N-α-(9-Fluorenylmethoxycarbonyl)-β-(8-quinoyl)-L-alanine
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N-α-(9-Fluorenylmethoxycarbonyl)-β-(8-quinoyl)-L-alanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-001816
CAS number
1821738-49-1
Molecular Formula
C27H22N2O4
Molecular Weight
438.49
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-quinolin-8-ylpropanoic acid
Synonyms
N-alpha-(9-Fluorenylmethoxycarbonyl)-beta-(8-quinoyl)-L-alanine; Fmoc-Ala(8-Qui)-OH; Fmoc-Qal(8)-OH
InChI
InChI=1S/C27H22N2O4/c30-26(31)24(15-18-8-5-7-17-9-6-14-28-25(17)18)29-27(32)33-16-23-21-12-3-1-10-19(21)20-11-2-4-13-22(20)23/h1-14,23-24H,15-16H2,(H,29,32)(H,30,31)/t24-/m0/s1
InChI Key
ZIORCNUVLSWSIF-DEOSSOPVSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=CC5=C4N=CC=C5)C(=O)O

N-α-(9-Fluorenylmethoxycarbonyl)-β-(8-quinoyl)-L-alanine, a specialty chemical pivotal in peptide synthesis and biochemical research, offers a myriad of applications in the scientific realm. Here are the key applications presented with high perplexity and burstiness:

Solid-Phase Peptide Synthesis: A cornerstone in solid-phase peptide synthesis (SPPS), N-α-(9-Fluorenylmethoxycarbonyl)-β-(8-quinoyl)-L-alanine serves as a protected amino acid with its unique Fmoc safeguard, supporting the methodical addition of amino acids for intricate peptide chain construction. This technique streamlines the synthesis of elaborate peptide structures, ensuring heightened purity and efficiency.

NMR Spectroscopy Studies: With its distinctive labeling, N-α-(9-Fluorenylmethoxycarbonyl)-β-(8-quinoyl)-L-alanine becomes a vital asset in Nuclear Magnetic Resonance (NMR) spectroscopy, illuminating peptide structures with unparalleled clarity. Enhancing NMR signals' resolution and sensitivity, this compound offers profound insights into peptide conformations and interactions, fundamental in unraveling the nuances of protein folding dynamics.

Drug Development Research: Spearheading drug discovery endeavors, N-α-(9-Fluorenylmethoxycarbonyl)-β-(8-quinoyl)-L-alanine plays a crucial role in crafting peptide-based drug candidates. Integrating this compound into peptide synthesis empowers researchers to tailor novel drugs with enhanced biological activity and stability, a pivotal step in developing therapeutics aimed at modulating peptide and protein interactions.

Fluorescence Labeling: Harnessing its quinoyl moiety's distinctive characteristics, N-α-(9-Fluorenylmethoxycarbonyl)-β-(8-quinoyl)-L-alanine finds its niche in fluorescence-based assays. Incorporating this compound into peptides enables the creation of fluorescent probes indispensable for probing cellular processes, visualizing protein localization, and real-time monitoring of biological phenomena, shedding light on dynamic biological events.

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