For researchers and chemists working at the forefront of peptide synthesis and organic chemistry, understanding the fundamental properties and reliable synthesis of key reagents is crucial. NINGBO INNO PHARMCHEM CO.,LTD. provides insights into Boc-Cys(pMeBzl)-OH (CAS 61925-77-7), a vital protected amino acid derivative that underpins much of modern biochemical research.

Boc-Cys(pMeBzl)-OH, also identified as Boc-S-4-methylbenzyl-L-cysteine, is a modified form of the naturally occurring amino acid cysteine. Its structure incorporates two key protecting groups that dictate its utility in synthesis. The N-terminal Boc (tert-butyloxycarbonyl) group is a standard protecting group in peptide synthesis, commonly used in solid-phase peptide synthesis (SPPS). It effectively shields the alpha-amino group, preventing its involvement in unwanted reactions during the stepwise addition of amino acids to a growing peptide chain. This protection is reversible, allowing for deprotection under mild acidic conditions when it's time to add the next amino acid.

The critical feature of Boc-Cys(pMeBzl)-OH is the protection of the cysteine side chain's thiol (-SH) group by the para-methylbenzyl (pMeBzl) group. The thiol group is notoriously reactive, prone to oxidation and disulfide bond formation. The pMeBzl group provides robust protection, ensuring that the thiol remains unreactive during various synthetic steps. This protection is essential for maintaining the integrity of the peptide sequence and for controlling the formation of disulfide bonds at specific points in the synthesis. The pMeBzl group can be removed using reagents like liquid ammonia or strong acids, offering flexibility in synthetic strategies.

The synthesis of Boc-Cys(pMeBzl)-OH typically involves protecting the amino group of cysteine with a Boc group and then alkylating the thiol group with a para-methylbenzyl halide. The process requires careful control of reaction conditions to ensure high purity and yield. Manufacturers like NINGBO INNO PHARMCHEM CO.,LTD. employ rigorous quality control measures, including HPLC, Mass Spectrometry, and NMR, to guarantee the integrity and purity of the final product. The price of Boc-Cys(pMeBzl)-OH is influenced by the complexity of its synthesis, the cost of raw materials, and the required purity level for demanding applications.

The applications of Boc-Cys(pMeBzl)-OH are widespread in scientific research. It is a cornerstone for synthesizing peptides used in drug discovery, particularly for developing peptide therapeutics. Its role in bioconjugation is also significant, enabling the precise attachment of peptides to other molecules for diagnostic or therapeutic purposes. Understanding the synthesis and properties of this compound is key for researchers looking to source reliable reagents for their projects, ensuring successful outcomes in complex chemical syntheses.

In summary, Boc-Cys(pMeBzl)-OH is a sophisticated chemical intermediate whose carefully designed protective groups make it indispensable for modern peptide synthesis and related biochemical applications. Its properties facilitate controlled reactions, leading to the creation of complex molecules vital for advancements in pharmaceuticals and biotechnology.