Dansyl-Gly-Cys-Val-Leu-Ser-OH contains a dansyl fluorophore attached to a pentapeptide featuring a reactive cysteine. Hydrophobic residues support membrane or protein-surface association, while the fluorophore enables environment-sensitive detection. Researchers use it to monitor thiol reactivity, binding events, and microenvironment polarity. Applications include fluorescence labeling, probe development, and peptide-protein interaction studies.
CAT No: R2592
CAS No:143744-88-1
Synonyms/Alias:Dansyl-Gly-Cys-Val-Leu-Ser-OH;143744-88-1;Dansyl-GCVLS;Dansyl-Gly-Cys-Val-Leu-Ser;(2S)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[2-[[5-(Dimethylamino)naphthalen-1-yl]sulfonylamino]acetyl]amino]-3-sulfanylpropanoyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoic acid;MFCD04974167;SCHEMBL9073673;CHEMBL2314094;HY-P4337;DA-62661;FD110983;CS-0653684;
Dansyl-Gly-Cys-Val-Leu-Ser-OH is a synthetic peptide derivative distinguished by the incorporation of a dansyl (5-dimethylaminonaphthalene-1-sulfonyl) group at the N-terminus. Characterized by its unique sequence of glycine, cysteine, valine, leucine, and serine, this compound is notable for its fluorescent properties, which make it an invaluable tool in a variety of biochemical and analytical research settings. The presence of the dansyl moiety imparts strong fluorescence, enabling sensitive detection and monitoring in complex biological environments. Its sequence, featuring both hydrophobic and polar amino acids, allows for versatile interactions with proteins, enzymes, and other biomolecules, thereby expanding its utility in numerous investigative applications within the fields of biochemistry, molecular biology, and pharmaceutical research.
Fluorescence-based enzyme assays: Dansyl-Gly-Cys-Val-Leu-Ser-OH is widely used as a substrate or probe in fluorescence-based enzyme assays, particularly those targeting proteases and peptidases. The dansyl group serves as a highly sensitive fluorescent reporter that enables real-time monitoring of enzymatic cleavage events. Upon enzymatic hydrolysis, changes in fluorescence intensity can be accurately measured, providing quantitative insights into enzyme kinetics and activity. This approach is instrumental in screening enzyme inhibitors, characterizing enzyme specificity, and elucidating catalytic mechanisms, offering a non-radioactive and high-throughput alternative to traditional assay formats.
Protein-protein interaction studies: The peptide's fluorescent label also facilitates the investigation of protein-protein interactions through techniques such as fluorescence resonance energy transfer (FRET) and fluorescence polarization. By conjugating Dansyl-Gly-Cys-Val-Leu-Ser-OH to target proteins or peptides, researchers can track binding events, conformational changes, or complex formation in vitro. The sensitivity of the dansyl fluorophore to microenvironmental changes allows for the detection of subtle alterations in protein structure or dynamics, making it a powerful tool for mapping interaction interfaces and studying the effects of mutations or small molecule modulators.
Peptide transport and uptake analysis: Researchers employ this fluorescent peptide to monitor cellular uptake, transport efficiency, and intracellular localization in live cell experiments. The distinct fluorescence of the dansyl group enables visualization and quantification of peptide internalization using fluorescence microscopy or flow cytometry. This application is particularly valuable in evaluating the cell-penetrating properties of peptide sequences, optimizing delivery vectors, and understanding the mechanisms underlying peptide transport across biological membranes.
Redox and thiol reactivity investigations: The presence of cysteine within the sequence allows Dansyl-Gly-Cys-Val-Leu-Ser-OH to serve as a model substrate for studying redox reactions and thiol-specific modifications. The thiol group of cysteine can undergo oxidation, alkylation, or disulfide bond formation, processes that can be monitored via changes in fluorescence. This property is leveraged to investigate redox signaling pathways, evaluate the reactivity of electrophilic compounds, and develop assays for thiol-containing biomolecules, providing insights into oxidative stress and cellular redox homeostasis.
Peptide mapping and proteomics: In proteomic workflows, the fluorescently labeled peptide is used as an internal standard or calibration marker during liquid chromatography and mass spectrometry analyses. Its defined sequence and fluorescence enable precise quantification, facilitate peak identification, and improve method reproducibility. Researchers benefit from the ability to track peptide recovery, monitor sample preparation efficiency, and validate analytical protocols, thus enhancing the reliability of proteomic data and supporting the identification of novel biomarkers or therapeutic targets.
Analytical method development: Dansyl-Gly-Cys-Val-Leu-Ser-OH serves as a reference compound in the optimization and validation of chromatographic and spectroscopic methods. Its well-characterized fluorescence profile and chemical stability make it suitable for calibrating instrumentation, assessing detection limits, and troubleshooting analytical workflows. Laboratories can use this peptide to benchmark assay performance, compare different separation technologies, and ensure consistency across experimental runs. Through these diverse applications, the compound continues to support innovation and rigor in biochemical research, contributing to advancements in enzymology, cell biology, analytical chemistry, and beyond.
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