Nα-Z-DL-asparagine
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Nα-Z-DL-asparagine

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Category
CBZ-Amino Acids
Catalog number
BAT-003212
CAS number
29880-22-6
Molecular Formula
C12H14N2O5
Molecular Weight
266.30
Nα-Z-DL-asparagine
IUPAC Name
4-amino-4-oxo-2-(phenylmethoxycarbonylamino)butanoic acid
Synonyms
Z-DL-Asn-OH; 4-Amino-2-([(benzyloxy)carbonyl]amino)-4-oxobutanoic acid; 4-Amino-4-Oxo-2-(Phenylmethoxycarbonylamino)Butanoic Acid; Nalpha-Carbobenzoxy-DL-Asparagine
Appearance
White to off-white crystalline powder
Purity
≥ 98%
Density
1.355±0.06 g/cm3(Predicted)
Melting Point
165 °C
Boiling Point
580.6±50.0 °C(Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C12H14N2O5/c13-10(15)6-9(11(16)17)14-12(18)19-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,13,15)(H,14,18)(H,16,17)
InChI Key
FUCKRCGERFLLHP-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NC(CC(=O)N)C(=O)O

Nα-Z-DL-asparagine, a synthetic derivative of the amino acid asparagine, finds wide utility in research and biochemical fields. Here are the key applications of Nα-Z-DL-asparagine:

Peptide Synthesis: Serving as a crucial protector in peptide synthesis, Nα-Z-DL-asparagine shields the amino group of asparagine, enabling the sequential addition of amino acids while preventing unwanted side reactions. This method is vital for crafting precise peptide sequences for both research and therapeutic objectives, ensuring the meticulous construction of peptide structures.

Protein Structure Studies: For delving into protein structures and functions, scientists can introduce Nα-Z-DL-asparagine into proteins, observing how its inclusion alters folding, stability, and interactions within the protein matrix. By substituting native asparagine with this derivative, researchers gain insights into protein dynamics, aiding in the development of protein-based pharmaceuticals and advancing structural biology.

Enzyme Research: Leveraging Nα-Z-DL-asparagine as a substrate analog in enzyme assays, researchers can dissect enzyme specificity and activity, shedding light on mechanisms and identifying critical active domains. Understanding these intricate relationships assists in formulating enzyme modulators with therapeutic potential, a pivotal step in drug discovery and enzyme-targeted therapy.

Bioconjugation: In the realm of bioconjugation techniques, Nα-Z-DL-asparagine plays a vital role in attaching biomolecules to specific locations within peptides or proteins, facilitating the creation of targeted drug delivery systems, biosensors, and diagnostic tools. These innovative applications enhance precision and efficacy in biomedical practices, heralding advancements in targeted therapeutics and diagnostic technologies.

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