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

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Category
BOC-Amino Acids
Catalog number
BAT-007962
CAS number
170157-64-9
Molecular Formula
C17H20N2O4
Molecular Weight
316.35
Boc-3-(2'-quinolyl)-D-alanine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-quinolin-2-ylpropanoic acid
Synonyms
Boc-D-Ala(2'-quinolyl)-OH; Boc-β-(2-quinolyl)-D-Ala-OH; Boc-beta-(2-quinolyl)-D-Ala-OH; Boc-D-2-Quinoylalanine; (R)-2-((tert-Butoxycarbonyl)amino)-3-(quinolin-2-yl)propanoic acid; Boc-D-Ala(2-Qui)-OH; Boc-beta-(2-quinolyl)-D-Ala-OH; N-alpha-(t-Butoxycarbonyl)-beta-(2-quinoyl)-D-alanine
Appearance
Off-white powder
Purity
≥ 99% (HPLC)
Density
1.235±0.06 g/cm3 (Predicted)
Melting Point
147-151 °C
Boiling Point
505.6±45.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C17H20N2O4/c1-17(2,3)23-16(22)19-14(15(20)21)10-12-9-8-11-6-4-5-7-13(11)18-12/h4-9,14H,10H2,1-3H3,(H,19,22)(H,20,21)/t14-/m1/s1
InChI Key
IKKVPSHCOQHAMU-CQSZACIVSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=NC2=CC=CC=C2C=C1)C(=O)O

Boc-3-(2'-quinolyl)-D-alanine, a derivative of amino acids, plays a crucial role in biochemical and pharmaceutical research. Here are the key applications creatively presented with high perplexity and burstiness:

Protease Inhibition Studies: Acting as a pivotal substrate in protease inhibition assays, Boc-3-(2'-quinolyl)-D-alanine serves as a lens through which researchers scrutinize protease activity and specificity. The kinetic parameters of proteases are under meticulous inspection unveiling potential inhibitors and shedding light on the intricate dance of these enzymes. This understanding is paramount in sculpting future drug designs and cultivating therapies for conditions touched by protease malfunctions.

Peptide Synthesis: An indispensable building block in peptide and peptidomimetic synthesis, Boc-3-(2'-quinolyl)-D-alanine stands out due to its unique structural characteristics. These features empower researchers to fashion peptides with tailored functional or structural traits intertwining these molecules into the tapestry of drug development therapeutic exploration and the labyrinth of peptide-protein interactions.

Fluorescence Probes: With its quinoline essence, Boc-3-(2'-quinolyl)-D-alanine plays a pivotal role in the creation of fluorescence probes geared towards biological imaging. Embedded within peptide sequences this compound emerges as a radiant tag guiding the eye through the twists and turns of biochemical landscapes. This visual aid becomes essential for the real-time observation of biochemical phenomena and the pulsating rhythms of cellular dynamics.

Bioassays: Ranging beyond its confines, Boc-3-(2'-quinolyl)-D-alanine finds its place in the development of bioassays unlocking the gateways to enzyme and receptor activity. Its versatile structural attributes transform it into a chameleon-like tool within assay systems unraveling the enigmatic workings of biological molecules. These bioassays serve as navigational charts through the stormy seas of drug screening and the captivating tango of receptor-ligand interactions.

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