N-α-(t-Butoxycarbonyl)-β-[acridine-9(10H)-on-2-yl]-L-alanine
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N-α-(t-Butoxycarbonyl)-β-[acridine-9(10H)-on-2-yl]-L-alanine

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Category
BOC-Amino Acids
Catalog number
BAT-003189
CAS number
643018-86-4
Molecular Formula
C21H22N2O5
Molecular Weight
382.41
N-α-(t-Butoxycarbonyl)-β-[acridine-9(10H)-on-2-yl]-L-alanine
IUPAC Name
(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(9-oxo-10H-acridin-2-yl)propanoic acid
Synonyms
Boc-Ala(2-Acd)-OH; Boc-acdAla-OH; N-α-(t-Butoxycarbonyl)-β-{2-[9(10H)-acridonyl]}-L-alanine; (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(9,10-dihydro-9-oxoacridin-2-yl)propanoic acid; N-t-butoxycarbonyl-2-acridonylalanine
InChI
InChI=1S/C21H22N2O5/c1-21(2,3)28-20(27)23-17(19(25)26)11-12-8-9-16-14(10-12)18(24)13-6-4-5-7-15(13)22-16/h4-10,17H,11H2,1-3H3,(H,22,24)(H,23,27)(H,25,26)/t17-/m0/s1
InChI Key
LZVADDYCLPQCIH-KRWDZBQOSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC2=C(C=C1)NC3=CC=CC=C3C2=O)C(=O)O

N-α-(t-Butoxycarbonyl)-β-[acridine-9(10H)-on-2-yl]-L-alanine, a specialized chemical compound, finds unique applications in biochemical research and analysis. Explore its diverse utility through four distinct applications presented with a high degree of perplexity and burstiness:

Fluorescent Labeling: Serving as a beacon of fluorescence in biochemical assays, this compound emerges as a vital tool for researchers. Its acridine moiety emanates a radiant glow ideal for tagging proteins nucleic acids and other biomolecules. Witness the journey of these illuminated molecules in a myriad of experiments from fluorescence microscopy to the flowing depths of flow cytometry.

Peptide Synthesis: Within the realm of solid-phase peptide synthesis (SPPS), this derivative of alanine stands as a beacon of precision. The t-butoxycarbonyl (Boc) group a staunch protector of the amino function orchestrates the seamless assembly of peptide chains. Behold the synthesis of peptides with unparalleled accuracy poised for application in the realms of therapy and research shaping innovations yet to unfold.

Molecular Probes: Unveil the profound secrets of protein-DNA interactions through the lens of this versatile compound a beacon of molecular probing. Its aptitude for binding to specific DNA sequences unveils a treasure trove of insights into the binding patterns and affinities of DNA-binding proteins. This revelation serves as a foundational pillar for unraveling the tapestry of transcriptional regulation and sculpting the future of DNA-focused pharmaceutical endeavors.

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