Fmoc-3-(2'-quinolyl)-D-alanine
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Fmoc-3-(2'-quinolyl)-D-alanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-007317
CAS number
214852-58-1
Molecular Formula
C27H22N2O4
Molecular Weight
438.48
Fmoc-3-(2'-quinolyl)-D-alanine
IUPAC Name
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-quinolin-2-ylpropanoic acid
Synonyms
Fmoc-D-Ala(2'-quinolyl)-OH
Related CAS
214852-56-9 (L-isomer)
Appearance
White powder
Purity
≥ 99% (HPLC)
Melting Point
174-185 °C (dec)
Storage
Store at 2-8 °C
InChI
InChI=1S/C27H22N2O4/c30-26(31)25(15-18-14-13-17-7-1-6-12-24(17)28-18)29-27(32)33-16-23-21-10-4-2-8-19(21)20-9-3-5-11-22(20)23/h1-14,23,25H,15-16H2,(H,29,32)(H,30,31)/t25-/m1/s1
InChI Key
IDOMHXAHHXHYMO-RUZDIDTESA-N
Canonical SMILES
C1=CC=C2C(=C1)C=CC(=N2)CC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Fmoc-3-(2'-quinolyl)-D-alanine, an amino acid derivative pivotal in peptide synthesis and biochemical research, boasts a myriad of applications. Below are the key applications presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Renowned for its distinctive chemical properties, Fmoc-3-(2'-quinolyl)-D-alanine is a cornerstone in peptide synthesis. Serving as a fundamental building block, it seamlessly integrates into peptide chains, facilitating the creation of intricate peptides with precise functions. This capability is particularly advantageous in the realm of therapeutic peptide development and the crafting of peptide-based biomaterials, ushering in a new era of bioengineering marvels.

Protein-Protein Interaction Studies: Delving into the intricate realm of protein-protein interactions, this amino acid derivative plays a pivotal role. By incorporating Fmoc-3-(2'-quinolyl)-D-alanine into peptide sequences, researchers embark on a journey to unravel the dynamic interactions between peptides and their target proteins. This endeavor sheds light on the key residues involved in binding interactions, paving the way for the design of inhibitors or modulators that can finely tune these intricate molecular dialogues.

Fluorescence Quenching Studies: Standing at the forefront of fluorescence quenching experiments, Fmoc-3-(2'-quinolyl)-D-alanine shines bright due to its unique quinolyl moiety. When nestled within peptides or other biomolecules, it serves as a potent quencher for neighboring fluorescent groups, unravelling a tapestry of conformational changes and interactions within proteins and peptides. This application serves as a beacon in the quest to understand the subtle interplay of biomolecular structures, offering insights into molecular dynamics like never before.

Enzyme Inhibition Assays: Diving into the realm of enzyme inhibition studies, this compound emerges as a vital tool. By incorporating Fmoc-3-(2'-quinolyl)-D-alanine into substrate analogs, researchers embark on a journey of exploration, assessing how modifications impact enzyme activity. This methodological approach lays the groundwork for the development of novel enzyme inhibitors poised to act as potent therapeutic agents or indispensable biochemical tools, pushing the boundaries of enzymology and drug discovery.

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