Fmoc-L-4-Bromo-Phenylalanine (CAS 198561-04-5) is a compound that stands out in the realm of organic synthesis, particularly within peptide chemistry and drug development. Its unique structure, combining the widely used Fmoc protecting group with a brominated phenylalanine residue, imbues it with specific chemical properties that make it an indispensable tool for researchers. Understanding these properties is key to unlocking its broad range of applications, and as a dedicated manufacturer and supplier, we provide access to this valuable reagent.

The chemical structure of Fmoc-L-4-Bromo-Phenylalanine is defined by the L-phenylalanine core, where the phenyl ring is substituted at the para position with a bromine atom. This bromination is significant. Bromine is an electron-withdrawing group, which can influence the reactivity of the aromatic ring and adjacent functionalities. It also increases the lipophilicity of the molecule. Crucially, the carbon-bromine bond serves as an excellent leaving group or reactive site for various cross-coupling reactions, such as palladium-catalyzed couplings (e.g., Suzuki, Sonogashira). This makes it a powerful handle for further functionalization when constructing more complex molecules. When you buy this compound, you are acquiring a molecule primed for sophisticated synthetic strategies.

The Fmoc group (9-fluorenylmethoxycarbonyl) attached to the alpha-amino group is a base-labile protecting group, meaning it can be easily removed under mild basic conditions, typically using piperidine. This orthogonality with other protecting groups commonly used in peptide synthesis makes Fmoc-L-4-Bromo-Phenylalanine highly compatible with standard Fmoc SPPS protocols. The solid-phase approach allows for the stepwise addition of amino acids to build peptide chains efficiently. Researchers often purchase this reagent to introduce a precisely modified phenylalanine into their target peptide sequences.

The applications of Fmoc-L-4-Bromo-Phenylalanine are diverse and expanding. In peptide synthesis, it's used to create peptides with altered pharmacokinetic profiles, enhanced binding affinities, or as a precursor for radiolabeling for diagnostic imaging agents. In drug discovery, the brominated phenylalanine moiety can be incorporated into small molecule drug candidates to modulate their interaction with biological targets or improve their metabolic stability. The ability to readily modify the bromine atom through cross-coupling reactions makes it a versatile intermediate for generating diverse compound libraries. For those looking to acquire this reagent, understanding its chemical reactivity aids in selecting the appropriate supplier that can guarantee the purity required for these complex transformations.

As a leading manufacturer, we ensure that our Fmoc-L-4-Bromo-Phenylalanine meets rigorous quality standards. This commitment allows researchers worldwide to confidently purchase and utilize this versatile building block in their groundbreaking work. The competitive price we offer further enhances its accessibility, making it a strategic choice for both academic and industrial laboratories.