3-(2'-Quinolyl)-D-alanine
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3-(2'-Quinolyl)-D-alanine

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Category
D-Amino Acids
Catalog number
BAT-007805
CAS number
170421-67-7
Molecular Formula
C12H12N2O2
Molecular Weight
216.24
3-(2'-Quinolyl)-D-alanine
IUPAC Name
(2R)-2-amino-3-quinolin-2-ylpropanoic acid
Synonyms
D-Ala(2'-quinolyl)-OH; (R)-2-Amino-3-quinolin-2-yl-propionic acid; (R)-2-(2-Quinolinylmethyl)glycinel; H-D-Ala(2-Qui)-OH; beta-(2-Quinoyl)-D-alanine; (2R)-2-amino-3-quinolin-2-ylpropanoic acid
Appearance
Gray powder
Purity
≥ 99% (TLC)
Storage
Store at 2-8 °C
InChI
InChI=1S/C12H12N2O2/c13-10(12(15)16)7-9-6-5-8-3-1-2-4-11(8)14-9/h1-6,10H,7,13H2,(H,15,16)/t10-/m1/s1
InChI Key
CRSSRGSNAKKNNI-SNVBAGLBSA-N
Canonical SMILES
C1=CC=C2C(=C1)C=CC(=N2)CC(C(=O)O)N

3-(2'-Quinolyl)-D-alanine is a synthetic amino acid derivative with unique properties, and its applications span various fields in bioscience. Here are some key applications of 3-(2'-Quinolyl)-D-alanine:

Research Tool in Biochemistry: 3-(2'-Quinolyl)-D-alanine is employed as a molecular probe to study enzyme activity and protein function. Its unique structure allows it to interact with specific active sites in enzymes, providing insights into catalytic mechanisms. Researchers use this compound to investigate enzymatic pathways and to develop inhibitors for therapeutic purposes.

Fluorescent Tag in Cellular Imaging: Due to its quinoline moiety, 3-(2'-Quinolyl)-D-alanine can be used as a fluorescent marker in cellular imaging studies. It can be incorporated into peptides or proteins, allowing researchers to track the localization and dynamics of biomolecules within cells. This application is crucial for visualizing cellular processes and understanding protein interactions in real-time.

Drug Development: 3-(2'-Quinolyl)-D-alanine is utilized in the development of novel therapeutic agents. Its ability to act as a competitive inhibitor makes it a valuable lead compound in designing drugs targeting specific enzymes or receptors. This application aids in the discovery of new medications for various diseases, including cancer and infectious diseases.

Chemical Biology: In the field of chemical biology, 3-(2'-Quinolyl)-D-alanine serves as a tool to study protein-protein interactions and post-translational modifications. By incorporating this compound into synthetic peptides, scientists can investigate how proteins modify or interact with each other. This application provides deeper insights into cellular signaling and regulatory pathways.

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