Understanding Z-Ala-OSu: Properties, Synthesis, and Applications of CAS 3401-36-3
The field of chemistry relies heavily on precisely engineered molecules that serve as building blocks for more complex structures. Z-Ala-OSu, identified by its CAS number 3401-36-3, is a prime example of such a compound. Known scientifically as N-Benzyloxycarbonyl-L-alanine N-Hydroxysuccinimide Ester, it is a derivative of the amino acid alanine that plays a crucial role in peptide synthesis. This article will explore the properties, common synthesis pathways, and key applications of Z-Ala-OSu, with insights from NINGBO INNO PHARMCHEM CO.,LTD., a leading supplier in the industry.
The chemical composition of Z-Ala-OSu (C15H16N2O6) is central to its functionality. It features the benzyloxycarbonyl (Z) group, a standard protecting group for the alpha-amino function of amino acids, and an N-hydroxysuccinimide ester of alanine's carboxyl group. This ester is a highly reactive species, readily undergoing aminolysis to form peptide bonds. The N-hydroxysuccinimide acts as an excellent leaving group, facilitating rapid and efficient coupling with amine groups of other amino acids or peptide fragments. This property is the reason researchers often investigate 'Z-Ala-OSu synthesis' to understand its preparation and optimal use.
The synthesis of Z-Ala-OSu typically involves activating the carboxyl group of Z-L-alanine. Common methods include reacting Z-L-alanine with N-hydroxysuccinimide in the presence of a coupling agent, such as dicyclohexylcarbodiimide (DCC) or diisopropylcarbodiimide (DIC), often in an aprotic solvent like dichloromethane or tetrahydrofuran. The resulting product is then typically purified by crystallization or chromatography. The availability of high-purity Z-Ala-OSu from reliable sources is critical for ensuring successful peptide synthesis outcomes.
The primary application of Z-Ala-OSu is as a coupling reagent in peptide synthesis. It is used to introduce the protected alanine residue into a peptide chain, either in solution-phase or solid-phase synthesis. The Z-group can be cleaved under mild reductive conditions (e.g., catalytic hydrogenation) to yield the free amine for subsequent coupling reactions. Researchers often seek to 'buy Z-Ala-OSu' from reputable suppliers because of its proven effectiveness and the quality of peptides it helps produce. Beyond its direct role in peptide linkage, it is also a valuable starting material for the synthesis of various other biologically relevant molecules.
NINGBO INNO PHARMCHEM CO.,LTD. is committed to providing the scientific community with high-quality chemical reagents. Our Z-Ala-OSu (CAS 3401-36-3) is manufactured to exacting standards, ensuring its suitability for demanding applications in peptide synthesis and organic chemistry. We understand that the 'price of Z-Ala-OSu' is a factor for researchers, and we strive to offer competitive pricing without compromising on quality. By choosing NINGBO INNO PHARMCHEM CO.,LTD., you are partnering with a dependable manufacturer in China, ensuring access to essential amino acid derivatives for your research.
In conclusion, Z-Ala-OSu (CAS 3401-36-3) is an essential compound in modern organic chemistry, particularly for peptide synthesis. Its unique structural features enable efficient activation and coupling of alanine residues. NINGBO INNO PHARMCHEM CO.,LTD. is proud to supply this critical reagent, supporting the advancement of scientific research and development through our commitment to quality and reliability.
Perspectives & Insights
Silicon Analyst 88
“The synthesis of Z-Ala-OSu typically involves activating the carboxyl group of Z-L-alanine.”
Quantum Seeker Pro
“Common methods include reacting Z-L-alanine with N-hydroxysuccinimide in the presence of a coupling agent, such as dicyclohexylcarbodiimide (DCC) or diisopropylcarbodiimide (DIC), often in an aprotic solvent like dichloromethane or tetrahydrofuran.”
Bio Reader 7
“The resulting product is then typically purified by crystallization or chromatography.”