S-4-Methoxybenzyl-L-cysteine
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S-4-Methoxybenzyl-L-cysteine

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Category
L-Amino Acids
Catalog number
BAT-004188
CAS number
2544-31-2
Molecular Formula
C11H15NO3S
Molecular Weight
241.30
S-4-Methoxybenzyl-L-cysteine
IUPAC Name
(2R)-2-amino-3-[(4-methoxyphenyl)methylsulfanyl]propanoic acid
Synonyms
L-Cys(pMeOBzl)-OH; (R)-2-Amino-3-((4-methoxybenzyl)thio)propanoic acid
Appearance
White to off-white powder
Purity
≥ 99% (TLC)
Density
1.257 g/cm3
Melting Point
213-217 °C
Boiling Point
417.6°C
Storage
Store at RT
InChI
InChI=1S/C11H15NO3S/c1-15-9-4-2-8(3-5-9)6-16-7-10(12)11(13)14/h2-5,10H,6-7,12H2,1H3,(H,13,14)/t10-/m0/s1
InChI Key
PQPZSPJVMUCVAQ-JTQLQIEISA-N
Canonical SMILES
COC1=CC=C(C=C1)CSCC(C(=O)O)N

S-4-Methoxybenzyl-L-cysteine, a specialized amino acid derivative, boasts diverse applications in bioscience and biotechnology.

Drug Development: Utilizing S-4-Methoxybenzyl-L-cysteine as a foundational element unlocks new possibilities in pharmaceutical synthesis. Its distinct structural characteristics enable the exploration of novel drug candidates with potential enhancements in efficacy and reduction of side effects. Particularly valuable in crafting peptide-based drugs and enzyme inhibitors, this compound spearheads the creation of groundbreaking pharmaceutical solutions.

Chemical Biology: Within the realm of chemical biology, S-4-Methoxybenzyl-L-cysteine stands as a pivotal probe for investigating protein functionality and interactions. By integrating this derivative into peptides or proteins, researchers delve into the specific roles of amino acid residues in biochemical processes. This method unveils the intricacies of enzyme activity and protein-ligand binding mechanisms, shedding light on crucial biological processes.

Nutraceuticals: The formulation of S-4-Methoxybenzyl-L-cysteine into dietary supplements offers robust support for antioxidant defenses and overall well-being. Its ability to combat reactive oxygen species elevates its significance in nutraceutical products designed to counteract oxidative stress. Embracing supplements containing this compound may bolster cellular health and mitigate the risk of chronic illnesses, promoting holistic wellness.

Protein Engineering: At the forefront of protein engineering, S-4-Methoxybenzyl-L-cysteine plays a vital role in crafting modified proteins with heightened stability and functionality. By substituting specific cysteine residues with this derivative, researchers thwart unwanted disulfide bond formations and enhance protein folding processes. This technique is indispensable in advancing therapeutic proteins and industrial enzymes, elevating performance standards and fostering innovation in biotechnological applications.

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