Page Title

Dissolve the thiol bearing peptide in 0.1% TFA/H₂0

Dissolve 1 equivalent of NPyS-peptide in 1M Ammonium Acetate (pH to 3.5 - 6.5 with acetic acid) and add to the NPyS-Peptide solution.

Allow the peptides to react at room temperature, a bright yellow color should appear.

The reaction can be monitored for completion via HPLC and should be complete in 30 min—2 hours.

Thiol functionalized oligonucleotide conjugation³

Dissolve the thiol functionalized oligonucleotide in 400mM KCl in 40% Acetonitrile/ water (v/v)

Add a threefold excess of NPyS-peptide and allow to react at room temperature, A bright yellow color should appear.

The reaction should proceed to completion in 30min—2 hours.

GPS Product Data Sheet

NPyS-Tat

info@globalpeptide.com · www.globalpeptide.com · 1-800-886-1895

1. Kueltzo LA, Middaugh CR. (2003) Journal of Pharmaceutical Sciences. 92(9):1754-1772

2. Säälik, P, et al. (2004) Bioconjugate Chemistry. 15:1246-1253

3. Kueltzo LA, Middaugh CR. (2000) Expert Opinion on Investigational Drugs. 9:2039-2050

4. Fawell S et al. (1994) Proceedings of the National Academy of Sciences, USA. 91:664-668

5. Park J et al. (2002) Journal of General Virology. 83:1173-1181

6. Schwarze et al. (1999) Science. 285:1569-1572

7. Rabanal, F. DeGrado, WF., Dutton PL. (1996) Tetrahedron Letters, 37(9):1347-1350

8. Vives, E. and Lebleu, B. (1997) Tetrahedron Letters, 38(7):1183-1186

Related Cell Penetrating Peptides and Activated Call Penetrating Peptides from Global Peptide Services
HIV-Tat (49-57)	H-RKKRRQRRR-NH2	1mg - $65 5mg - $260
Antennepedia Heptapeptide	H-RRMKWKK- NH2	1mg - $65 5mg - $260
Antennepedia Leader Peptide	H-KKWKMRRNQFWVKVQRG-OH	1mg - $95 5mg - $325
Arg9	H-RRRRRRRRR-NH2	1mg - $90 5mg - $360
Arg7	H-RRRRRRR-NH2	1mg - $65 5mg - $260
All cell penetrating peptides are available with a C– or N-terminal Cys(NPyS) for thiol conjugation, please inquire

HIV-1 Tat (49-57) is a fragment from the C-terminal region of the Tat protein of Human Immunodeficiency Virus type 1 (HIV-1).

Like other cell penetrating peptides, HIV Tat (49-57) exhibits "nonclassical import activity"¹ the exact mechanism of which has not been fully elucidated. These peptides cross the cell membrane and localize to the nucleus through an energy independent mechanism that is unaffected by low temperature and also appears to be exocytosis and endocytosis independent ^2,3

These peptides do not lose their membrane crossing and nuclear localization properties when covalently or non-covalently attached to other molecules. Because of this, some of these peptides have received attention as possible vectors for the delivery of hydrophilic drugs to the cell nucleus, as well as delivering oligonucleotides for possible gene therapy applications.

The full length Tat protein has been used to deliver several proteins into cells⁴. The Tat (49-57) fragment has been shown to have similar cargo delivery properties to the full length protein⁵ delivering proteins, peptides, oligonucleotides, l-phage, liposomes, and 40nm iron nanoparticles into cells in vivo⁶ and in vitro.

Global Peptide is proud to offer several Tat variants functionalized with NPyS which allows attachment through free thiols of oligonuclotides, peptides, and proteins. The NPyS-Tat to thiol reaction proceeds quickly and quantitatively under mild conditions and results in a reversible disulfide bond between the Tat and target molecule.

Global Peptide Activated TAT Products
HIV-Tat (48-57)Cys⁵⁸	H-YGR KKR RQR RRC(NPyS)-OH	5mg = $750
HIV-Tat (49-57)Cys⁵⁸