β-(1-Pyrenyl)-D-alanine
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β-(1-Pyrenyl)-D-alanine

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Category
D-Amino Acids
Catalog number
BAT-014334
CAS number
96037-95-5
Molecular Formula
C19H15NO2
Molecular Weight
289.33
β-(1-Pyrenyl)-D-alanine
IUPAC Name
(2R)-2-amino-3-pyren-1-ylpropanoic acid
Synonyms
H-D-Ala(1-Pyn)-OH; H-D-Ala(1-Pyrenyl)-OH
Purity
95%
Density
1.377±0.06 g/cm3 (20 °C, 760 mmHg)
Boiling Point
531.9±38.0 °C (760 mmHg)
InChI
InChI=1S/C19H15NO2/c20-16(19(21)22)10-14-7-6-13-5-4-11-2-1-3-12-8-9-15(14)18(13)17(11)12/h1-9,16H,10,20H2,(H,21,22)/t16-/m1/s1
InChI Key
VTMOPDBUZPBOPL-MRXNPFEDSA-N
Canonical SMILES
C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)CC(C(=O)O)N

β-(1-Pyrenyl)-D-alanine, a fluorescent amino acid derivative, finds diverse applications in biochemical and biophysical research. Here are the key applications delivered with heightened perplexity and burstiness:

Protein Structural Studies: β-(1-Pyrenyl)-D-alanine integrates into proteins for fluorescence spectroscopy investigations, unveiling insights into protein structure dynamics. The pyrene moiety serves as a versatile fluorescent probe, shedding light on protein folding, conformational fluctuations, and protein-protein interactions. This application proves invaluable in unraveling the intricate structural dynamics of complex protein systems.

Molecular Interaction Analysis: Researchers utilize β-(1-Pyrenyl)-D-alanine to scrutinize molecular interactions like protein-ligand binding and enzyme-substrate complexes. The fluorescent characteristics of pyrene enable real-time tracking of these interactions across diverse conditions. This real-time monitoring aids in deciphering binding kinetics and affinities critical for drug development and enzyme optimization.

Membrane Protein Studies: The fluorescence of β-(1-Pyrenyl)-D-alanine makes it a prime candidate for investigating membrane proteins, often challenging to analyze using conventional methods. By incorporating this fluorescent amino acid into membrane proteins, researchers can monitor their localization, dynamics, and interactions within lipid bilayers. This application offers valuable insights into the functionality and regulation of membrane-bound proteins.

Environmental Sensing: Leveraging β-(1-Pyrenyl)-D-alanine as a biosensor enables the detection of environmental changes like pH fluctuations or alterations in ionic strength. The fluorescence properties of the pyrene moiety render it sensitive to environmental cues, serving as a reliable indicator of microenvironmental changes within biological systems. This capability proves instrumental in monitoring cellular processes and evaluating responses to environmental stressors.

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