The Chemistry of N-Carbobenzyloxy-L-aspartic Acid: Synthesis and Properties
Understanding the chemical intricacies of essential intermediates is vital for any chemist or researcher. N-Carbobenzyloxy-L-aspartic acid (CAS 1152-61-0), commonly known as Z-Asp-OH, is a prime example of such a compound, playing a crucial role in organic synthesis, particularly peptide chemistry. NINGBO INNO PHARMCHEM CO.,LTD., a leading manufacturer based in China, is dedicated to producing this compound with high purity and consistency.
N-Carbobenzyloxy-L-aspartic acid is a protected derivative of L-aspartic acid. The 'N-Carbobenzyloxy' prefix refers to the carbobenzyloxy (Cbz) group, which is attached to the alpha-amino group of the amino acid. This Cbz group serves as a protecting agent, effectively masking the amine's reactivity during synthetic transformations, such as peptide coupling reactions. The compound's structure, C12H13NO6, with a molecular weight of 267.23 g/mol, contributes to its utility. It typically appears as a white fine crystalline powder, with a melting point often recorded between 117-119 °C.
The synthesis of N-Carbobenzyloxy-L-aspartic acid typically follows established chemical protocols. The standard method involves the reaction of L-aspartic acid with Benzyl chloroformate in the presence of a suitable base, such as sodium hydroxide or potassium carbonate, in an aqueous solution. This reaction selectively introduces the Cbz group onto the alpha-amino position. Subsequent isolation and purification steps, including crystallization, are employed to achieve the high purity levels (e.g., USP, BP, FCC) required for its applications. NINGBO INNO PHARMCHEM CO.,LTD. utilizes optimized synthesis routes to ensure the quality and reliability of our N-Carbobenzyloxy-L-aspartic acid.
The primary application for N-Carbobenzyloxy-L-aspartic acid is its role as a building block in peptide synthesis. It is used in both solution-phase and solid-phase peptide synthesis (SPPS) to incorporate aspartic acid residues into peptide chains. The Cbz protecting group is stable under various reaction conditions and can be readily removed, typically by catalytic hydrogenation, to enable further chain extension. This controlled reactivity makes it an invaluable tool for chemists.
For researchers and manufacturers seeking to buy N-Carbobenzyloxy-L-aspartic acid, choosing a reputable supplier is essential. NINGBO INNO PHARMCHEM CO.,LTD. provides a dependable source for this critical intermediate, offering competitive pricing and consistent quality. Our expertise as a manufacturer in China ensures that we meet the global demand for high-purity chemical compounds. Partner with us for your N-Carbobenzyloxy-L-aspartic acid needs and benefit from our commitment to chemical excellence.
N-Carbobenzyloxy-L-aspartic acid is a protected derivative of L-aspartic acid. The 'N-Carbobenzyloxy' prefix refers to the carbobenzyloxy (Cbz) group, which is attached to the alpha-amino group of the amino acid. This Cbz group serves as a protecting agent, effectively masking the amine's reactivity during synthetic transformations, such as peptide coupling reactions. The compound's structure, C12H13NO6, with a molecular weight of 267.23 g/mol, contributes to its utility. It typically appears as a white fine crystalline powder, with a melting point often recorded between 117-119 °C.
The synthesis of N-Carbobenzyloxy-L-aspartic acid typically follows established chemical protocols. The standard method involves the reaction of L-aspartic acid with Benzyl chloroformate in the presence of a suitable base, such as sodium hydroxide or potassium carbonate, in an aqueous solution. This reaction selectively introduces the Cbz group onto the alpha-amino position. Subsequent isolation and purification steps, including crystallization, are employed to achieve the high purity levels (e.g., USP, BP, FCC) required for its applications. NINGBO INNO PHARMCHEM CO.,LTD. utilizes optimized synthesis routes to ensure the quality and reliability of our N-Carbobenzyloxy-L-aspartic acid.
The primary application for N-Carbobenzyloxy-L-aspartic acid is its role as a building block in peptide synthesis. It is used in both solution-phase and solid-phase peptide synthesis (SPPS) to incorporate aspartic acid residues into peptide chains. The Cbz protecting group is stable under various reaction conditions and can be readily removed, typically by catalytic hydrogenation, to enable further chain extension. This controlled reactivity makes it an invaluable tool for chemists.
For researchers and manufacturers seeking to buy N-Carbobenzyloxy-L-aspartic acid, choosing a reputable supplier is essential. NINGBO INNO PHARMCHEM CO.,LTD. provides a dependable source for this critical intermediate, offering competitive pricing and consistent quality. Our expertise as a manufacturer in China ensures that we meet the global demand for high-purity chemical compounds. Partner with us for your N-Carbobenzyloxy-L-aspartic acid needs and benefit from our commitment to chemical excellence.
Perspectives & Insights
Chem Catalyst Pro
“N-Carbobenzyloxy-L-aspartic acid (CAS 1152-61-0), commonly known as Z-Asp-OH, is a prime example of such a compound, playing a crucial role in organic synthesis, particularly peptide chemistry.”
Agile Thinker 7
“, a leading manufacturer based in China, is dedicated to producing this compound with high purity and consistency.”
Logic Spark 24
“The 'N-Carbobenzyloxy' prefix refers to the carbobenzyloxy (Cbz) group, which is attached to the alpha-amino group of the amino acid.”