(Z-L-Cys-OH)2 is a cysteine-based amino acid derivative consisting of two L-cysteine units linked as a bis-amide-like dimeric species, with each cysteine residue bearing the characteristic thioether side chain and free amino and carboxyl functionalities implied by the "-OH" termini. The "Z" designation indicates an additional structural modification on the nitrogen-containing portion of the molecule, and the presence of "L" specifies the stereochemical configuration of the cysteine residues while the molecule remains rich in nucleophilic sulfur and amine/carboxyl groups for controlled chemical reactivity. In synthesis and chemical biology workflows, this dimeric cysteine derivative functions as a precursor for preparing further cysteine-containing amino acid building blocks and for generating sulfur-functionalized peptide or conjugation intermediates where a defined two-residue cysteine motif is required.
CAT No: CP25997
CAS No:6968-11-2
Synonyms/Alias:(Z-Cys-OH)2;6968-11-2;(Cbz-Cys-OH)2;N,N'-Dicarbobenzyloxy-L-cystine;N,N'-di-Cbz-L-cystine;N,N'-Dicarbobenzoxy-L-cystine;di-Z-L-Cystine;NSC677484;(2R)-2-{[(benzyloxy)carbonyl]amino}-3-{[(2R)-2-{[(benzyloxy)carbonyl]amino}-2-carboxyethyl]disulfanyl}propanoicacid;N,N'-Dibenzyloxycarbonyl-L-cystine;AmbotzZAA1190;PubChem19022;AC1L8QQW;AC1Q5QT7;SCHEMBL6835796;CTK5D0897;C22H24N2O8S2;MolPort-003-983-012;PTRQEEVKHMDMCF-ROUUACIJSA-N;ZINC4273473;ANW-43625;AR-1K1854;AKOS015924132;AKOS015962827;NSC-677484
Chemical Name:N-alpha-Benzyloxycarbonyl-L-cystine
(Z-L-Cys-OH)2 is a cysteine-containing amino acid dimer presented as a protected or pre-assembled building block form that incorporates the Z (benzyloxycarbonyl) group on the cysteine nitrogen(s) and provides a defined, stereochemically consistent cysteine framework for downstream peptide and thioether chemistry. With cysteine's thiol-bearing side chain functionality and the Z-protected amide/amine pattern, this material is used in workflows where controlled cysteine incorporation, segment assembly, and subsequent functional transformations are required. Researchers commonly select this defined dimer format to improve reproducibility in cysteine-rich peptide intermediate preparation and to support chemical biology or medicinal chemistry programs that rely on cysteine residues as reactive handles.
1. Cysteine-Containing Peptide Segments
(Z-L-Cys-OH)2 is used as a cysteine-rich peptide segment precursor in custom peptide synthesis where two cysteine residues are introduced in a single, defined unit. Peptide chemistry groups favor this format when building di-cysteine motifs for disulfide patterning, redox-stable peptide designs, or cysteine-dependent structure-function studies, because the dimer provides a convenient way to manage cysteine stoichiometry during intermediate assembly. The presence of the Z-protected amino functionality helps keep the amide-forming chemistry controlled until the peptide coupling stage, supporting reliable generation of cysteine-containing intermediates for both solution-phase and solid-phase workflows.
2. Disulfide and Thioether Derivative Synthesis
(Z-L-Cys-OH)2 is applied in the preparation of cysteine-derived derivatives used as standards, reagents, or intermediate building blocks for redox chemistry. Organic and medicinal chemistry teams often start from cysteine-containing precursors to generate disulfide-linked products or to access thioether-functional analogs through controlled sulfur functional transformations. The defined cysteine dimer format is particularly useful when two sulfur-bearing residues are needed in a single scaffold, enabling streamlined downstream conversion into di-cysteine oxidation states or thioether-containing analogs used in structure-activity relationship (SAR) studies and chemical biology probes.
3. Pharmaceutical Intermediate Development
(Z-L-Cys-OH)2 supports pharmaceutical intermediate development programs that require cysteine-containing fragments for further elaboration toward peptidomimetic structures and specialized building blocks. Process development and medicinal chemistry groups use cysteine dimer formats to reduce variability associated with assembling multiple cysteine residues from separate monomers, especially when downstream steps depend on the presence and relative positioning of sulfur-containing functionality. The Z-protected amino pattern provides a practical handle for controlled intermediate progression, making the material a useful input for generating well-defined cysteine-containing intermediates used in iterative synthesis and library preparation.
4. Analytical Reference and LC-MS Method Support
(Z-L-Cys-OH)2 is also used to support analytical workflows where cysteine-containing standards or calibration/verification materials are needed. Analytical chemistry teams employ defined cysteine-containing building blocks to develop and validate LC-MS or related methods that monitor cysteine-containing intermediates, peptide fragments, or sulfur-functional species during synthesis and purification. Because the material contains a defined cysteine dimer composition with stereochemical consistency, it can serve as a practical reference point for tracking conversion, identifying related species, and supporting method robustness in research and development settings.
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