Z-N-Me-Arg(Pbf)-OH CAS 2135655-88-6

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Z-N-Me-Arg (Pbf) - OH (CAS: 2135655-88-6) is a highly functional advanced peptide synthesis block. Its complex molecular structure integrates the strong alkaline guanidine group of arginine, the aromatic ring system modified by sulfonyl group, the main chain N-methylation modification, and orthogonal protection strategy, making it a key chemical tool for designing enzyme inhibitors and targeted therapeutic drugs. This molecule protects the α - amino group through benzyloxycarbonyl (Z/Cbz), enhances metabolic stability through main chain N-methylation, and protects the guanidine side chain with Pbf groups, achieving multi-level precise control of reaction sites.
The core value of this block lies in the 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl functional module introduced by its side chain. This structure not only provides significant steric hindrance and polarity features, but is also commonly used in the pharmacophore design of efficient enzyme inhibitors, where key hydrogen bonds and electrostatic interactions can be formed between the sulfonyl group and the active site of the target enzyme. Its (S) - configuration ensures chiral selectivity for binding to biological targets, while the guanidine group can act as a strong hydrogen bond donor/acceptor after deprotection, further enhancing molecular recognition ability, especially suitable for designing inhibitors against serine proteases, kinases, or HIV proteases.
In drug development and chemical biology applications, this compound exhibits outstanding multifunctionality. It is an important structural unit for constructing novel anti-tumor lead compounds such as anticoagulants, antiviral drugs, and kinase inhibitors. In solid-phase or liquid-phase peptide synthesis, this complex pharmacophore can be precisely embedded into specific positions of the peptide chain to construct peptide inhibitors with enhanced binding affinity and selectivity. In addition, it is also a valuable chemical biology probe for constructing directed peptide libraries, screening highly active ligands, and studying protein ligand interaction mechanisms, fully demonstrating its bridging role in connecting synthetic chemistry and biological functional research.

 

 

 

    

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