Boc-3-(4-thiazolyl)-L-alanine
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Boc-3-(4-thiazolyl)-L-alanine

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Category
BOC-Amino Acids
Catalog number
BAT-007969
CAS number
119434-75-2
Molecular Formula
C11H16N2O4S
Molecular Weight
272.32
Boc-3-(4-thiazolyl)-L-alanine
IUPAC Name
(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(1,3-thiazol-4-yl)propanoic acid
Synonyms
Boc-L-Ala(4-thiazoyl)-OH; (S)-N-Boc-4-thiazoylalanine; (S)-2-((tert-Butoxycarbonyl)amino)-3-(thiazol-4-yl)propanoic acid; Boc-beta-(4-thiazolyl)-Ala-OH; N-(tert-butoxycarbonyl)-3-(4-thiazolyl)-L-alanine; 4-Thiazolepropanoic acid, alpha-[[(1,1-dimethylethoxy)carbonyl]amino]-, (alphaS)-; (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(1,3-thiazol-4-yl)propanoic acid; Boc-3-(4-Thiazolyl)-L-alanine
Appearance
White to pale yellow powder
Purity
≥ 98% (HPLC, Chiral purity)
Density
1.288 g/cm3 (Predicted)
Melting Point
122 °C
Boiling Point
456.8±40.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C11H16N2O4S/c1-11(2,3)17-10(16)13-8(9(14)15)4-7-5-18-6-12-7/h5-6,8H,4H2,1-3H3,(H,13,16)(H,14,15)/t8-/m0/s1
InChI Key
RVXBTZJECMMZSB-QMMMGPOBSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CSC=N1)C(=O)O

Boc-3-(4-thiazolyl)-L-alanine, a synthetic amino acid derivative with diverse bioscience applications, plays a pivotal role in multiple areas. Here are the key applications each presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Central to solid-phase peptide synthesis Boc-3-(4-thiazolyl)-L-alanine integrates thiazole moieties into peptides and proteins, imparting distinctive chemical characteristics and structural robustness to the end products. This integration is critical for advancing therapeutic peptide development and fueling breakthroughs in protein engineering research, pushing the boundaries of biotechnological innovation.

Drug Design and Discovery: Positioned at the forefront of drug discovery, Boc-3-(4-thiazolyl)-L-alanine acts as a fundamental building block for synthesizing bioactive compounds, enhancing their pharmacokinetic attributes and biological efficacy. Researchers harness the potential of this compound to refine and optimize therapeutic agents tailored for diverse disease targets, leading the charge in the quest for novel pharmaceutical solutions.

Enzyme Inhibition Studies: Playing a pivotal role in investigating enzyme-substrate interactions and inhibition mechanisms, Boc-3-(4-thiazolyl)-L-alanine offers insights into enzyme specificity and catalytic behaviors. By incorporating this compound into substrates or inhibitors, scientists delve deep into understanding enzyme functions, laying the groundwork for developing targeted enzyme inhibitors crucial for combating various diseases.

Chemical Biology: At the intersection of chemistry and biology, Boc-3-(4-thiazolyl)-L-alanine serves as a powerful tool for probing biological systems and unraveling intricate biochemical pathways. Through its integration into probes and molecular instruments, researchers delve into protein interactions and cellular processes, uncovering the complex web of biological mechanisms and pinpointing potential therapeutic targets for precision intervention strategies.

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