β-(5-Bromo-2-thienyl)-D-alanine
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β-(5-Bromo-2-thienyl)-D-alanine

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Category
D-Amino Acids
Catalog number
BAT-007525
CAS number
264903-54-0
Molecular Formula
C7H8BrNO2S
Molecular Weight
250.11
β-(5-Bromo-2-thienyl)-D-alanine
IUPAC Name
(2R)-2-amino-3-(5-bromothiophen-2-yl)propanoic acid
Synonyms
H-D-Ala{2-Thienyl(5-Br)}-OH; H-D-Thi(2)(5-Br)-OH; D-2-(5-Bromothienyl)alanine; (R)-2-Amino-3-(5-bromothiophen-2-yl)propanoic acid; 2-Thiophenepropanoic acid, alpha-amino-5-bromo-, (alphaR)-; (2R)-2-amino-3-(5-bromothiophen-2-yl)propanoic acid; 3-(5-Bromothien-2-yl)-D-alanine; beta-(5-Bromo-2-thienyl)-D-alanine; D-α-(5-Bromothienyl)alanine; D-H-Thi(5-br)-OH
Appearance
Grey powder
Purity
≥ 99% (HPLC)
Density
1.747±0.06 g/cm3 (Predicted)
Boiling Point
368.5±42.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C7H8BrNO2S/c8-6-2-1-4(12-6)3-5(9)7(10)11/h1-2,5H,3,9H2,(H,10,11)/t5-/m1/s1
InChI Key
LKORPMMOJAJYLC-RXMQYKEDSA-N
Canonical SMILES
C1=C(SC(=C1)Br)CC(C(=O)O)N

β-(5-Bromo-2-thienyl)-D-alanine, a specialized amino acid derivative, plays a pivotal role in biochemical research and drug development. Here are the key applications presented with high perplexity and burstiness:

Drug Design and Development: In the realm of medicinal chemistry, β-(5-Bromo-2-thienyl)-D-alanine emerges as a versatile tool for crafting novel therapeutic agents. Its intricate structure serves as a foundational element for designing drugs that exhibit heightened efficacy and target specificity. Researchers adeptly manipulate the β-amino acid to tailor interventions towards specific biological pathways, potentially heralding breakthrough treatments for a myriad of ailments.

Enzyme Inhibition Studies: Delving into enzyme intricacies, this compound proves invaluable in unraveling the properties and functions of enzymes involved in amino acid metabolism. By integrating β-(5-Bromo-2-thienyl)-D-alanine into enzyme assays, researchers embark on a nuanced exploration of the dynamic interplay between enzymes and this analog. Such investigations not only enhance our comprehension of enzyme mechanisms but also pave the way for identifying potential enzyme inhibitors with therapeutic relevance.

Peptide Synthesis: As a catalyst in peptide synthesis, β-(5-Bromo-2-thienyl)-D-alanine empowers researchers to dissect the biochemical attributes and activities of synthetic peptides. Infused with bromine and thienyl groups, the peptides acquire distinctive characteristics that influence their stability, bioactivity, and interactions with biological targets. This innovative approach proves instrumental in tailoring peptides for specialized research endeavors or therapeutic interventions.

Structural Biology: Unveiling the intricate tapestry of protein and peptide structures, this compound finds its niche in structural biology studies. Leveraging β-(5-Bromo-2-thienyl)-D-alanine in sophisticated techniques like X-ray crystallography or NMR spectroscopy, researchers embark on a journey to unravel the three-dimensional intricacies of biomolecules. These insights into conformational dynamics and biomolecular interactions not only inform drug design endeavors but also deepen our understanding of the molecular underpinnings of biological functions.

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