The synthesis of peptides is a cornerstone of modern biochemical research and pharmaceutical development. Among the essential reagents used, Fmoc-O-tert-butyl-D-threonine (CAS 138797-71-4) is a critical protected amino acid derivative. As a leading manufacturer and supplier of fine chemicals, understanding the technical nuances of this compound is central to its effective application. This article explores the key technical aspects that make Fmoc-O-tert-butyl-D-threonine a valuable asset in peptide synthesis.

Protecting Group Strategy: Orthogonality is Key

Fmoc-O-tert-butyl-D-threonine features a dual protection strategy crucial for successful Solid-Phase Peptide Synthesis (SPPS). The 9-fluorenylmethoxycarbonyl (Fmoc) group protects the alpha-amino terminus. It is stable during coupling reactions but is readily removed by mild bases, typically 20% piperidine in DMF. This base-labile nature is key to the Fmoc SPPS methodology. The tert-butyl (tBu) ether protects the hydroxyl side chain of threonine. This protection is stable under the basic conditions used for Fmoc deprotection and coupling, exhibiting orthogonality. It is typically removed using strong acidic conditions (e.g., 95% trifluoroacetic acid, TFA) during the final cleavage of the peptide from the resin. This orthogonal protection ensures that side chain modifications do not interfere with the backbone elongation process.

Coupling Efficiency and Reaction Conditions

The efficiency with which Fmoc-O-tert-butyl-D-threonine couples to the growing peptide chain is influenced by several factors. Standard coupling reagents such as HATU, HBTU, or DIC/HOBt are commonly employed. Optimized conditions often involve using slight excesses of the coupling agent and activators (e.g., DIEA) to ensure complete reaction. For challenging sequences or sterically hindered amino acids, longer coupling times or higher reagent concentrations might be necessary. We, as a manufacturer, ensure our product's consistent reactivity to facilitate optimal coupling yields. When you buy our Fmoc-O-tert-butyl-D-threonine, you can expect predictable performance.

Stability and Storage Considerations

Fmoc-O-tert-butyl-D-threonine is a stable compound under recommended storage conditions. Typically, it should be stored at 2-8°C to maintain its integrity. Its stability allows for practical handling and storage in both research and industrial settings. We provide detailed product specifications, including recommended storage temperatures, to ensure you maintain the quality of the material after purchase. Being a reliable supplier means ensuring that the product reaches you in optimal condition and providing guidance on its long-term viability.

Stereochemistry and Application of D-Threonine

The presence of the 'D' enantiomer is a significant technical feature. Peptides incorporating D-amino acids often exhibit increased resistance to enzymatic degradation in vivo, making them attractive candidates for therapeutic development. Fmoc-O-tert-butyl-D-threonine, therefore, is instrumental in creating peptides with enhanced stability and pharmacokinetic properties. When you seek to purchase this specialized reagent, understanding its stereochemistry and the advantages it confers is crucial for your project's success. We are a trusted manufacturer in China, offering high-quality D-amino acid derivatives.

In summary, the technical specifications of Fmoc-O-tert-butyl-D-threonine, from its orthogonal protecting groups to its D-configuration and consistent reactivity, make it an indispensable reagent in peptide synthesis. As a leading supplier, we are dedicated to providing researchers with the highest quality materials, backed by technical expertise and reliable service. We invite you to inquire about our competitive price and wholesale options.