Enhanced intracellular delivery of macromolecules by melittin derivatives mediated cellular uptake

Heiwon Kyung; Heejung Kim; Hyukjin Lee; Seung Jin Lee

Journal of Industrial and Engineering Chemistry, Vol.58, 290-295, February, 2018

DOI10.1016/j.jiec.2017.09.039 Export Citation

Enhanced intracellular delivery of macromolecules by melittin derivatives mediated cellular uptake

Heiwon Kyung, Heejung Kim, Hyukjin Lee, and Seung Jin Lee^†

College of Pharmacy, Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul 13760, Republic of Korea

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Various cell-penetrating peptides (CPPs) have been utilized as a promising tool for intracellular delivery of therapeutic macromolecules. In this study, hemolytic membrane-active peptide (Melittin) has been utilized for intracellular uptake of macromolecules by its sequential fragmentation. Among its fragmented derivatives, melittin(1-14) showed highly efficient delivery of proteins into HeLa cells, while maintaining their biological activities. The highest level of intracellular delivery was observed when ß-galactosidase and Cytochrome C were co-delivered with melittin(1-14). These data suggested that melittin(1-14) could be a useful adjuvant for the enhanced intracellular delivery of therapeutic macromolecules.

Keywords:Melittin;Cell-penetrating peptide;Intracellular delivery

[References]

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Nakase I, Niwa M, Takeuchi T, Sonomura K, Kawabata N, Koike Y, Takehashi M, Tanaka S, Ueda K, Simpson JC, Mol. Ther., 10(6), 1011 (2004)

[Referenced By]

[1] Habermann E, Science, 177(4046), 314 (1972)

[2] Terwilliger TC, Eisenberg D, J. Biol. Chem., 257(11), 6016 (1982)

[3] Sessa G, Freer JH, Colacicco G, Weissmann G, J. Biol. Chem., 244(13), 3575 (1969)

[4] Dempsey CE, Biochim. Biophys. Acta, 1031(2), 143 (1990)

[5] Hristova K, Dempsey CE, White SH, Biophys. J., 80(2), 801 (2001)

[6] Rapson AC, Hossain MA, Wade JD, Nice EC, Smith TA, Clayton AH, Gee ML, Biophys. J., 100(5), 1353 (2011)

[7] Choi JH, Jang AY, Lin S, Lim S, Kim D, Park K, Han SM, Yeo JH, Seo HS, Mol. Med. Rep., 12(5), 6483 (2015)

[8] Jo M, Park MH, Kollipara PS, An BJ, Song HS, Han SB, Kim JH, Song MJ, Hong JT, Toxicol. Appl. Pharmacol., 258(1), 72 (2012)

[9] Orsolic N, Cancer Metastasis Rev., 31(1), 173 (2012)

[10] Schellinger JG, Pahang JA, Johnson RN, Chu DS, Sellers DL, Maris DO, Convertine AJ, Stayton PS, Horner PJ, Pun SH, Biomaterials, 34(9), 2318 (2013)

[11] Baumhover NJ, Anderson K, Fernandez CA, Rice KG, Bioconjugate Chem., 21(1), 74 (2009)

[12] Milletti F, Drug Discov. Today, 17(15), 850 (2012)

[13] Guidotti G, Brambilla L, Rossi D, Trends Pharmacol. Sci. (2017).

[14] Yang NJ, Hinner MJ, Methods Mol. Biol., 29 (2015).

