Fmoc-Arg(Pbf)-OH: Chemical Properties and Synthesis Applications
Fmoc-Arg(Pbf)-OH is a specialized amino acid derivative that plays a crucial role in modern synthetic chemistry, particularly in the field of peptide synthesis. Its unique chemical structure and the protective groups employed make it an indispensable tool for researchers and chemists aiming to create complex biomolecules. Understanding its properties is key to unlocking its full potential in synthesis.
The full chemical name for Fmoc-Arg(Pbf)-OH is Nα-Fmoc-Nω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine. Its CAS number, 154445-77-9, uniquely identifies this compound within chemical databases. As a synthetic building block, it typically presents as a white to off-white powder, with a high purity level of ≥99.0% commonly achieved by manufacturers. This purity is critical as it directly influences the efficiency and success rate of subsequent coupling reactions in peptide synthesis.
The significance of Fmoc-Arg(Pbf)-OH lies in its protective groups. The Fmoc (9-fluorenylmethyloxycarbonyl) group on the alpha-amino nitrogen is a standard choice in Fmoc-based peptide synthesis. It is readily cleaved under mild basic conditions, allowing for stepwise addition of amino acids to the growing peptide chain. Simultaneously, the Pbf group protects the guanidino function of the arginine side chain. The Pbf group offers a distinct advantage over older protecting groups for arginine, such as Pmc, due to its improved cleavage kinetics and reduced tendency for side reactions, notably tryptophan alkylation. This feature is highly valued by chemists who want to buy reliable reagents that simplify purification and improve yields.
The applications of Fmoc-Arg(Pbf)-OH are predominantly within peptide synthesis, where it is used to introduce arginine residues into peptide sequences. Arginine is a basic amino acid that often plays critical roles in the biological activity of peptides, such as in receptor binding or enzymatic interactions. Therefore, accurate and efficient incorporation of arginine is vital. Beyond peptide synthesis, this compound can also find applications in other areas of organic synthesis where a protected arginine moiety is required for the construction of complex organic molecules or peptidomimetics.
For those in need of this compound, sourcing from a reputable manufacturer is essential. We pride ourselves on being a leading supplier of high-quality Fmoc-Arg(Pbf)-OH. Our commitment to rigorous quality control ensures that you receive a product that meets the highest standards for your research or manufacturing needs. If you are looking to buy Fmoc-Arg(Pbf)-OH, we invite you to request a quote and experience the difference that superior quality and dedicated service can make to your chemical synthesis endeavors.
Perspectives & Insights
Future Origin 2025
“Simultaneously, the Pbf group protects the guanidino function of the arginine side chain.”
Core Analyst 01
“The Pbf group offers a distinct advantage over older protecting groups for arginine, such as Pmc, due to its improved cleavage kinetics and reduced tendency for side reactions, notably tryptophan alkylation.”
Silicon Seeker One
“This feature is highly valued by chemists who want to buy reliable reagents that simplify purification and improve yields.”