Accelerated polymer-polymer click conjugation by freeze-thaw treatment

Bioconjugate Chemistry

Volumn 23, Issue 8, 2012, Pages 1503-1506

  Takemoto, Hiroyasu ^a   Miyata, Kanjiro ^a   Ishii, Takehiko ^a   Hattori, Shota ^a   Osawa, Shigehito ^a   Nishiyama, Nobuhiro ^a   Kataoka, Kazunori ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

THAWING;

AQUEOUS BUFFER; CLICK CHEMISTRY; COPPER-FREE CLICKS; FREEZE-THAWING; FREEZE/THAW; MICROENVIRONMENTS; REACTANT CONCENTRATIONS; REACTION SOLUTIONS; SMALL INTERFERING RNA;

FREEZING;

COPPER; POLYMER; SMALL INTERFERING RNA;

ARTICLE; CLICK CHEMISTRY; CONJUGATION; CYTOTOXICITY; FEMALE; FREEZE THAWING; GENE SEQUENCE; GENE SILENCING; HELA CELL; HUMAN; HUMAN CELL; MICROENVIRONMENT; TEMPERATURE;

EID: 84865119882     PISSN: 10431802     EISSN: 15204812     Source Type: Journal    
DOI: 10.1021/bc300182y     Document Type: Article

References (21)

1. Kolb, H. C., Finn, M. G., and Sharpless, K. B. (2001) Click chemistry: diverse chemical function from a few good reactions Angew. Chem., Int. Ed. 40, 2004-2021
2. Lutz, J. F. (2007) 1,3-Dipolar cycloadditions of azides and alkynes: a universal ligation tool in polymer and materials science Angew. Chem., Int. Ed. 46, 1018-1025
3. Jewetta, J. C. and Bertozzi, C. R. (2010) Cu-free click cycloaddition reactions in chemical biology Chem. Soc. Rev. 39, 1272-1279
4. Debets, M. F., Berkel, S. S., Schoffelen, S., Rutjes, F. P. J. T., Hest, J. C. M., and Delft, F. L. (2010) Aza-dibenzocyclooctynes for fast and efficient enzyme PEGylation via copper-free (3 + 2) cycloaddition Chem. Commun. 46, 97-99
5. Crooke, S. T. (2004) Progress in antisense technology Annu. Rev. Med. 55, 61-95 (Pubitemid 38316716)
6. Watts, J. K., Deleavey, G. F., and Damha, M. J. (2008) Chemically modified siRNA: tools and applications Drug Discovery Today 13, 842-855
7. Kurreck, J. (2009) RNA interference: from basic research to therapeutic applications Angew. Chem., Int. Ed. 48, 1378-1398
8. Bell, N. M. and Micklefield, J. (2009) Chemical modification of oligonucleotides for therapeutic, bioanalytical and other applications ChemBioChem 10, 2691-2703
9. Soontornworajit, B. and Wang, Y. (2011) Nucleic acid aptamers for clinical diagnosis: cell detection and molecular imaging Anal. Bioanal. Chem. 399, 1591-1599
10. Kole, R., Krainer, A. R., and Altman, S. (2011) RNA therapeutics: beyond RNA interference and antisense oligonucleotides Nat. Rev. Drug Discovery 11, 125-140
11. Singh, Y., Murat, P., and Defrancq, E. (2010) Recent developments in oligonucleotide conjugation Chem. Soc. Rev. 39, 2054-2070
12. Lee, S. H., Mok, H., and Park, T. G. (2011) Di- and triblock siRNA-PEG copolymers: PEG density effect of polyelectrolyte complexes on cellular uptake and gene silencing efficiency Macromol. Biosci. 11, 410-418
13. Rozema, D. B., Lewis, D. L., Wakefield, D. H., Wong, S. C., Klein, J. J., Roesch, P. L., Bertin, S. L., Reppen, T. W., Chu, O., Blokhin, A. V., Hagstrom, J. E., and Wolff, J. A. (2007) Dynamic polyconjugates for targeted in vivo delivery of siRNA to hepatocytes Proc. Natl. Acad. Sci. U. S. A. 104, 12982-12987 (Pubitemid 351737577)
14. Oishi, M., Nagasaki, Y., Itaka, K., Nishiyama, N., and Kataoka, K. (2005) Lactosylated poly(ethylene glycol)-siRNA conjugate through acid-labile beta-thiopropionate linkage to construct pH-sensitive polyion complex micelles achieving enhanced gene silencing in hepatoma cells J. Am. Chem. Soc. 127, 1624-1625 (Pubitemid 40229133)
15. Jeong, J. H., Mok, H., Oh, Y. K., and Park, T. G. (2008) siRNA conjugate delivery systems Bioconjugate Chem 20, 5-14
16. Jung, J., Solanki, A., Memoli, K. A., Kamei, K., Kim, H., Drahl, M. A., Williams, L. J., Tseng, H. R., and Lee, K. B. (2009) Selective inhibition of human brain tumor cells through multifunctional quantum-dot-based siRNA delivery Angew. Chem., Int. Ed. 48, 1-6
17. Takemoto, H., Ishii, A., Miyata, K., Nakanishi, M., Oba, M., Ishii, T., Yamasaki, Y., Nishiyama, N., and Kataoka, K. (2010) Polyion complex stability and gene silencing efficiency with a siRNA-grafted polymer delivery system Biomaterials 31, 8097-8105
18. Elbashir, S. M., Harborth, J., Lendeckel, W., Yalcin, A., Weber, K., and Tuschl, T. (2001) Duplexes of 21-nucleotide RNAs mediate RNA interference in cultured mammalian cells Nature 411, 494-498 (Pubitemid 32494397)
19. Worster, M. G. and Wettlaufer, J. S. (1997) Natural convection, solute trapping, and channel formation during solidification of saltwater J. Phys. Chem. B 101, 6132-6136
20. Izutsu, K. and Kojima, S. (2000) Freeze-concentration separates proteins and polymer excipients into different amorphous phases Pharm. Res. 17, 1316-1322
21. Wettlaufer, J. S. (1999) Impurity effects in the premelting of ice Phys. Rev. Lett. 82, 2516-2519 (Pubitemid 129689145)