β-tert-Butyl-L-alanine
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β-tert-Butyl-L-alanine

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Category
L-Amino Acids
Catalog number
BAT-005825
CAS number
57224-50-7
Molecular Formula
C7H15NO2
Molecular Weight
145.20
β-tert-Butyl-L-alanine
IUPAC Name
(2S)-2-amino-4,4-dimethylpentanoic acid
Synonyms
β-tBu-L-Ala-OH; L-Neopentylglycine
Appearance
White to off-white powder
Purity
≥ 99% (HPLC, Chiral purity)
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-/m0/s1
InChI Key
LPBSHGLDBQBSPI-YFKPBYRVSA-N
Canonical SMILES
CC(C)(C)CC(C(=O)O)N

β-tert-Butyl-L-alanine is an amino acid derivative with multiple applications in the bioscience industry. Here are some key applications of β-tert-Butyl-L-alanine:

Peptide Synthesis: β-tert-Butyl-L-alanine is frequently used as a building block in the synthesis of peptides. Its unique structure can impart stability and resistance to proteolytic degradation in the resulting peptides. This makes it a valuable component in the development of peptide-based drugs and therapeutic agents.

Structural Studies: Due to its distinct side chain, β-tert-Butyl-L-alanine is used in protein engineering to study protein folding and stability. By incorporating this amino acid into proteins, researchers can investigate the effects of steric hindrance on protein structure. This helps in understanding protein dynamics and designing more stable protein therapeutics.

Drug Development: β-tert-Butyl-L-alanine can serve as a key intermediate in the synthesis of pharmaceutical compounds. Its introduction into drug molecules can enhance pharmacokinetic and pharmacodynamic properties, such as absorption, distribution, metabolism, and excretion (ADME). This aids in the development of more effective and safer medications.

Enzyme Inhibition Studies: β-tert-Butyl-L-alanine is employed in enzymology to study the inhibition of specific enzymes. By acting as a competitive inhibitor, it helps in deciphering enzyme mechanisms and kinetics. This information is crucial for the development of enzyme inhibitors as therapeutic agents, especially in the treatment of diseases involving enzyme dysregulation.

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