The Chemical Properties and Synthesis Applications of Fmoc-D-3-(2-Thienyl)-alanine
Fmoc-D-3-(2-Thienyl)-alanine is a specialized amino acid derivative that plays a crucial role in modern organic synthesis, particularly within the realm of peptide chemistry and drug development. Its unique structure, combining the widely adopted Fmoc protecting group with a thiophene-containing side chain, grants it specific chemical properties highly valued by researchers and manufacturers. As a prominent supplier of such advanced chemical intermediates, we aim to elucidate its significance.
The molecular formula for Fmoc-D-3-(2-Thienyl)-alanine is C22H19NO4S, with a molecular weight of approximately 393.46 g/mol. The key features are the Fmoc group, which protects the alpha-amino group, rendering it stable under various reaction conditions but easily cleavable with bases like piperidine, and the D-alanine backbone modified with a 2-thienyl substituent at the beta-carbon. This thiophene ring, an aromatic heterocycle containing sulfur, contributes to the compound's electronic properties and can influence its reactivity and the behavior of peptides it is incorporated into.
The primary application of Fmoc-D-3-(2-Thienyl)-alanine lies in solid-phase peptide synthesis (SPPS). In this methodology, the Fmoc group ensures that only the desired coupling reactions occur at the N-terminus, while the side chain remains protected until final cleavage. The inclusion of the thiophene moiety allows for the creation of peptides with unique structural and electronic characteristics. These modifications can be critical for developing peptides with enhanced biological activity, altered receptor binding, improved metabolic stability, or novel fluorescent properties.
For scientists engaged in drug discovery, sourcing this compound from a reliable manufacturer is paramount. We, as a leading supplier in China, ensure that our Fmoc-D-3-(2-Thienyl)-alanine meets stringent purity standards, typically exceeding 98% by HPLC. This high purity is essential to prevent the incorporation of impurities into the peptide chain, which could compromise the efficacy and safety of the final product, especially for pharmaceutical applications.
The synthesis of Fmoc-D-3-(2-Thienyl)-alanine itself involves complex organic chemistry. Typically, it starts from a thiophene-containing precursor, which is then elaborated through chiral synthesis or resolution to obtain the D-enantiomer, followed by Fmoc protection. Our manufacturing expertise ensures efficient and scalable production, allowing us to offer competitive pricing for bulk purchases, making it an accessible reagent for both academic research and industrial development.
Beyond peptide synthesis, the thiophene functionality itself can be a point of interest for chemists exploring novel material properties, such as in organic electronics or as a scaffold for medicinal chemistry. However, its most prominent role remains as a specialized building block for constructing peptides with tailored functionalities, crucial for advancing therapeutic peptide development.
We encourage researchers and procurement specialists to consider our Fmoc-D-3-(2-Thienyl)-alanine for their synthesis needs. As a trusted supplier, we provide not only high-quality products but also the technical support required to integrate this specialized amino acid into your projects. Contact us to request a quote or learn more about the chemical properties and synthesis applications that make this compound invaluable.
Perspectives & Insights
Future Origin 2025
“Our manufacturing expertise ensures efficient and scalable production, allowing us to offer competitive pricing for bulk purchases, making it an accessible reagent for both academic research and industrial development.”
Core Analyst 01
“Beyond peptide synthesis, the thiophene functionality itself can be a point of interest for chemists exploring novel material properties, such as in organic electronics or as a scaffold for medicinal chemistry.”
Silicon Seeker One
“However, its most prominent role remains as a specialized building block for constructing peptides with tailored functionalities, crucial for advancing therapeutic peptide development.”