Boc-S-3,4-dimethylbenzyl-L-cysteine
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Boc-S-3,4-dimethylbenzyl-L-cysteine

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Category
BOC-Amino Acids
Catalog number
BAT-002880
CAS number
41117-66-2
Molecular Formula
C17H25NO4S
Molecular Weight
339.46
Boc-S-3,4-dimethylbenzyl-L-cysteine
IUPAC Name
(2R)-3-[(3,4-dimethylphenyl)methylsulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Synonyms
Boc-L-Cys(3,4-dimethylBzl)-OH
Appearance
White powder
Purity
≥ 98% (TLC)
Melting Point
72-79 °C
Storage
Store at 2-8°C
InChI
InChI=1S/C17H25NO4S/c1-11-6-7-13(8-12(11)2)9-23-10-14(15(19)20)18-16(21)22-17(3,4)5/h6-8,14H,9-10H2,1-5H3,(H,18,21)(H,19,20)/t14-/m0/s1
InChI Key
AYUOVKILVZAKFO-AWEZNQCLSA-N
Canonical SMILES
CC1=C(C=C(C=C1)CSCC(C(=O)O)NC(=O)OC(C)(C)C)C

Boc-S-3,4-dimethylbenzyl-L-cysteine, an amino acid derivative with significant relevance in pharmaceutical synthesis and research, finds diverse applications in various fields. Here are four key applications:

Peptide Synthesis: Acting as a protective group in peptide and protein synthesis, Boc-S-3,4-dimethylbenzyl-L-cysteine showcases remarkable stability across different reaction conditions. This compound plays a crucial role in sequential peptide coupling reactions, ensuring the integrity and fidelity of synthesized peptide chains, vital for biological and therapeutic investigations.

Drug Development: Embedded within medicinal chemistry, Boc-S-3,4-dimethylbenzyl-L-cysteine is a key player in designing novel therapeutic agents. Its unique structural attributes can be integrated into drug molecules to fine-tune their pharmacokinetic and pharmacodynamic properties. Researchers leverage this compound to formulate potential treatments for diverse ailments, spanning from infectious diseases to cancer.

Bioconjugation: Facilitating bioconjugation techniques, Boc-S-3,4-dimethylbenzyl-L-cysteine is instrumental in linking functional groups to biomolecules like antibodies and proteins. This application enhances the development of targeted drug delivery systems and diagnostic tools. By enabling the attachment of therapeutic agents to specific biological targets, this compound elevates treatment efficacy and specificity.

Proteomics Research: Within the realm of proteomics, Boc-S-3,4-dimethylbenzyl-L-cysteine plays a pivotal role in studying protein-protein interactions and post-translational modifications. Incorporating this compound into synthetic peptides enables its use as probes in analytical techniques like mass spectrometry. This application aids in unraveling protein structure and function, key for unraveling cellular processes and disease mechanisms.

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