For scientists engaged in peptide synthesis and related fields, a thorough understanding of specialized building blocks is paramount. Fmoc-4-Nitro-L-Phenylalanine, or Fmoc-Phe(4-NO2)-OH, stands out as a particularly useful derivative of phenylalanine. Its unique chemical structure and reactivity make it an indispensable tool for researchers aiming to create peptides with tailored functionalities and improved therapeutic or diagnostic properties.

The compound's identity is clearly defined by its Chemical Name: N-Fmoc-4-Nitro-L-Phenylalanine, and its unique CAS No.: 95753-55-2. With a Molecular Formula of C24H20N2O6 and a Molecular Weight of 432.43, it offers precise chemical specifications crucial for accurate reaction calculations in organic synthesis. Its physical appearance as a white to off-white powder, coupled with a high purity level (≥98%), ensures its suitability for demanding applications. Storage recommendations typically involve keeping it at 2-8°C to maintain its chemical stability.

The primary advantage of using Fmoc-4-Nitro-L-Phenylalanine in peptide synthesis stems from the strategic placement of the nitro group on the phenyl ring of phenylalanine. This modification is not merely for structural alteration; it imparts specific functional capabilities. Researchers can leverage the nitro group as an internal reference for spectroscopic analysis, such as Infrared (IR) spectroscopy, to investigate peptide secondary structures or folding pathways. Furthermore, its electronic properties allow it to serve as an effective quencher in FRET systems, which are widely used to study protein-protein interactions and conformational dynamics.

Beyond its role as a spectroscopic tool, Fmoc-4-Nitro-L-Phenylalanine is a valuable precursor in synthetic organic chemistry. It acts as an essential intermediate in the preparation of various biologically active molecules. For instance, it is utilized in the synthesis of squaric acid derivatives that exhibit antagonist activity against VLA-4 integrins. The modulation of VLA-4 integrin function is a significant area of research for treating inflammatory diseases, making this compound a key player in the development of potential new drugs. Its application extends to the creation of analogs of natural products like kahalalide F, demonstrating its versatility in creating complex molecular architectures.

The availability of high-quality amino acid derivatives like Fmoc-4-Nitro-L-Phenylalanine from reliable suppliers such as NINGBO INNO PHARMCHEM CO.,LTD. is critical for scientific progress. By providing researchers with these advanced building blocks, the pace of innovation in peptide-based therapeutics and biochemical probes is significantly accelerated. The ongoing exploration of integrin antagonists and the broader field of medicinal chemistry rely heavily on the consistent supply of such precisely engineered chemical compounds.