Effects of tryptophan content and backbone spacing on the uptake efficiency of cell-penetrating peptides

Biochemistry

Volumn 51, Issue 27, 2012, Pages 5531-5539

  Rydberg, Hanna A ^a   Matson, Maria ^a   Åmand, Helene L ^a   Esbjörner, Elin K ^a   Nordén, Bengt ^a  

^a CHALMERS UNIVERSITY OF TECHNOLOGY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID SEQUENCE; ARGININE RESIDUE; CELL-PENETRATING PEPTIDE; CELLULAR MEMBRANES; CHINESE HAMSTERS; CONFOCAL FLUORESCENCE IMAGING; INTRACELLULAR DISTRIBUTION; LIPID BINDING; LIPID MEMBRANES; LIPID VESICLES; MACROMOLECULAR CARGOES; MEMBRANE LEAKAGES; OLIGOARGININE; PEPTIDE SEQUENCES; UPTAKE MECHANISM;

CELL MEMBRANES; EFFICIENCY; FLOW CYTOMETRY; PEPTIDES;

AMINO ACIDS;

ARGININE; CELL PENETRATING PEPTIDE; TRYPTOPHAN;

AMINO ACID SEQUENCE; AMINO ACID TRANSPORT; AMINO TERMINAL SEQUENCE; ANIMAL CELL; ARTICLE; BINDING AFFINITY; CELL STRUCTURE; CELL TRANSPORT; CELLULAR DISTRIBUTION; CHO CELL; CONFOCAL LASER MICROSCOPY; CONTROLLED STUDY; CYTOTOXICITY; ENDOCYTOSIS; FLOW CYTOMETRY; LIGAND BINDING; LIPID MEMBRANE; LIPID VESICLE; NONHUMAN; PRIORITY JOURNAL;

AMINO ACID SEQUENCE; ANIMALS; CELL MEMBRANE; CELL-PENETRATING PEPTIDES; CHO CELLS; CRICETINAE; CRICETULUS; INTRACELLULAR SPACE; PROTEIN CONFORMATION; PROTEIN TRANSPORT; TRYPTOPHAN; UNILAMELLAR LIPOSOMES;

CRICETULUS GRISEUS;

EID: 84863768475     PISSN: 00062960     EISSN: 15204995     Source Type: Journal    
DOI: 10.1021/bi300454k     Document Type: Article

References (34)

