Boc-S-Z-aminoethyl-L-cysteine
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Boc-S-Z-aminoethyl-L-cysteine

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Category
BOC-Amino Acids
Catalog number
BAT-002902
CAS number
85003-76-5
Molecular Formula
C18H26N2O6S
Molecular Weight
398.48
Boc-S-Z-aminoethyl-L-cysteine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[2-(phenylmethoxycarbonylamino)ethylsulfanyl]propanoic acid
Synonyms
Boc-L-Cys(Z-NHEt)-OH; (R)-3-((2-(((Benzyloxy)carbonyl)amino)ethyl)thio)-2-((tert-butoxycarbonyl)amino)propanoic acid
Appearance
Clear, colorless oil
Purity
≥ 99% (TLC)
Storage
Store at 2-8°C
InChI
InChI=1S/C18H26N2O6S/c1-18(2,3)26-17(24)20-14(15(21)22)12-27-10-9-19-16(23)25-11-13-7-5-4-6-8-13/h4-8,14H,9-12H2,1-3H3,(H,19,23)(H,20,24)(H,21,22)/t14-/m0/s1
InChI Key
WOISIWBKIILOSH-AWEZNQCLSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CSCCNC(=O)OCC1=CC=CC=C1)C(=O)O

Boc-S-Z-aminoethyl-L-cysteine, a synthetic amino acid derivative with diverse applications in scientific and medical research, holds immense potential for various fields. Here we delve into four key applications:

Peptide Synthesis: Serving as a cornerstone in peptide synthesis, Boc-S-Z-aminoethyl-L-cysteine acts as a vital building block, intricately contributing to the construction of customized peptides with precise sequences. These peptides play crucial roles in exploring intricate protein-protein interactions, dynamic enzyme-substrate relationships, and the evolution of peptide-based therapies, offering a multifaceted avenue for scientific exploration.

Chemical Biology: Within the domain of chemical biology, this compound assumes a pivotal role in delving into protein modification mechanisms, particularly post-translational modifications. Scientists employ Boc-S-Z-aminoethyl-L-cysteine to introduce exact functional groups into proteins, facilitating complex studies on protein functionalities and interactions. Such endeavors aid in unraveling the significance of individual amino acids in protein behavior and endurance, showcasing the nuanced complexity of biochemical processes.

Drug Development: Spearheading advancements in drug development, Boc-S-Z-aminoethyl-L-cysteine significantly contributes to the formulation and refinement of innovative pharmaceutical compounds. Acting as a precursor in the synthesis of molecules targeting specific biochemical pathways or enzymes, this amino acid derivative enhances the stability, efficacy, and selectivity of potential therapeutic agents. Its incorporation into drug candidates represents a strategic approach to optimizing drug performance and augmenting treatment outcomes.

Bioconjugation: In the realm of bioconjugation techniques, Boc-S-Z-aminoethyl-L-cysteine plays a pivotal role in tethering diverse biochemical entities—ranging from fluorescent dyes to affinity tags—to proteins and peptides. This process involves the establishment of enduring covalent bonds, enabling precise labeling and tracking of biomolecules in cellular and biochemical examinations. The versatility of this application is instrumental in propelling imaging studies, streamlining protein purification processes, and fostering the advancement of cutting-edge diagnostic tools, embodying a dynamic fusion of biotechnology and medical research.

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