(H-Cys-betaNA)2 is a cysteine-based amino acid derivative in which two cysteine units are linked to beta-naphthylamine (betaNA) functionalities, forming a conjugated dimeric structure rather than a free amino acid. The molecule contains amino and carboxyl groups associated with the cysteine residues and thiol-bearing side chains typical of cysteine chemistry, while the betaNA substituents provide an aromatic handle that can participate in analytical detection or chemical conjugation. As a labeled or functionalized cysteine derivative, it is used in chemical biology and analytical method development contexts where cysteine-like reactivity and an aromatic tag are combined for tracking, derivatization studies, or preparation of more complex amino acid and peptide-related constructs.
CAT No: CP26275
CAS No:1259-69-4
Synonyms/Alias:L-Cystine-di-2-naphthylamide;ST085496;1259-69-4;Cystine-di-beta-naphthylamide;AC1O3LDJ;C9005_SIGMA;L-Cystinedi-|A-naphthylamide;Propanamide,3,3'-dithiobis[2-amino-N-2-naphthalenyl-,(2R,2'R)-;L-cysteinedi-beta-naphthylamide;30260_FLUKA;CHEBI:90428;CTK8G0521;MolPort-003-910-311;ZINC1736048;L-cystinebis[N-(2-naphthyl)amide];AKOS024285554;N,N'-dinaphthalen-2-yl-L-cystinamide;L-cystinebis[N-(beta-naphthyl)amide];FT-0633513;A805446;3,3'-Dithiobis[(R)-2-amino-N-(2-naphthalenyl)propanamide];(2R)-2-amino-3-[[(2R)-2-amino-3-(2-naphthalenylamino)-3-oxopropyl]disulfanyl]-N-(2-naphthalenyl)propanamide;(2R)-2-amino-3-[[(2R)-2-amino-3-(naphthalen-2-ylamino)-3-oxopropyl]disulfanyl]-N-naphthalen-2-ylpropanamide;(2R)-2-amino-3-{[(2R)-2-amino-2-[(naphthalen-2-yl)carbamoyl]ethyl]disulfanyl}-N-(naphthalen-2-yl)propanamide;(2R)-2-azanyl-3-[[(2R)-2-azanyl-3-(naphthalen-2-ylamino)-3-oxidanylidene-propyl]disulfanyl]-N-naphthalen-2-yl-propanamide
(H-Cys-betaNA)2 is a cysteine-based amino acid derivative featuring a β-naphthylamide (βNA) motif that provides a chromogenic/fluorogenic handle commonly used in biochemical and analytical workflows. The presence of cysteine residues introduces well-defined thiol functionality that supports thiol-reactive labeling, redox-sensitive handling, and conjugation-compatible chemistry. This reagent format is typically leveraged as a substrate-like or labeling reagent in assays and as an intermediate building block where the βNA group enables sensitive readout and downstream derivatization.
1. Thiol-Labeling Assays
(H-Cys-betaNA)2 is used in assay development and screening workflows that rely on cysteine thiol reactivity and a βNA reporter for signal generation. Researchers employ this type of cysteine/βNA construct to monitor thiol availability and reactivity under controlled chemical conditions, including studies of thiol-reactive reagents and redox-active systems. The βNA moiety enables convenient readout without requiring additional fluorophore installation, streamlining assay setup for chemical biology and biochemistry laboratories.
2. Peptide/Thioether Derivatization
(H-Cys-betaNA)2 serves as a practical cysteine-containing building block for preparing cysteine-derived peptide analogs and thioether-containing conjugates in chemical protein research. Synthetic chemists and peptide developers use the thiol functionality as a handle to introduce sulfur-containing linkages or to generate defined cysteine-based modifications on peptide fragments and protein-reactive constructs. The βNA group provides an orthogonal functional element for tracking, purification support, or downstream analytical verification of the modified material.
3. Analytical Standards For Thiol Chemistry
(H-Cys-betaNA)2 is commonly used to support analytical method development and reference preparation in studies where cysteine thiol behavior and βNA-based detection are central. Analytical chemistry teams use this reagent to benchmark labeling efficiency, calibrate signal response for βNA readouts, and validate derivatization steps in LC-based or spectroscopic workflows. Its defined cysteine content makes it a useful standard-like material when quantifying thiol-reactive transformations or monitoring reaction progress in controlled experiments.
4. Chemical Biology Probe Development
(H-Cys-betaNA)2 is applied in chemical biology contexts where cysteine-targeting chemistry is paired with a βNA reporter to build detection-enabled probes. Researchers use the cysteine thiol functionality to incorporate sulfur chemistry into probe scaffolds and to generate defined conjugates for studying thiol-dependent processes in vitro. The βNA reporter supports convenient downstream detection and characterization of probe-bearing samples, aiding workflows that require consistent labeling and traceable reagent identity.
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