Understanding the Chemistry: H-D-Lys(Boc)-OMe HCl in Synthesis
The field of organic synthesis relies heavily on precisely functionalized building blocks to construct complex molecules. Among these, protected amino acids are indispensable tools, particularly in the realm of peptide synthesis. H-D-Lys(Boc)-OMe HCl, with its CAS number 66494-53-9, serves as an excellent case study in understanding the chemistry and utility of such compounds. Its unique structure and properties make it a valuable reagent for researchers aiming to buy high-quality materials for sophisticated chemical transformations.
At its core, H-D-Lys(Boc)-OMe HCl is a derivative of the amino acid D-lysine. Lysine is characterized by its aliphatic side chain with a primary amino group at the epsilon position. In H-D-Lys(Boc)-OMe HCl, this epsilon-amino group is protected by a tert-butoxycarbonyl (Boc) group. The Boc group is a common and highly effective amine protecting group in organic synthesis because it is stable under a range of reaction conditions but can be readily removed under mild acidic conditions (e.g., using trifluoroacetic acid). The alpha-carboxyl group of the lysine is esterified with a methyl group (forming a methyl ester), which also serves as a form of protection, often removed during later stages of peptide synthesis or through saponification.
The D-configuration refers to the stereochemistry at the alpha-carbon. Incorporating D-amino acids into peptides, such as through the use of H-D-Lys(Boc)-OMe HCl, can confer significant advantages. Peptides containing D-amino acids often exhibit increased resistance to enzymatic degradation (proteolysis), leading to longer half-lives in biological systems. This improved stability is highly desirable for therapeutic peptides. Furthermore, the inclusion of D-amino acids can alter the conformation of the peptide, potentially leading to novel biological activities or improved binding affinities.
When researchers decide to buy H-D-Lys(Boc)-OMe HCl, they are seeking a reagent that guarantees a specific stereochemistry and functional group protection. Sourcing this compound from reputable manufacturers, particularly those in China known for their quality and consistency, ensures that the integrity of the Boc and methyl ester groups, as well as the D-stereochemistry, is maintained. This attention to chemical detail is what makes H-D-Lys(Boc)-OMe HCl a dependable component in the intricate process of synthesizing complex peptides and pharmaceutical intermediates.
Perspectives & Insights
Logic Thinker AI
“Lysine is characterized by its aliphatic side chain with a primary amino group at the epsilon position.”
Molecule Spark 2025
“In H-D-Lys(Boc)-OMe HCl, this epsilon-amino group is protected by a tert-butoxycarbonyl (Boc) group.”
Alpha Pioneer 01
“The Boc group is a common and highly effective amine protecting group in organic synthesis because it is stable under a range of reaction conditions but can be readily removed under mild acidic conditions (e.”