Cellular uptake mechanism of molecular umbrella

Bioconjugate Chemistry

Volumn 20, Issue 12, 2009, Pages 2311-2316

  Ge, Dongtao ^a   Wu, Dewang ^a   Wang, Zuyong ^a   Shi, Wei ^a   Wu, Ting ^a   Zhang, Aifeng ^a   Hong, Shimin ^a   Wang, Jun ^a   Zhang, Ye ^a   Ren, Lei ^a  

^a XIAMEN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCOMPATIBILITY; CONTROLLED DRUG DELIVERY; FLUORESCENCE MICROSCOPY; HYDROPHILICITY; LANTHANUM COMPOUNDS; TARGETED DRUG DELIVERY;

CARBOXYFLUORESCEIN; CELLULAR UPTAKE; CELLULARS; CHOLIC ACIDS; HELA CELL; HYDROPHILICS; INTRACELLULAR DELIVERY; SYNTHESISED; THERAPEUTIC AGENTS; UPTAKE MECHANISM;

MOLECULAR BIOLOGY;

6 CARBOXYFLUORESCEIN; CHOLIC ACID; CLATHRIN; FLUORESCENT DYE; N 1,N 3 DICHOLEAMIDOSPERMIDINE; SPERMIDINE; SPERMIDINE DERIVATIVE; SPERMINE; UNCLASSIFIED DRUG;

ARTICLE; BIOCOMPATIBILITY; CAVEOLA; CONJUGATE; CONTROLLED STUDY; CYTOTOXICITY; DIFFUSION; ENDOCYTOSIS; HELA CELL; HUMAN; HUMAN CELL; HYDROPHILICITY; INTERNALIZATION; LIPID RAFT; MOLECULAR UMBRELLA; PASSIVE TRANSPORT; SYNTHESIS;

EID: 72449194792     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc9003074     Document Type: Article

References (26)

