The Science Behind Boc-Met-OH: Synthesis, Applications, and Quality
In the field of organic synthesis and peptide chemistry, the meticulous selection of reagents is fundamental to achieving desired outcomes. Boc-Met-OH, chemically identified as N-Boc-L-methionine, is a prime example of such a critical compound. Its structure and properties make it a versatile and essential building block, especially in the synthesis of peptides containing the amino acid methionine.
The core function of Boc-Met-OH lies in its role as a protected amino acid derivative. The tert-butyloxycarbonyl (Boc) group, a common acid-labile protecting group, is attached to the alpha-amino group of L-methionine. This protection is paramount in Solid-Phase Peptide Synthesis (SPPS), particularly the Boc-based strategy. By masking the amino terminus, Boc-Met-OH prevents unwanted reactions during the stepwise addition of amino acids. This controlled reactivity is essential for building long and complex peptide chains accurately. Methionine, with its sulfur-containing side chain, contributes unique chemical and biological properties to the peptides it forms part of, influencing protein structure, function, and interactions.
The synthesis of Boc-Met-OH typically involves reacting L-methionine with a Boc-introducing agent, such as di-tert-butyl dicarbonate (Boc₂O), under controlled conditions to ensure regioselectivity and high yield. Manufacturers focus on achieving high purity, often exceeding 98%, as trace impurities can lead to a cascade of issues in downstream applications, including truncated peptides, side product formation, and reduced overall yield. The CAS number 2488-15-5 is the standard identifier for this compound, and its molecular formula is C10H19NO4S, with a molecular weight of 249.3 g/mol.
The applications of Boc-Met-OH are diverse, primarily centering around peptide synthesis for various research and industrial purposes. This includes the production of therapeutic peptides, research peptides for biochemical studies, and components for diagnostic assays. Researchers often seek to buy Boc-Met-OH from reliable suppliers who can provide consistent quality and technical documentation, such as Certificates of Analysis (CoA). Understanding the physical characteristics, like its typical appearance as a light yellow viscous liquid or crystal, is also important for proper handling and storage.
When sourcing Boc-Met-OH, particularly from global manufacturers, attention to detail regarding price, availability, and supplier reputation is crucial. Competitive pricing, especially for bulk orders, is a significant factor for many research institutions and chemical companies. However, the emphasis must always remain on ensuring the purity and reliability of the product. A trustworthy supplier will offer transparent pricing and a robust quality assurance system, making them a valuable partner in your synthetic chemistry endeavors.
In summary, Boc-Met-OH is a vital reagent for any scientist involved in peptide synthesis. Its well-defined chemical properties, strategic role in SPPS, and the importance of sourcing from quality-assured manufacturers underscore its significance in advancing biochemical and pharmaceutical research.
Perspectives & Insights
Bio Analyst 88
“The core function of Boc-Met-OH lies in its role as a protected amino acid derivative.”
Nano Seeker Pro
“The tert-butyloxycarbonyl (Boc) group, a common acid-labile protecting group, is attached to the alpha-amino group of L-methionine.”
Data Reader 7
“This protection is paramount in Solid-Phase Peptide Synthesis (SPPS), particularly the Boc-based strategy.”