(Arg)9 TFA

(Arg)9 TFA (Nona-L-arginine TFA), a cell-penetrating peptide, exhibits neuroprotective activity with an IC50 of 0.78 μM in the glutamic acid model.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: R1970

CAS No:2283335-13-5

Synonyms/Alias:(Arg)9 TFA salt;2283335-13-5;1228255-42-2;(Arg)9 (trifluoroacetate salt);Nonaarginine, H(-Arg)9-OH, (Arg)9 Trifluoroacetate;(Arg)9 TFA;MFCD08458590;(Arg)9 trifluoroacetate;AKOS040763889;DA-69122;TS-10289;(Arg)9 TFA (143413-47-2 free base);G67569;

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cGMP Peptide
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M.F/Formula
C56H111F3N36O12
M.W/Mr.
1537.7
Sequence
One Letter Code:RRRRRRRRR
Three Letter Code:H-Arg-Arg-Arg-Arg-Arg-Arg-Arg-Arg-Arg-OH.TFA
Appearance
white solid powder

(Arg)9 TFA, also known as nona-arginine trifluoroacetate, is a synthetic peptide composed of nine consecutive arginine residues, typically provided as its trifluoroacetate salt. This polyarginine peptide is characterized by its high density of positively charged guanidinium groups, which imparts unique physicochemical properties and facilitates strong interactions with biological membranes. Its structure and charge distribution make it a valuable molecular tool for a variety of research applications, particularly in the fields of cellular delivery, molecular biology, and peptide engineering. As a cell-penetrating peptide (CPP), (Arg)9 TFA is widely recognized for its capacity to traverse cellular membranes, enabling the intracellular transport of diverse molecular cargos and expanding the experimental possibilities for researchers investigating intracellular processes.

Cellular delivery research: (Arg)9 TFA is extensively utilized in studies focused on the development and optimization of cell-penetrating peptides. Its polycationic nature allows for efficient translocation across lipid bilayers, making it an effective carrier for delivering nucleic acids, proteins, small molecules, and nanoparticles into living cells. By conjugating or complexing this peptide with various cargos, researchers can investigate mechanisms of cellular uptake, endosomal escape, and intracellular distribution, thereby advancing the understanding of non-viral delivery systems and facilitating the development of novel molecular probes and therapeutic platforms.

Molecular cargo transport studies: The ability of nona-arginine sequences to form stable complexes with negatively charged biomolecules underlies their use in exploring intracellular trafficking and localization. In experimental models, (Arg)9 TFA is frequently employed to facilitate the internalization of otherwise impermeable probes, dyes, or biomacromolecules. This application enables real-time tracking of molecular cargos within cellular compartments, providing insights into endocytosis, vesicular transport, and subcellular targeting. Such studies are critical for elucidating cellular pathways and evaluating the efficiency of delivery strategies for future biotechnological applications.

Peptide engineering and structure-activity relationship analysis: As a model cell-penetrating peptide, (Arg)9 TFA serves as a reference standard in the systematic evaluation of peptide modifications and their impact on membrane interaction, uptake efficiency, and cytosolic release. Researchers utilize this peptide to compare the effects of amino acid substitutions, sequence length variations, or chemical modifications on cellular entry properties. These investigations inform the rational design of next-generation CPPs with tailored functionalities, improved specificity, and reduced cytotoxicity, thereby driving innovation in peptide-based delivery systems.

Biophysical and membrane interaction assays: The strong electrostatic interactions between polyarginine peptides and phospholipid membranes make (Arg)9 TFA a valuable probe in biophysical studies. It is commonly used to investigate the dynamics of peptide-membrane binding, membrane perturbation, and translocation mechanisms using techniques such as fluorescence spectroscopy, surface plasmon resonance, and electron microscopy. These assays contribute to a deeper understanding of the physicochemical principles governing membrane permeability and the structural factors that influence peptide-mediated transport.

Protein and peptide functionalization: In chemical biology and bioconjugation research, (Arg)9 TFA is often employed to impart cell-penetrating properties to otherwise non-permeant proteins, peptides, or synthetic constructs. By covalently attaching or fusing this polyarginine sequence to target biomolecules, scientists can enhance their cellular uptake, enabling functional studies of intracellular targets, enzyme activity assays, or the delivery of bioactive agents. This strategy expands the experimental toolkit for probing cellular mechanisms and evaluating the intracellular efficacy of novel biomolecular constructs.

Long-term Storage Conditions
Soluble in DMSO, not in water
InChI
InChI=1S/C54H110N36O10.C2HF3O2/c55-28(10-1-19-74-46(56)57)37(91)83-29(11-2-20-75-47(58)59)38(92)84-30(12-3-21-76-48(60)61)39(93)85-31(13-4-22-77-49(62)63)40(94)86-32(14-5-23-78-50(64)65)41(95)87-33(15-6-24-79-51(66)67)42(96)88-34(16-7-25-80-52(68)69)43(97)89-35(17-8-26-81-53(70)71)44(98)90-36(45(99)100)18-9-27-82-54(72)73;3-2(4,5)1(6)7/h28-36H,1-27,55H2,(H,83,91)(H,84,92)(H,85,93)(H,86,94)(H,87,95)(H,88,96)(H,89,97)(H,90,98)(H,99,100)(H4,56,57,74)(H4,58,59,75)(H4,60,61,76)(H4,62,63,77)(H4,64,65,78)(H4,66,67,79)(H4,68,69,80)(H4,70,71,81)(H4,72,73,82);(H,6,7)/t28-,29-,30-,31-,32-,33-,34-,35-,36-;/m0./s1
InChI Key
XGQPDCDNEZIVKJ-MXIXLHBGSA-N
Canonical SMILES
CC1=CC(=NN1)NC2=NN3C(=C(N=C3C(=C2)CN4CCOCC4)C)CC5=C(C=C(C=C5)Cl)F

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