3-(4-Thiazolyl)-D-alanine
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3-(4-Thiazolyl)-D-alanine

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3-(4'-Pyridyl)-L-alanine is a non-proteinogenic amino acid and can be used in studies requiring chiral non-proteinogenic amino acids.

Category
D-Amino Acids
Catalog number
BAT-007810
CAS number
131896-42-9
Molecular Formula
C6H8N2O2S
Molecular Weight
172.21
3-(4-Thiazolyl)-D-alanine
IUPAC Name
(2R)-2-amino-3-(1,3-thiazol-4-yl)propanoic acid
Synonyms
D-Ala(4-thiazoyl)-OH; (R)-3-(4-Thiazoyl)-alanine; (R)-2-AMINO-3-(THIAZOL-4-YL)PROPANOIC ACID; (2R)-2-amino-3-(1,3-thiazol-4-yl)propanoic Acid; d-3-(4-thiazolyl)-alanine; h-d-ala(4-thz)-oh; beta-(4-Thiazolyl)-D-alanine
Appearance
Almost white powder
Purity
≥ 99% (Assay by titration on dried basis)
Density
1.433±0.06 g/cm3 (20 °C 760 Torr)
Melting Point
221-225 °C
Boiling Point
353.3±32.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C6H8N2O2S/c7-5(6(9)10)1-4-2-11-3-8-4/h2-3,5H,1,7H2,(H,9,10)/t5-/m1/s1
InChI Key
WBZIGVCQRXJYQD-RXMQYKEDSA-N
Canonical SMILES
C1=C(N=CS1)CC(C(=O)O)N

3-(4-Thiazolyl)-D-alanine, a thiazole-containing amino acid, plays a pivotal role in biochemical and pharmaceutical research. Here are the key applications presented with high perplexity and burstiness:

Antibiotic Development: At the forefront of antibiotic innovation, 3-(4-Thiazolyl)-D-alanine serves as a critical element in the synthesis of thiazole antibiotics like thiostrepton. By integrating this amino acid into the formulation, researchers can craft potent antibiotics that specifically target bacterial ribosomes, effectively hindering protein synthesis. This advancement contributes significantly to the creation of novel antibiotic agents aimed at combating increasingly resistant bacterial strains.

Biochemical Studies: Within the realm of biochemical exploration, this compound proves invaluable for investigating enzyme interactions and metabolic pathways related to thiazole biosynthesis. By introducing 3-(4-Thiazolyl)-D-alanine into experimental models, scientists can meticulously monitor its integration and transformation within cellular environments. This process aids in unraveling the intricate roles of thiazole-containing molecules in various cellular processes, shedding light on their significance in biochemical cascades.

Pharmaceutical Assays: In the realm of pharmaceutical research, 3-(4-Thiazolyl)-D-alanine stands as a cornerstone for conducting diverse pharmacological assays geared towards evaluating the efficacy and specificity of potential drug candidates. Through detailed analysis of the compound's interactions with different biochemical targets, researchers can effectively screen and identify novel drugs with therapeutic potential. This rigorous screening process is instrumental in pinpointing new molecules with promising pharmaceutical properties, driving forward the development of innovative therapeutic solutions.

Chemical Synthesis: In the domain of synthetic chemistry, 3-(4-Thiazolyl)-D-alanine acts as a fundamental building block for synthesizing intricate thiazole derivatives with tailored functionalities. These derivatives can be meticulously designed to exhibit specific properties beneficial for a wide array of applications spanning medicinal chemistry and material science. By capitalizing on the unique structural properties of this amino acid, chemists can innovate and create novel molecules with bespoke functionalities, expanding the horizons of chemical synthesis and material design.

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