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

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Category
D-Amino Acids
Catalog number
BAT-014271
Molecular Formula
C19H15NO2.HCl
Molecular Weight
325.79
IUPAC Name
(2R)-2-amino-3-pyren-1-ylpropanoic acid;hydrochloride
Synonyms
H-D-Ala(1-Pyn)-OH HCl; H-D-Ala(1-Pyrenyl)-OH HCl
Related CAS
96037-95-5 (free base)
InChI
InChI=1S/C19H15NO2.ClH/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);1H/t16-;/m1./s1
InChI Key
XFLRFOCYZVMQDJ-PKLMIRHRSA-N

β-(1-Pyrenyl)-D-alanine hydrochloride is a fluorescent amino acid derivative that has garnered significant interest across multiple fields of research due to its unique photophysical properties and structural characteristics. Below, we delve into four key application areas where this compound has demonstrated substantial utility.

1. Biochemical and Biophysical Studies One of the primary application areas of β-(1-Pyrenyl)-D-alanine hydrochloride is in biochemical and biophysical research. As a fluorescent probe, this compound can be incorporated into peptides and proteins, enabling the study of their structural dynamics and interactions. The pyrene moiety of β-(1-Pyrenyl)-D-alanine exhibits strong fluorescence with distinct spectral properties, making it an excellent tool for monitoring conformational changes and protein folding processes.

The intrinsic fluorescence can be used in Förster Resonance Energy Transfer (FRET) assays to investigate protein-protein interactions by measuring energy transfer between donor and acceptor fluorophores. Furthermore, its incorporation into peptides can help researchers understand binding affinity, enzyme kinetics, and substrate specificity. Overall, the versatility of β-(1-Pyrenyl)-D-alanine as a fluorescent marker provides invaluable insights into molecular mechanisms fundamental to biochemistry and biophysics.

2. Material Science and Nanotechnology In the realm of material science and nanotechnology, β-(1-Pyrenyl)-D-alanine hydrochloride serves as a functional material for the development of advanced sensors and nanodevices. The compound’s strong fluorescence and ability to form π-π interactions with other aromatic systems make it a key component in the fabrication of organic electronics and optoelectronic devices.

Additionally, β-(1-Pyrenyl)-D-alanine can be utilized in the construction of nanosensors capable of detecting environmental pollutants or biomolecules. These sensors leverage the optical properties of pyrene to register changes in fluorescence intensity or wavelength in response to specific analytes. This sensitivity coupled with ease of functionalization makes β-(1-Pyrenyl)-D-alanine hydrochloride a powerful tool to design responsive nanomaterials with applications in environmental monitoring and medical diagnostics.

3. Pharmaceutical Research and Drug Development The unique properties of β-(1-Pyrenyl)-D-alanine hydrochloride also position it as a useful probe in pharmaceutical research and drug development. By incorporating this fluorescent analog into drug candidates, researchers can track the distribution, localization, and interaction of therapeutic compounds within biological systems.

Such tagged molecules enable real-time imaging of cellular uptake and intracellular pathways, aiding in the evaluation of drug delivery mechanisms and efficacy. Additionally, fluorescence microscopy and flow cytometry can be employed to study the pharmacokinetics and biodistribution of these fluorescent-tagged drugs, providing critical information on their behavior within the body. Hence, β-(1-Pyrenyl)-D-alanine hydrochloride is a valuable asset in the optimization of drug formulations and therapeutic strategies.

4. Bioimaging and Diagnostic Applications Lastly, bioimaging and diagnostic applications represent a significant area wherein β-(1-Pyrenyl)-D-alanine hydrochloride shines remarkably. Its strong fluorescence and compatibility with biological systems make it an excellent candidate for cellular and tissue imaging. The compound can be used as a fluorescent marker to label proteins, nucleic acids, or cellular organelles, allowing for precise visualization under fluorescence microscopy.

Furthermore, in diagnostic applications, β-(1-Pyrenyl)-D-alanine hydrochloride can be utilized to develop fluorescent probes for detecting specific biomarkers associated with diseases. Its use in immunoassays and diagnostic kits facilitates the identification of pathogens, cancer cells, and other critical biological targets. The high sensitivity and specificity offered by fluorescence-based detection systems underscore the importance of β-(1-Pyrenyl)-D-alanine hydrochloride in advancing diagnostic technologies.

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