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

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Category
Fmoc-Amino Acids
Catalog number
BAT-005508
CAS number
1013328-63-6
Molecular Formula
C31H24N2O5
Molecular Weight
504.53
N-α-(9-Fluorenylmethoxycarbonyl)-β-[acridine-9(10H)-on-2-yl]-L-alanine
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-10H-acridin-2-yl)propanoic acid
Synonyms
Fmoc-Ala(2-Acd)-OH; Fmoc-acdAla-OH; N-α-(9-Fluorenylmethoxycarbonyl)-β-{2-[9(10H)-acridonyl]}-L-alanine; acridon-2-ylalanine; 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-9,10-dihydro-acridin-2-yl)-propionic acid; N-Alpha-(9-Fluorenylmethoxycarbonyl)-Beta-[acridine-9(10H)-on-2-yl]-L-alanine
Purity
95%
InChI
InChI=1S/C31H24N2O5/c34-29-23-11-5-6-12-26(23)32-27-14-13-18(15-24(27)29)16-28(30(35)36)33-31(37)38-17-25-21-9-3-1-7-19(21)20-8-2-4-10-22(20)25/h1-15,25,28H,16-17H2,(H,32,34)(H,33,37)(H,35,36)/t28-/m0/s1
InChI Key
CMMIEUQIDDERGZ-NDEPHWFRSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC5=C(C=C4)NC6=CC=CC=C6C5=O)C(=O)O

N-α-(9-Fluorenylmethoxycarbonyl)-β-[acridine-9(10H)-on-2-yl]-L-alanine, a specialized amino acid derivative that permeates diverse scientific and biotechnological domains, boasts a multitude of key applications presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Embedded within the intricate world of peptide synthesis, N-α-(9-Fluorenylmethoxycarbonyl)-β-[acridine-9(10H)-on-2-yl]-L-alanine stands as a cornerstone building block. Its unique structural attributes facilitate the precise embedding of specific functional groups into peptides, a critical maneuver in customizing peptides with targeted bioactivities. This precision allows for a deep dive into protein interactions at a microcosmic scale, enriching the understanding of molecular dynamics in biological systems.

Fluorescence Tagging: A beacon of innovation in the realm of biological fluorescence tagging, this compound plays a pivotal role in visualizing and tracking peptides or proteins within cellular landscapes using fluorescence microscopy. This visionary application enables real-time analysis of molecular kinetics and interactions within dynamic cellular environments, unraveling the intricacies of cellular processes in a visually captivating manner.

Drug Development: Illuminating the path of pharmaceutical advancements, the utilization of N-α-(9-Fluorenylmethoxycarbonyl)-β-[acridine-9(10H)-on-2-yl]-L-alanine shines brightly. With its inherent potential for intercalating with DNA, courtesy of the acridine moiety, it emerges as a beacon of hope in the realm of drug discovery. This compound serves as a promising scaffold for designing and synthesizing novel drug candidates, especially in the domain of anticancer therapeutics. Researchers are exploring the realm of designing drug conjugates targeting specific cellular niches, heralding a new epoch in precision medicine interventions.

Bioconjugation Studies: Within the intricate tapestry of bioconjugation methodologies, this compound plays a multifaceted role as a versatile chemical bridge, facilitating the intricate connections between biomolecules such as proteins, nucleic acids, or other ligands. Its orchestration of complex biomolecular assemblies is pivotal in the development of avant-garde diagnostics, biosensors, and targeted therapeutic delivery systems, propelling the field of biotechnology into uncharted territories of innovation and advancement.

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