In the realm of sophisticated chemical synthesis, particularly within peptide chemistry and drug discovery, the availability of highly pure and well-characterized building blocks is indispensable. N-Fmoc-N'-trityl-D-histidine (CAS 135610-90-1) is one such compound, widely utilized for its specific structural features and protective group chemistry.

Key Chemical Properties and Functionality

N-Fmoc-N'-trityl-D-histidine is a protected derivative of D-histidine, featuring the acid-labile trityl (Trt) group on the imidazole nitrogen and the base-labile Fmoc group on the alpha-amino nitrogen. This orthogonal protection scheme is a cornerstone of efficient solid-phase peptide synthesis (SPPS). The Fmoc group allows for controlled deprotection and coupling steps using basic reagents, while the trityl group provides robust protection for the imidazole ring, which is prone to side reactions. The D-configuration of the histidine moiety is crucial for researchers synthesizing peptides with specific stereochemistry, potentially leading to altered biological activities and improved metabolic stability.

The compound typically appears as a white powder, with a melting point in the range of 130-180 °C, depending on its exact purity and polymorphic form. Its insolubility in water and solubility in organic solvents like chloroform and DMF are standard characteristics for this class of protected amino acids.

Manufacturing and Sourcing for Research and Industry

The synthesis of N-Fmoc-N'-trityl-D-histidine is a multi-step process requiring careful control over reaction conditions and purification. Leading chemical manufacturers, particularly those with expertise in amino acid derivatives and peptide reagents, offer this compound with high purity, often exceeding 99% as determined by HPLC. When you buy N-Fmoc-N'-trityl-D-histidine, it's essential to source from a reputable supplier who can provide detailed specifications and Certificates of Analysis (CoA).

For researchers and procurement specialists, identifying a dependable manufacturer, often found among specialized chemical companies in China, is key to ensuring a consistent and cost-effective supply. These suppliers not only offer competitive prices but also the technical support necessary for successful integration into complex synthetic routes. Their ability to scale production is vital for projects progressing from laboratory research to pilot-scale or commercial manufacturing.

Applications in Peptide Chemistry and Beyond

The primary role of N-Fmoc-N'-trityl-D-histidine is as a building block in peptide synthesis. It is fundamental for creating therapeutic peptides, research peptides, and peptide-based biomaterials. Beyond this, its chemical structure lends itself to applications in bioconjugation and as a research tool in medicinal chemistry. Its ability to chelate metal ions, as suggested by some studies, opens avenues for its use in environmental remediation or as part of novel analytical assays.

For anyone requiring this specialized chemical, partnering with a knowledgeable supplier who understands the nuances of peptide synthesis and the importance of high-purity intermediates is a critical step towards achieving project goals.