N-α-(t-Butoxycarbonyl)-β-(2-anthryl)-L-alanine
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N-α-(t-Butoxycarbonyl)-β-(2-anthryl)-L-alanine

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Category
BOC-Amino Acids
Catalog number
BAT-003181
CAS number
220586-12-9
Molecular Formula
C22H23NO4
Molecular Weight
365.43
N-α-(t-Butoxycarbonyl)-β-(2-anthryl)-L-alanine
IUPAC Name
(2S)-3-anthracen-2-yl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Synonyms
Boc-Ala(2-Anth)-OH; N-t-butyloxycarbonyl-2-anthrylalanine
InChI
InChI=1S/C22H23NO4/c1-22(2,3)27-21(26)23-19(20(24)25)11-14-8-9-17-12-15-6-4-5-7-16(15)13-18(17)10-14/h4-10,12-13,19H,11H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
InChI Key
VDRHOOVNFURBFF-IBGZPJMESA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC2=CC3=CC=CC=C3C=C2C=C1)C(=O)O

N-α-(t-Butoxycarbonyl)-β-(2-anthryl)-L-alanine, a specialized amino acid derivative, finds applications across diverse scientific fields. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Widely utilized in peptide synthesis for both research and therapeutic applications, N-α-(t-Butoxycarbonyl)-β-(2-anthryl)-L-alanine's distinct structure aids in the inclusion of anthracene moieties within peptides, enabling fluorescent labeling for enhanced visualization and tracking of peptides within biological systems. This feature is particularly valuable for probing peptide interactions and dynamics within cellular environments.

Protein Conformation Studies: The incorporation of the anthracene group in N-α-(t-Butoxycarbonyl)-β-(2-anthryl)-L-alanine renders it a valuable asset for conducting protein conformation and folding studies. When integrated into proteins, researchers can leverage fluorescence spectroscopy to monitor alterations in protein structure, providing insights into protein folding pathways, stability, and interactions with other biomolecules.

Biomolecular Interactions: Leveraging its fluorescent characteristics, this compound serves as a powerful tool for investigating interactions between biomolecules. When integrated into peptides or proteins, it serves as a sensitive probe for detecting binding events, conformational changes, and molecular dynamics. Such investigations play a critical role in unraveling the mechanisms underlying enzyme catalysis, protein-protein interactions, and cellular signaling pathways.

Drug Development: In the realm of drug development, N-α-(t-Butoxycarbonyl)-β-(2-anthryl)-L-alanine emerges as a pivotal model compound utilized in the design and evaluation of novel therapeutics. Through structural modifications, it offers insights into drug-receptor interactions and the pharmacokinetics of potential therapeutic agents, aiding in the optimization of drug candidates to enhance efficacy and minimize adverse effects.

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