In the realm of pharmaceutical development, the synthesis of peptides with precise structures is a cornerstone of innovation. Fmoc-HomoArg(Pbf)-OH (CAS: 401915-53-5) stands out as a critical building block, enabling researchers to incorporate a specific, modified amino acid into complex peptide sequences. As a specialized chemical manufacturer and supplier, understanding the intricate chemistry of such compounds is central to our mission. This article delves into the chemical properties of Fmoc-HomoArg(Pbf)-OH and its significant role in advancing pharmaceutical research and development.

The Chemical Foundation of Fmoc-HomoArg(Pbf)-OH

Fmoc-HomoArg(Pbf)-OH is a chemically synthesized derivative designed for efficiency and reliability in Fmoc solid-phase peptide synthesis (SPPS). Let's break down its key chemical features:

  • Homoarginine Backbone: It is based on homoarginine, an unnatural amino acid with a guanidino group located on the epsilon-carbon of a six-carbon chain, distinguishing it from the delta-carbon linkage in arginine. This structural difference can impart unique pharmacological properties.
  • Fmoc Protecting Group: The N-alpha-amino group is protected by the 9-fluorenylmethoxycarbonyl (Fmoc) group. This protecting group is stable under acidic conditions but readily cleaved by mild bases (e.g., piperidine). This characteristic allows for selective deprotection and stepwise addition of amino acids during SPPS without damaging the growing peptide chain or other protecting groups.
  • Pbf Side Chain Protection: The guanidino group of homoarginine is protected by the 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl (Pbf) group. This bulky, acid-labile protecting group effectively shields the highly reactive guanidino moiety from undesired side reactions during peptide coupling and assembly. It is typically removed concurrently with other side-chain protecting groups in the final cleavage step using strong acids like trifluoroacetic acid (TFA).
  • Molecular Properties: With a molecular formula of C35H42N4O7S and a molecular weight of approximately 662.8, this compound is typically supplied as a white to off-white powder. Its solubility characteristics, often stated as soluble in DMF, are crucial for efficient reaction kinetics in SPPS.

Applications in Pharmaceutical Development

The precise chemical design of Fmoc-HomoArg(Pbf)-OH makes it invaluable for synthesizing peptides intended for pharmaceutical applications. Researchers often seek to buy this compound to create peptides with enhanced stability, improved receptor binding affinity, or altered pharmacokinetic profiles. Its utility spans various areas, including the synthesis of peptide-based drugs, diagnostic agents, and peptide libraries for high-throughput screening. By ensuring the quality and availability of such critical intermediates, a dedicated chemical supplier empowers pharmaceutical companies to accelerate their drug discovery pipelines. We are committed to providing a consistent and high-quality supply of Fmoc-HomoArg(Pbf)-OH at a competitive price, supporting your pharmaceutical development goals.