1. Ziello, J. E., Huang, Y., and Jovin, I. S. (2010) Cellular Endocytosis and Gene Delivery Mol. Med. 16, 222-229
2. Guo, J. F., Bourre, L., Soden, D. M., O'Sullivan, G. C., and O'Driscoll, C. (2011) Can non-viral technologies knockdown the barriers to siRNA delivery and achieve the next generation of cancer therapeutics? Biotechnol. Adv. 29, 402-417
3. Eguchi, A. and Dowdy, S. F. (2009) siRNA delivery using peptide transduction domains Trends Pharmacol. Sci. 30, 341-345
4. Schmidt, N., Mishra, A., Lai, G. H., and Wong, G. C. L. (2010) Arginine-rich cell-penetrating peptides FEBS Lett. 584, 1806-1813
5. Ter-Avetisyan, G., Tuennemann, G., Nowak, D., Nitschke, M., Herrmann, A., Drab, M., and Cardoso, M. C. (2009) Cell Entry of Arginine-rich Peptides Is Independent of Endocytosis J. Biol. Chem. 284, 3370-3378
6. Mitchell, D. J., Kim, D. T., Steinman, L., Fathman, C. G., and Rothbard, J. B. (2000) Polyarginine enters cells more efficiently than other polycationic homopolymers J. Pept. Res. 56, 318-325
7. Thorén, P. E. G., Persson, D., Isakson, P., Goksor, M., Onfelt, A., and Nordén, B. (2003) Uptake of analogs of penetratin, Tat(48-60) and oligoarginine in live cells Biochem. Biophys. Res. Commun. 307, 100-107 (Pubitemid 36808542)
8. Duchardt, F., Fotin-Mleczek, M., Schwarz, H., Fischer, R., and Brock, R. (2007) A comprehensive model for the cellular uptake of cationic cell-penetrating peptides Traffic 8, 848-866 (Pubitemid 46971632)
9. Wender, P. A., Galliher, W. C., Goun, E. A., Jones, L. R., and Pillow, T. H. (2008) The design of guanidinium-rich transporters and their internalization mechanisms Adv. Drug Delivery Rev. 60, 452-472
10. Ziegler, A. and Seelig, J. (2011) Contributions of Glycosaminoglycan Binding and Clustering to the Biological Uptake of the Nonamphipathic Cell-Penetrating Peptide WR(9) Biochemistry 50, 4650-4664
11. Åmand, H. L., Bostrom, C. L., Lincoln, P., Nordén, B., and Esbjörner, E. K. (2011) Binding of cell-penetrating penetratin peptides to plasma membrane vesicles correlates directly with cellular uptake Biochim. Biophys. Acta 1808, 1860-1867
12. Åmand, H. L., Fant, K., Nordén, B., and Esbjörner, E. K. (2008) Stimulated endocytosis in penetratin uptake: Effect of arginine and lysine Biochem. Biophys. Res. Commun. 371, 621-625
13. Persson, D., Thorén, P. E. G., Esbjörner, E. K., Goksör, M., Lincoln, P., and Nordén, B. (2004) Vesicle size-dependent translocation of penetratin analogs across lipid membranes Biochim. Biophys. Acta 1665, 142-155 (Pubitemid 39303579)
14. Walrant, A., Correia, I., Jiao, C. Y., Lequin, O., Bent, E. H., Goasdoue, N., Lacombe, C., Chassaing, G., Sagan, S., and Alves, I. D. (2011) Different membrane behaviour and cellular uptake of three basic arginine-rich peptides Biochim. Biophys. Acta 1808, 382-393
15. Futaki, S., Suzuki, T., Ohashi, W., Yagami, T., Tanaka, S., Ueda, K., and Sugiura, Y. (2001) Arginine-rich peptides: An abundant source of membrane-permeable peptides having potential as carriers for intracellular protein delivery J. Biol. Chem. 276, 5836-5840
16. Vives, E., Brodin, P., and Lebleu, B. (1997) A truncated HIV-1 Tat protein basic domain rapidly translocates through the plasma membrane and accumulates in the cell nucleus J. Biol. Chem. 272, 16010-16017 (Pubitemid 27265584)
17. Wender, P. A., Mitchell, D. J., Pattabiraman, K., Pelkey, E. T., Steinman, L., and Rothbard, J. B. (2000) The design, synthesis, and evaluation of molecules that enable or enhance cellular uptake: Peptoid molecular transporters Proc. Natl. Acad. Sci. U.S.A. 97, 13003-13008
18. Rothbard, J. B., Kreider, E., Vandeusen, C. L., Wright, L., Wylie, B. L., and Wender, P. A. (2002) Arginine-rich molecular transporters for drug delivery: Role of backbone spacing in cellular uptake J. Med. Chem. 45, 3612-3618 (Pubitemid 34856101)
19. Takechi, Y., Yoshii, H., Tanaka, M., Kawakami, T., Aimoto, S., and Saito, H. (2011) Physicochemical Mechanism for the Enhanced Ability of Lipid Membrane Penetration of Polyarginine Langmuir 27, 7099-7107
20. Thorén, P. E. G., Persson, D., Esbjörner, E. K., Goksor, M., Lincoln, P., and Nordén, B. (2004) Membrane binding and translocation of cell-penetrating peptides Biochemistry 43, 3471-3489 (Pubitemid 38391703)
21. Maiolo, J. R., Ferrer, M., and Ottinger, E. A. (2005) Effects of cargo molecules on the cellular uptake of arginine-rich cell-penetrating epeptides Biochim. Biophys. Acta 1712, 161-172 (Pubitemid 40799302)
22. Yau, W. M., Wimley, W. C., Gawrisch, K., and White, S. H. (1998) The preference of tryptophan for membrane interfaces Biochemistry 37, 14713-14718 (Pubitemid 28487579)
23. Landoltmarticorena, C., Williams, K. A., Deber, C. M., and Reithmeier, R. A. F. (1993) Nonrandom distribution of amino-acids in the transmembrane segments of human type-I single span membrane-proteins J. Mol. Biol. 229, 602-608 (Pubitemid 23068038)
24. von Heijne, G. (1994) Membrane-proteins: From sequence to structure Annu. Rev. Biophys. Biomol. Struct. 23, 167-192
25. Reithmeier, R. A. F. (1995) Characterization and modeling of membrane-proteins using sequence-analysis Curr. Opin. Struct. Biol. 5, 491-500
26. Derossi, D., Joliot, A. H., Chassaing, G., and Prochiantz, A. (1994) The 3rd helix of the antennapedia homedomain translocates through biological membranes J. Biol. Chem. 269, 10444-10450 (Pubitemid 24198241)
27. Christiaens, B., Grooten, J., Reusens, M., Joliot, A., Goethals, M., Vandekerckhove, J., Prochiantz, A., and Rosseneu, M. (2004) Membrane interaction and cellular internalization of penetratin peptides Eur. J. Biochem. 271, 1187-1197 (Pubitemid 38373051)
28. Kaplan, I. M., Wadia, J. S., and Dowdy, S. F. (2005) Cationic TAT peptide transduction domain enters cells by macropinocytosis (vol 102, pg 247, 2005) J. Controlled Release 107, 571-572
29. Thorén, P. E. G., Persson, D., Karlsson, M., and Nordén, B. (2000) The Antennapedia peptide penetratin translocates across lipid bilayers: The first direct observation FEBS Lett. 482, 265-268
30. Persson, D., Thoren, P. E., Herner, M., Lincoln, P., and Norden, B. (2003) Application of a novel analysis to measure the binding of the membrane-translocating peptide penetratin to negatively charged liposomes Biochemistry 42, 421-429 (Pubitemid 36105760)
31. Yi, D. D., Li, G. M., Li, G., and Liang, W. (2007) Interaction of arginine oligomer with model membrane Biochem. Biophys. Res. Commun. 359, 1024-1029
32. Herce, H. D., Garcia, A. E., Litt, J., Kane, R. S., Martin, P., Enrique, N., Rebolledo, A., and Milesi, V. (2009) Arginine-Rich Peptides Destabilize the Plasma Membrane, Consistent with a Pore Formation Translocation Mechanism of Cell-Penetrating Peptides Biophys. J. 97, 1917-1925
33. Chan, D. I., Prenner, E. J., and Vogel, H. J. (2006) Tryptophan- and arginine-rich antimicrobial peptides: Structures and mechanisms of action Biochim. Biophys. Acta 1758, 1184-1202 (Pubitemid 44444830)
34. Zhang, X. A., Oglecka, K., Sandgren, S., Belting, M., Esbjörner, E. K., Nordén, B., and Gräslund, A. (2010) Dual functions of the human antimicrobial peptide LL-37: Target membrane perturbation and host cell cargo delivery Biochim. Biophys. Acta 1798, 2201-2208