Sélectionner une page

TAT (47-57) peptide – Cell-penetrating peptide

TAT (47-57) peptide, also known as HIV-1 TAT protein, is the most characterized fragment of the HIV transactivator protein (TAT). TAT (47-57) peptide was show to be a cell-penetrating peptide (CPP). TAT (47-57) is an arginine-rich peptide which directly penetrates plasma membrane and stabilized DNA. TAT (47-57) has the ability to translocate the plasma membrane and facilitate the delivery of various cargoes such as protein, peptide, antibodies, and liposomes. It represents an important tool to increase the biodistribution of drugs.

Technical specification

TAT (47-57) peptide buy Sequence : YGRKKRRQRRR
Tat (47-57) peptide synthesis MW : 1 559.89 Da (C64H118N32O14)
TAT(47-57) peptide price Purity : > 95%
Peptide Library synthesis service Counter-Ion : TFA Salts (see option TFA removal)
Peptide library synthesis TAT 47-57 Delivery format : Freeze dried in propylene 2mL microtubes
buy synthesized peptides Other names : 191936-91-1, HIV-1 Tat protein (47-57) ; tat peptide (47-57), Human immunodeficiency virus 1 ; Tat protein (47-57), HIV-1
peptide solubility guidelines Peptide Solubility Guideline
buy peptide price Bulk peptide quantities available

Price

Peptide Product catalog 1 Size 1 Price 1 € HT Product catalog 2 Size 2 Price 2 € HT
TAT (47-57) SB013-1MG 1 mg 80 SB013-5*1MG 5×1 mg 280
FAM-TAT (47-57) SB014-1MG 1 mg 180 SB014-5*1MG 5×1 mg 630
Cys-TAT (47-57) SB015-1MG 1 mg 80 SB015-5*1MG 5×1 mg 280
TAMRA-TAT (47-57) SB016-1MG 1 mg 200 SB016-5*1MG 5×1 mg 700
Alcyne-TAT (47-57) SB017-1MG 1 mg 100 SB017-5*1MG 5×1 mg 350
Alcyne-FAM-TAT (47-57) SB018-05MG 0.5 mg 150 SB018-1MG 1 mg 250

 

References

Okuda-Shinagawa NM, Moskalenko YE, Junqueira HC, Baptista MS, Marques CM, Machini MT. ACS Omega (2017)
Fluorescent and Photosensitizing Conjugates of Cell-Penetrating Peptide TAT(47-57): Design, Microwave-Assisted Synthesis at 60 °C, and Properties

 

BACKGROUND: Conjugates based on cell-penetrating peptides (CPPs) are scientifically relevant owing to their structural complexity; their ability to enter cells and deliver drugs, labels, antioxidants, bioactive compounds, or DNA fragments; and, consequently, their potential for application in research and biomedicine.  

METHOD: In this study, carboxyamidated fluorescently labeled conjugates FAM-GG-TAT(47-57)-NH2 and FAM-PEG6-TAT(47-57)-NH2 and photosensitizer-labeled conjugate Chk-PEG6-TAT(47-57)-NH2 [where TAT(47-57) is the CPP, 5(6)-carboxyfluorescein is the (FAM) fluorophore, chlorin k (Chk) is the photosensitizer, and the dipeptide glycyl-glycine (GG) or hexaethylene glycol (PEG6) is the spacer] were originally designed, prepared, and fully characterized. Practically, all chemical reactions of the synthetic steps (peptide synthesis, spacer incorporation, and conjugation) were microwave-assisted at 60 °C using optimized protocols to give satisfying yields and high-quality products. Detailed analyses of the conjugates using spectrofluorimetry and singlet oxygen detection showed that they display photophysical properties typical of FAM or Chk. Anticandidal activity assays showed that not only this basic property of TAT(47-57) was preserved in the conjugates but also that the minimal inhibitory concentration was slightly reduced for cells incubated with PS-bearing conjugate Chk-PEG6-TAT(47-57)-NH2.

RESULTS: Overall, these results indicated that the synthetic approach on-resin assisted by microwaves at 60 °C is simple, straightforward, selective, metal-free, sufficiently fast, cleaner, and more cost-effective than those previously used for preparing this type of macromolecule. Furthermore, such new data show that microwaves at 60 °C and/or conjugation did not harm the integrity of the conjugates’ constituents. 

CONCLUSION: Therefore, FAM-GG-TAT(47-57)-NH2, FAM-PEG6-TAT(47-57)-NH2, and Chk-PEG6-TAT(47-57)-NH2 have high potential for practical applications in biochemistry, biophysics, and therapeutics.