L-Aspartic α-amide β-t-butyl ester
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L-Aspartic α-amide β-t-butyl ester

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Category
β−Amino Acids
Catalog number
BAT-005859
CAS number
79009-38-4
Molecular Formula
C8H16N2O3
Molecular Weight
188.22
L-Aspartic α-amide β-t-butyl ester
IUPAC Name
tert-butyl 3,4-diamino-4-oxobutanoate
Synonyms
H-Asp(OtBu)-NH2; H-IsoAsn-OtBu; L-Isoasparagine β-t-butyl ester
InChI
InChI=1S/C8H16N2O3/c1-8(2,3)13-6(11)4-5(9)7(10)12/h5H,4,9H2,1-3H3,(H2,10,12)
InChI Key
HSLAXUQCLAYCPA-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)CC(C(=O)N)N

L-Aspartic α-amide β-t-butyl ester is a chemical compound that plays a crucial role in various fields of science and industry. It is a derivative of aspartic acid, an amino acid that is integral to the biosynthesis of proteins. This compound, characterized by its structural modification where the carboxyl group in the beta position is esterified with a t-butyl group, is particularly significant due to its stability and utility in synthetic processes. Such modifications often enhance the compound’s properties, making it more suitable for specific applications, especially where stability and solubility are crucial. It finds usage predominantly in organic synthesis, where it acts as an important building block due to these enhanced characteristics. L-Aspartic α-amide β-t-butyl ester is not only a remarkable compound in chemical synthesis but also serves as a model for understanding structural influences on functionality and reactivity in more complex systems.

One of the key applications of L-Aspartic α-amide β-t-butyl ester is in the pharmaceutical industry, where it is used as a precursor for the synthesis of various drug molecules. Its ability to facilitate the development of peptidomimetics and other bioactive compounds is invaluable. Peptidomimetics are small protein-like chains designed to mimic peptides, which play a crucial role in many biological processes. The structural features of L-Aspartic α-amide β-t-butyl ester make it an ideal candidate for developing oral, injectable, and topical medications. By providing the necessary backbone for complex molecules, it aids in the creation of medications with improved efficacy and stability, making it a cornerstone in drug discovery and development.

In the realm of peptide synthesis, L-Aspartic α-amide β-t-butyl ester is a vital component. It serves as an amino-protecting group that enables the stepwise construction of peptide chains without premature reaction or degradation. Peptides, long chains of amino acids, have applications cropping up across medicine, cosmetics, and biotechnology. The stability provided by the t-butyl ester group helps protect reactive sites on amino acids during peptide synthesis, allowing chemists to manipulate and extend the chains methodically. Having such control over peptide synthesis is critical, as these compounds must often exhibit high specificity and activity in their target applications. The presence of L-Aspartic α-amide β-t-butyl ester in the synthesis cycle ensures the integrity and functionality of the resulting peptides.

Moreover, the esterification properties of L-Aspartic α-amide β-t-butyl ester find utilization in the agricultural and food industries. It is employed in the synthesis of specific agrochemicals and food additives that require precise structural features for functionality. The ability to modify the reactivity and solubility profiles of agricultural additives using such a compound can lead to more effective pest management solutions or improved nutrient delivery systems. In food science, derivatives of this compound are used to enhance flavor profiles or preserve nutritional components more effectively. By manipulating its chemical properties, manufacturers can tailor products to meet specific regulatory standards and consumer preferences, thereby improving quality and applicability in various end-products.

Finally, in the field of material sciences, L-Aspartic α-amide β-t-butyl ester contributes to the development of novel polymers and resins. It provides the structural units necessary for creating materials with specific mechanical and chemical properties. When incorporated into polymer chains, it can influence flexibility, durability, and resistance to environmental degradation. These materials often find application in coatings, adhesives, and composites where enhanced performance under demanding conditions is required. The versatility and adaptability of L-Aspartic α-amide β-t-butyl ester make it a valuable asset in innovation and development within materials engineering, highlighting its broad impact across several technical disciplines.

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