1. Alper, J. (2002) Drug delivery-breaching the membrane. Science 296, 838-839.
2. Mehiri, M., Chen, W. H., Janout, V., and Regen, S. L. (2009) Molecular umbrella transport: exceptions to the classic size/lipophilicity rule. J. Am. Chem. Soc. 131, 1338-1339.
3. Janout, V., Lanier, M., and Regen, S. L. (1996) Molecular umbrellas. J. Am. Chem. Soc. 118, 1573-1574.
4. Janout, V., Jing, B. W., and Regen, S. L. (2002) Molecular umbrellas-assisted transport of thiolated AMP and ATP across phospholipid bilayers. Bioconjuate Chem. 13, 351-356. (Pubitemid 34267947)
5. Janout, V., and Regen, S. L. (2009) Bioconjugate-based molecular umbrellas. Bioconjugate Chem. 20, 183-192.
6. Janout, V., Zhang, L. H., Staina, I. V., DiGiorgio, C., and Regen, S. L. (2001) Molecular umbrella-assisted transport of glutathione across a phospholipid membrane. J. Am. Chem. Soc. 123, 5401-5406. (Pubitemid 32888506)
7. Janout, V., Jing, B. W., and Regen, S. L. (2005) Molecular umbrella-assisted transport of an oligonucleotide across cholesterol-rich phospholipid bilayers. J. Am. Chem. Soc. 127, 15862-15870. (Pubitemid 41643296)
8. Janout, V., Jing, B. W., Staina, I. V., and Regen, S. L. (2003) Selective transport of ATP across a phospholipid bilayer by a molecular umbrella. J. Am. Chem. Soc. 125, 4436-4437. (Pubitemid 36418687)
9. Mehiri, M., Jing, B. W., Ringhoff, D., Janout, V., Cassimeris, L., and Regen, S. L. (2008) Cellular entry and nuclear targeting by a highly anionic molecular umbrella. Bioconjugate Chem. 19, 1510-1513.
10. Puckett, C. A., and Barton, J. K. (2008) Mechanism of cellular uptake of a ruthenium polypyridyl complex. Biochemistry 47, 11711-11716.
11. Okahata, Y., Ando, R., and Kunitakb, T. (1979) Catalytic hydrolysis of p-nitrophenyl esters in the presence of representative ammonium aggregates-Specific activation of a cholesteryl nucleophile bound to a dialkylammonium bilayer membrane. Bull. Chem. Soc. Jpn. 52, 3647-3653.
12. Shawaphun, S., Janout, V., and Regen, S. L. (1999) Chemical evidence for transbilayer movement of molecular umbrellas. J. Am. Chem. Soc. 121, 5860-5864. (Pubitemid 29305124)
13. Debart, F., Abes, S., Deglane, G., Moulton, H. M., Clair, P., Gait, M. J., Vasseur, J. J., and Lebleu, B. (2007) Chemical modifications to improve the cellular uptake of oligonucleotides. Curr. Top. Med. Chem. 7, 727-737. (Pubitemid 46681854)
14. Onoue, S., Liu, B. S., Nemoto, Y., Hirose, M., and Yajima, T. (2006) Chemical synthesis and application of C-terminally 5-carboxyfluorescein-labelled thymopentin as a fluorescent probe for thymopoietin receptor. Anal. Sci. 22, 1531-1535.
15. Janout, V., and Regen, S. L. (2005) A needle-and-thread approach to bilayer transport: permeation of a molecular umbrella-oligonucleotide conjugate across a phospholipid membrane. J. Am. Chem. Soc. 127, 22-23. (Pubitemid 40094345)
16. Jing, B. W., Janout, V., and Regen, S. L. (2003) Fully detachable molecular umbrellas as peptide delivery agents. Bioconjugate Chem. 14, 1191-1196. (Pubitemid 37449048)
17. Khalil, I. A., Kogure, K., Akita, H., and Harashima, H. (2006) Uptake pathways and subsequent intracellular trafficking in nonviral gene delivery. Pharmacol. Rev. 58, 32-45. (Pubitemid 43313695)
18. Vazquez, E., Ferrer-Miralles, N., and Villaverde, A. (2008) Peptide-assisted traffic engineering for nonviral gene therapy. Drug Discovery Today 13, 1067-1074.
19. Hewlett, L. J., Prescott, A. R., and Watts, C. (1994) The coated pit and macropinocytic pathways serve distinct endosome populations. J. Cell Biol. 124, 689-703.
20. Wang, Z. Y., Zhao, Y., Ren, L., Jin, L. H., Sun, L. P., Yin, P., zhang, Y. F., and Zhang, Q. Q. (2008) Novel gelatin-siloxane nanoparticles decorated by Tat peptide as vectors for gene therapy. Nanotechnology 19, 445103.
21. Sun, L., Zhu, C. J., Tan, P., and Wong, M. C. (2004) Endothelial progenitor cells' 'homing' specificity to brain tumors. Gene Ther. 11, 811-818.
22. 4+ T cells perceive a positively selecting class II MHC/peptide complex in the periphery. J. Immunol. 164, 3087-3094.
23. Huynh, K. K., Eskelinen, E. L., Scott, C. C., Malevanets, A., Saftig, P., and Grinstein, S. (2007) LAMP proteins are required for fusion of lysosomes with phagosomes. EMBO J. 26, 313-324. (Pubitemid 46160933)
24. Wang, Y., Li, D., Fan, H., Tian, L. J., Zhong, Y. C., Zhang, Y., Zhang, Y. M., Yuan, L., Jin, C. N., Yin, C. H., and Ma, D. L. (2006) Cellular uptake of exogenous human PDCD5 protein. J. Biol. Chem. 281, 24803-24817. (Pubitemid 44274254)
25. Malorni, W., Giammarioli, A. M., Garofalo, T., and Sorice, M. (2007) Dynamics of lipid raft components during lymphocyte apoptosis: the paradigmatic role of GD3. Apoptosis 12, 941-949. (Pubitemid 46653301)
26. Richard, J. P., Melikov, K., Brooks, H., Prevot, P., Lebleu, B., and Chernomordik, L. V. (2005) Cellular uptake of unconjugated TAT peptide involves clathrin-dependent endocytosis and heparan sulfate receptors. J. Biol. Chem. 280, 15300-15306. (Pubitemid 40562886)