H-Arg-Arg-Arg-Arg-Arg-Arg-OH is a highly cationic hexapeptide rich in guanidinium groups, frequently used to model nucleic-acid and membrane interactions. Strong electrostatics drive association with anionic biomolecules. Researchers probe its role in cell-penetrating and condensation-like behavior in vitro. Applications include polycation research, peptide-DNA binding studies, and electrostatic-assembly modeling.
CAT No: R2367
CAS No:96337-25-6
Synonyms/Alias:H-Arg-Arg-Arg-Arg-Arg-Arg-OH;Hexaarginine;96337-25-6;(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid;CHEMBL2049164;Arg-Arg-Arg-Arg-Arg-Arg;BDBM50387012;DA-74101;FA109316;(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-5-guanidino-pentanoyl]amino]-5-guanidino-pentanoyl]amino]-5-guanidino-pentanoyl]amino]-5-guanidino-pentanoyl]amino]-5-guanidino-pentanoyl]amino]-5-guanidino-pentanoic acid;
H-Arg-Arg-Arg-Arg-Arg-Arg-OH, also known as hexarginine or polyarginine (6-mer), is a synthetic peptide composed of six consecutive arginine residues. Characterized by its high density of positively charged guanidinium groups, this peptide exhibits exceptional water solubility and strong affinity for negatively charged biomolecules. Its unique structural features make it highly attractive for a wide range of biochemical and molecular biology applications, particularly in areas where efficient cellular uptake and molecular interaction are critical. The peptide's sequence allows for versatile conjugation and functionalization, further expanding its utility in research settings that require precise delivery or modulation of biological activity.
Peptide Transduction Domains: Hexarginine serves as a highly effective cell-penetrating peptide (CPP), facilitating the intracellular delivery of various biomolecules such as proteins, nucleic acids, and small molecules. Its multiple arginine residues interact electrostatically with cell membrane components, promoting rapid translocation across lipid bilayers without causing significant membrane disruption. This property enables researchers to study intracellular processes and deliver experimental agents directly into live cells, overcoming the limitations of traditional delivery methods.
Nucleic Acid Delivery: Polyarginine peptides, including H-Arg-Arg-Arg-Arg-Arg-Arg-OH, are widely utilized in the development of non-viral gene delivery systems. By forming stable complexes with negatively charged DNA or RNA molecules, these peptides protect nucleic acids from enzymatic degradation and enhance their cellular uptake. The resulting peptide-nucleic acid complexes can be employed in transfection protocols, gene editing experiments, and RNA interference studies, offering a safer and more efficient alternative to conventional transfection reagents.
Protein and Peptide Conjugation: The hexarginine sequence is frequently used as a tag or carrier to improve the cellular uptake of therapeutic peptides, recombinant proteins, or imaging agents. By attaching polyarginine to bioactive molecules, researchers can significantly increase their bioavailability and intracellular localization. This strategy is particularly valuable in mechanistic studies that require precise modulation of intracellular targets or visualization of dynamic cellular events using labeled probes.
Biosensor and Diagnostic Development: Owing to its strong binding affinity for anionic substrates, polyarginine is incorporated into biosensor platforms and diagnostic assays to enhance sensitivity and specificity. The peptide can be immobilized on sensor surfaces to capture target biomolecules, such as nucleic acids or phosphorylated proteins, through electrostatic interactions. This application is instrumental in the development of rapid diagnostic tools and analytical devices for molecular detection in research and biotechnology laboratories.
Antimicrobial and Antifouling Research: The cationic nature of H-Arg-Arg-Arg-Arg-Arg-Arg-OH has inspired studies into its potential as a component of antimicrobial coatings and antifouling surfaces. By interacting with negatively charged microbial membranes, polyarginine can inhibit the adhesion and proliferation of bacteria and other pathogens. Incorporating this peptide into material coatings or medical device surfaces provides a promising approach to reduce biofilm formation and improve hygiene in various environments.
Peptide Structure-Activity Relationship Studies: Researchers employ hexarginine in studies investigating the impact of arginine-rich sequences on peptide structure, stability, and biological function. By systematically varying the length and composition of polyarginine chains, scientists can elucidate the mechanisms underlying cell penetration, molecular recognition, and protein-peptide interactions. These insights contribute to the rational design of next-generation delivery vehicles, biomaterials, and functional peptides tailored for specific research and biotechnological applications.
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