[15] Koren E, Torchilin VP, Trends Mol. Med., 18(7), 385 (2012)

[16] Maher S, McClean S, Biochem. Pharmacol., 75(5), 1104 (2008)

[17] Cerne K, Erman A, Veranic P, Protoplasma, 250(5), 1131 (2013)

[18] Jallouk AP, Moley KH, Omurtag K, Hu G, Lanza GM, Wickline SA, Hood JL, PLoS One, 9(4), e95411 (2014)

[19] Jones JC, Settles EW, Brandt CR, Schultz-Cherry S, Antimicrob. Agents Chemother., 55(4), 1810 (2011)

[20] Ringstad L, Kacprzyk L, Schmidtchen A, Malmsten M, Biochim. Biophys. Acta:Biomembr., 1768(3), 715 (2007)

[21] Eiriksdottir E, Konate K, Langel U, Divita G, Deshayes S, Biochim. Biophys. Acta:Biomembr., 1798, 1119 (2010)

[22] Helmerhorst EJ, Reijnders IM, van't Hof W, Veerman EC, Nieuw AV, Amerongen, FEBS Lett., 449(2-3), 105 (1999)

[23] Gomez JA, Chen J, Ngo J, Hajkova D, Yeh IJ, Gama V, Miyagi M, Matsuyama S, Pharmaceuticals, 3(12), 3594 (2010)

[24] Iversen TG, Skotland T, Sandvig K, Nano Today, 6(2), 176 (2011)

[25] Huang YW, Lee HJ, Tolliver LM, Aronstam RS, BioMed Res. Int., 2015 (2015)

[26] Myrberg H, Lindgren M, Langel U, Bioconjugate Chem., 18(1), 170 (2007)

[27] Kim SK, Foote MB, Huang L, Biomaterials, 33(15), 3959 (2012)

[28] Irudayam SJ, Berkowitz ML, Biochim. Biophys. Acta : Biomembr., 1818(12), 2975 (2012)

[29] Liu BR, Huang JG, Chiang HJ, Lee HJ, Biomaterials, 32(13), 3520 (2011)

[30] Probst CE, Zrazhevskiy P, Bagalkot V, Gao X, Adv. Drug Deliv. Rev., 65(5), 703 (2013)

[31] Oehlke J, Wallukat G, Wolf Y, Ehrlich A, Wiesner B, Berger H, Bienert M, FEBS J., 271(14), 3043 (2004)

[32] Rizzuti M, Nizzardo M, Zanetta C, Ramirez A, Corti S, Drug Discov. Today, 20(1), 76 (2015)

[33] Jo J, Hong S, Choi WY, Lee DR, Sci. Rep., 4 (2014)

[34] Mo RH, Zaro JL, Shen WC, Mol. Pharm., 9(2), 299 (2011)

[35] Madani F, Lindberg S, Langel U, Futaki S, Graslund A, J. Biophys., 2011 (2011)

[36] Galdiero S, Falanga A, Cantisani M, Vitiello M, Morelli G, Galdiero M, Int. J. Mol. Sci., 14(9), 18758 (2013)

[37] Kauffman WB, Fuselier T, He J, Wimley WC, Trends Biochem. Sci., 40, 749 (2015)

[38] Pushpanathan M, Gunasekaran P, Rajendhran J, Int. J. Pept., 2013 (2013)

[39] Leveritt JM, Pino-Angeles A, Lazaridis T, Biophys. J., 108(10), 2424 (2015)

[40] Schroder E, Lubke K, Lehmann M, Beetz I, Cell Mol. Life Sci., 27(7), 764 (1971)

[41] Yang J, Liu XS, Bhalla K, Kim CN, Ibrado AM, Cai JY, Peng TI, Jones DP, Wang XD, Science, 275(5303), 1129 (1997)

[42] Me’ndez J, Cruz MM, Delgado Y, Figueroa CM, Orellano EA, Morales M, Monteagudo A, Griebenow K, Mol. Pharm., 11(1), 102 (2013)

[43] Morales-Cruz M, Figueroa CM, Gonzalez-Robles T, Delgado Y, Molina A, Mendez J, Morales M, Griebenow K, J. Nanobiotechnol., 12(1), 33 (2014)

[44] Elmore S, Toxicol. Pathol., 35(4), 495 (2007)

[45] Nakase I, Niwa M, Takeuchi T, Sonomura K, Kawabata N, Koike Y, Takehashi M, Tanaka S, Ueda K, Simpson JC, Mol. Ther., 10(6), 1011 (2004)