Octaarginine Trifluoroacetate

Octaarginine Trifluoroacetate contains eight sequential arginine residues, producing a highly cationic chain frequently investigated for transport and binding behavior. Strong guanidinium interactions enable studies of membrane translocation and nucleic acid association. The trifluoroacetate form improves handling and solubility. Research spans cargo-delivery models, peptide chemistry, and cell-penetration mechanism analysis.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Octaarginine Trifluoroacetate(CAS 148796-86-5)

CAT No: R2324

CAS No:148796-86-5

Synonyms/Alias:Octaarginine Trifluoroacetate;148796-86-5;Octa-arginine;

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M.F/Formula
C50H99F3N32O11
M.W/Mr.
1381.5
Sequence
One Letter Code:RRRRRRRR
Three Letter Code:H-Arg-Arg-Arg-DL-Arg-Arg-Arg-Arg-Arg-OH.TFA

Octaarginine Trifluoroacetate is a synthetic polyarginine peptide renowned for its exceptional cell-penetrating capability and versatile utility in molecular biology research. Featuring eight consecutive arginine residues, this cationic peptide is engineered to efficiently interact with negatively charged cellular membranes, facilitating the intracellular delivery of diverse biomolecules. Its trifluoroacetate salt form enhances solubility and stability, making it highly suitable for a broad range of experimental applications. Researchers value Octaarginine Trifluoroacetate for its ability to traverse biological barriers, opening up new possibilities in the study of cellular uptake mechanisms and the development of innovative delivery systems.

Cell-Penetrating Peptide Research: Octaarginine Trifluoroacetate serves as a model cell-penetrating peptide (CPP) in studies investigating the mechanisms of cellular internalization. By leveraging its strong electrostatic interactions with membrane phospholipids and proteoglycans, scientists can elucidate pathways such as macropinocytosis and direct translocation. Its predictable structure and robust uptake profile provide a reliable platform for dissecting the molecular details of CPP-mediated transport, advancing the understanding of how peptides and proteins cross cellular membranes.

Intracellular Delivery of Nucleic Acids: In gene delivery research, octaarginine and its analogs are frequently conjugated to oligonucleotides, siRNA, or plasmid DNA to enhance cellular uptake. The peptide's positive charge enables it to form stable complexes with negatively charged nucleic acids, protecting them from enzymatic degradation and promoting efficient translocation into the cytoplasm. This approach is instrumental in optimizing transfection protocols, improving gene silencing efficiency, and enabling the controlled study of gene function in various cell types.

Protein and Peptide Translocation: The unique translocation properties of Octaarginine Trifluoroacetate make it a valuable tool for delivering functional proteins, peptides, or enzyme constructs into living cells. By covalently linking or non-covalently associating cargo molecules with the peptide, researchers can bypass endocytic entrapment and achieve cytosolic delivery. This capability is particularly useful in studies requiring the manipulation of intracellular signaling pathways, the introduction of bioactive peptides, or the investigation of protein-protein interactions in their native cellular context.

Drug Delivery System Development: Octaarginine-based carriers are at the forefront of research on non-viral drug delivery systems. By incorporating the peptide into nanoparticle formulations, liposomes, or other carrier platforms, scientists can enhance the cellular uptake of small molecule therapeutics, peptides, or imaging agents. The modularity of octaarginine allows for the fine-tuning of carrier properties, supporting the creation of targeted and efficient delivery vehicles that address the challenges of poor membrane permeability and intracellular trafficking.

Biosensing and Imaging Applications: Octaarginine Trifluoroacetate is increasingly utilized in the development of intracellular biosensors and imaging probes. By facilitating the entry of fluorescent dyes, quantum dots, or biosensor constructs into live cells, it enables real-time monitoring of cellular processes such as ion flux, metabolic activity, or protein localization. This application supports advanced research in cell biology, neurobiology, and pharmacology, where precise visualization and quantification of molecular events are essential for discovery and innovation.

Peptide Engineering and Structure-Activity Studies: Researchers employ octaarginine and its derivatives to investigate structure-activity relationships in peptide design. By systematically modifying the length, sequence, or chemical modifications of the arginine chain, scientists can assess the impact on cellular uptake, toxicity, and specificity. These studies inform the rational design of next-generation cell-penetrating peptides with tailored properties for diverse biological and biotechnological applications. Octaarginine Trifluoroacetate thus stands as a cornerstone reagent in peptide science, supporting a wide spectrum of research aimed at overcoming cellular barriers and advancing molecular delivery technologies.

InChI
InChI=1S/C48H98N32O9.C2HF3O2/c49-25(9-1-17-66-41(50)51)33(81)74-26(10-2-18-67-42(52)53)34(82)75-27(11-3-19-68-43(54)55)35(83)76-28(12-4-20-69-44(56)57)36(84)77-29(13-5-21-70-45(58)59)37(85)78-30(14-6-22-71-46(60)61)38(86)79-31(15-7-23-72-47(62)63)39(87)80-32(40(88)89)16-8-24-73-48(64)65;3-2(4,5)1(6)7/h25-32H,1-24,49H2,(H,74,81)(H,75,82)(H,76,83)(H,77,84)(H,78,85)(H,79,86)(H,80,87)(H,88,89)(H4,50,51,66)(H4,52,53,67)(H4,54,55,68)(H4,56,57,69)(H4,58,59,70)(H4,60,61,71)(H4,62,63,72)(H4,64,65,73);(H,6,7)/t25-,26-,27-,28?,29-,30-,31-,32-;/m0./s1
InChI Key
IZYRKBFCCCZTDD-GZNSWUDSSA-N

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