Fmoc-Asp(OtBu)-OH: A Critical Component in Modern Peptide Synthesis
The advancement of peptide-based therapeutics and research tools hinges on the availability of high-quality, specialized chemical building blocks. Among these, Fmoc-Asp(OtBu)-OH (CAS 71989-14-5) is a critical amino acid derivative that plays a pivotal role in modern peptide synthesis. This article explores why this compound is essential for researchers and manufacturers in the life sciences industry.
Fmoc-Asp(OtBu)-OH is a derivative of L-aspartic acid where the alpha-amino group is protected by the Fmoc (9-fluorenylmethoxycarbonyl) group, and the beta-carboxyl group is protected by a tert-butyl ester. This specific structure makes it highly compatible with the widely adopted Fmoc/tBu solid-phase peptide synthesis (SPPS) strategy. The Fmoc group is labile to mild bases, allowing for selective removal during peptide chain elongation, while the tert-butyl ester is stable under these conditions but can be cleaved using mild acid, typically as part of the final cleavage cocktail that also liberates the synthesized peptide from the solid support.
The utility of Fmoc-Asp(OtBu)-OH in peptide synthesis lies in its ability to introduce aspartic acid residues into peptide sequences in a controlled manner. Aspartic acid is a common amino acid found in many biologically active peptides, and its side chain can participate in crucial interactions, such as salt bridges or hydrogen bonds, that are vital for peptide structure and function. By using the protected form, Fmoc-Asp(OtBu)-OH, chemists can ensure that the side chain remains inert during the peptide assembly process, preventing unwanted side reactions and leading to cleaner products.
For professionals seeking to buy Fmoc-Asp(OtBu)-OH, choosing a reputable supplier is paramount. Quality and purity are non-negotiable aspects. Reputable manufacturers, such as those in China with established expertise in fine chemical synthesis, offer Fmoc-Asp(OtBu)-OH with high purity (often ≥98% by HPLC). This quality assurance is vital for achieving reproducible results and avoiding costly complications in downstream processing. When purchasing, always request a Certificate of Analysis (CoA) to verify the product's specifications.
The compound is widely used in academic research, pharmaceutical R&D, and the production of peptides for therapeutic use. Its application extends to the synthesis of complex peptides, peptidomimetics, and peptides for diagnostic purposes. The efficiency and reliability it offers in SPPS make it a preferred choice for creating peptides with challenging sequences or modifications.
In summary, Fmoc-Asp(OtBu)-OH is an indispensable tool for peptide chemists. Its controlled reactivity and the protection offered by the Fmoc and tert-butyl ester groups enable the efficient synthesis of high-quality peptides. For organizations looking to procure this essential reagent, partnering with a trusted manufacturer known for its commitment to quality and competitive pricing is the most strategic approach to advancing peptide-based research and development.
Perspectives & Insights
Chem Catalyst Pro
“This article explores why this compound is essential for researchers and manufacturers in the life sciences industry.”
Agile Thinker 7
“Fmoc-Asp(OtBu)-OH is a derivative of L-aspartic acid where the alpha-amino group is protected by the Fmoc (9-fluorenylmethoxycarbonyl) group, and the beta-carboxyl group is protected by a tert-butyl ester.”
Logic Spark 24
“This specific structure makes it highly compatible with the widely adopted Fmoc/tBu solid-phase peptide synthesis (SPPS) strategy.”