β-tert-Butyl-D-alanine
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β-tert-Butyl-D-alanine

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Category
D-Amino Acids
Catalog number
BAT-005823
CAS number
88319-43-1
Molecular Formula
C7H15NO2
Molecular Weight
145.2
β-tert-Butyl-D-alanine
IUPAC Name
(2R)-2-amino-4,4-dimethylpentanoic acid
Synonyms
β-tBu-D-Ala-OH; D-Neopentylglycine
Appearance
White to off-white powder
Purity
≥ 99%
Storage
Store at 2-8°C
InChI
InChI=1S/C7H15NO2/c1-7(2,3)4-5(8)6(9)10/h5H,4,8H2,1-3H3,(H,9,10)/t5-/m1/s1
InChI Key
LPBSHGLDBQBSPI-RXMQYKEDSA-N
Canonical SMILES
CC(C)(C)CC(C(=O)O)N

β-tert-Butyl-D-alanine, an amino acid derivative with diverse bioscience applications, plays a pivotal role in various fields. Here are the key applications, showcased with high perplexity and burstiness:

Pharmaceutical Synthesis: Positioned as a foundational element in pharmaceutical synthesis, β-tert-Butyl-D-alanine serves as a crucial building block for crafting peptide-based drugs. Integrating this derivative into peptide chains elevates the stability and bioavailability of resultant therapeutics, ushering in a new era of more potent and enduring medications.

Enzyme Inhibition Studies: Delving into the realm of enzyme inhibition, β-tert-Butyl-D-alanine emerges as a versatile tool for studying the intricate mechanisms behind specific enzyme inhibition in key metabolic pathways. This derivative, acting as an adept inhibitor or substrate analog, grants researchers a window into the dynamics of enzyme kinetics and action mechanisms, potentially paving the way for groundbreaking enzyme inhibitors with therapeutic benefits.

Protein Structure Research: Within structural biology, the unique properties of β-tert-Butyl-D-alanine are harnessed to delve into the complexities of protein folding and stability. By introducing this derivative's distinctive side chain into peptides and proteins, scientists can explore its influence on secondary and tertiary structures, unraveling the mysteries of protein behaviors, interactions, and potential drug-binding sites, offering invaluable insights to the scientific community.

Chiral Synthesis: Unveiling its prowess in chiral synthesis, β-tert-Butyl-D-alanine emerges as a linchpin in the creation of chiral molecules, serving as a vital precursor or chiral auxiliary in the realm of asymmetric synthesis. Its inclusion in these reactions ensures the production of highly enantiomerically pure compounds, a crucial factor in the development of chiral drugs and agrochemicals. The stereoselective nature of β-tert-Butyl-D-alanine not only enhances the efficacy and safety of final products but also underscores its pivotal role in shaping the landscape of modern bioscience applications.

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