S-tert-Butyl-L-cysteine hydrochloride
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S-tert-Butyl-L-cysteine hydrochloride

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Category
L-Amino Acids
Catalog number
BAT-004200
CAS number
2481-09-6
Molecular Formula
C7H15NO2S.HCl
Molecular Weight
213.73
S-tert-Butyl-L-cysteine hydrochloride
IUPAC Name
(2R)-2-amino-3-tert-butylsulfanylpropanoic acid;hydrochloride
Synonyms
L-Cys(tBu)-OH HCl; L-Cysteine, S-(1,1-dimethylethyl)-, hydrochloride (1:1); L-Cysteine, S-(1,1-dimethylethyl)-, monohydrochloride; Alanine, 3-(tert-butylthio)-, hydrochloride; Alanine, 3-(tert-butylthio)-, hydrochloride, L-; (2R)-2-Amino-3-(tert-butylsulfanyl)propanoic acid hydrochloride
Related CAS
2481-10-9 (free base)
Appearance
White to off-white solid
Purity
≥95%
Melting Point
203-204°C
Storage
Store at 2-8°C
InChI
InChI=1S/C7H15NO2S.ClH/c1-7(2,3)11-4-5(8)6(9)10;/h5H,4,8H2,1-3H3,(H,9,10);1H/t5-;/m0./s1
InChI Key
MHBMYFJKEBCMDR-JEDNCBNOSA-N
Canonical SMILES
CC(C)(C)SCC(C(=O)O)N.Cl

S-tert-Butyl-L-cysteine hydrochloride, a specialized amino acid derivative with diverse applications, offers a multitude of opportunities.

Drug Development: Within the realm of drug development, S-tert-Butyl-L-cysteine hydrochloride plays a pivotal role in synthesizing pharmaceutical compounds, particularly in crafting protease inhibitors crucial for combating diseases like HIV and hepatitis C. Its distinct structure facilitates the creation of molecules capable of effectively inhibiting disease-causing enzymes, ushering in new avenues for therapeutic breakthroughs.

Peptide Synthesis: Serving as a foundational element in peptide synthesis, S-tert-Butyl-L-cysteine hydrochloride serves as a cornerstone for constructing intricate peptide structures. Its innate stability and reactivity make it an ideal building block for forging peptide bonds and generating peptide libraries essential for drug screening purposes. This application stands at the forefront of developing cutting-edge therapeutics and unraveling the complexities of protein interactions.

Biochemical Research: Enabling profound insights into the role of cysteine residues in proteins, researchers harness S-tert-Butyl-L-cysteine hydrochloride to delve into crucial biochemical studies. By integrating this compound into proteins, scientists can explore aspects such as disulfide bond formation, protein folding dynamics, and stability, shedding light on fundamental protein functions and aiding in the design of structurally sound therapeutic proteins.

Antioxidant Studies: In the realm of antioxidant research, S-tert-Butyl-L-cysteine hydrochloride emerges as a key player in investigating antioxidant mechanisms and oxidative stress responses. Serving as a precursor for glutathione synthesis, a pivotal intracellular antioxidant, this compound drives exploration into protective measures against oxidative damage and potential therapeutic interventions for managing conditions related to oxidative stress. This application stands at the forefront of advancing our understanding of cellular defense mechanisms and potential treatment strategies.

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