unique orthogonal protecting group design makes it an important intermediate for synthesizing bioactive peptides with precise three-dimensional structures. This compound plays an indispensable role in the development of cutting-edge cyclic peptide therapies such as oral IL-23 receptor inhibitors by Johnson&Johnson Group.
The core feature of this molecule lies in its ingenious dual protection strategy. The α - amino group is protected by Fmoc (fluorenylmethoxycarbonyl), which forms a stable amino ester structure and exhibits excellent stability under acidic and oxidative conditions, ensuring smooth and continuous multi-step solid-phase synthesis. At the same time, the side chain thiol groups are specifically protected by Acm (acetylaminomethyl) groups. This orthogonal protection scheme allows for selective removal of Acm protecting groups through conditions such as iodine oxidation, exposing free thiol groups for key cyclization reactions or specific coupling, providing precise molecular control for constructing complex cyclic peptide structures.
In the field of biomedical applications, the value of Fmoc Pen (Acm) - OH is particularly prominent. It is mainly used for synthesizing precision modified cyclic peptides containing cell adhesion recognition (CAR) sequences. The penicillamine structure in its molecule introduces key thioether binding sites for cyclic peptides, directly affecting the conformational stability and biological activity of peptide chains. As an important molecular block, it greatly promotes the research and development of cyclic peptides with specific biological functions in the fields of cell adhesion and recognition, providing advanced chemical tools for the discovery of innovative drugs, especially for the treatment of autoimmune diseases.