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http://dx.doi.org/10.5012/bkcs.2011.32.8.2906

Spontaneous Nanoparticle Formation From a Fluorescent Nucleoside Analogue  

Bang, Eun-Kyoung (Department of Chemistry, Division of IBB, Pohang University of Science and Technology)
Moon, Do-Hyun (Beamline Division, Pohang Accelerator Laboratory, Pohang University of Science and Technology)
Kim, Byeang-Hyean (Department of Chemistry, Division of IBB, Pohang University of Science and Technology)
Publication Information
Bulletin of the Korean Chemical Society / v.32, no.spc8, 2011 , pp. 2906-2910 More about this Journal
Abstract
A fluorescent nucleoside analogue, $^AC$, featuring two non-complementary nucleobases linked through an ethynyl group, was synthesized. The extended ${\pi}$-conjugation imparts $^AC$ with red-shifted absorbance (relative to adenine and cytosine) and pale-blue fluorescence. It spontaneously forms nanoparticles, which exhibit considerably enhanced fluorescence, without the help of any additional stabilizing agent. The DMSO/water ratio was an important factor influencing the construction of the NPs. X-ray crystallography confirmed the structure of $^AC$; dynamic light scattering and scanning electron microscopy confirmed the existence of the nanoparticles.
Keywords
Nucleosides; Hydrogen bonding; Self-assemblies; Nanoparticles;
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1 An, B.-K.; Kwon, S.-K.; Park, S. Y. Angew. Chem. Int. Ed. 2007, 46, 1978.   DOI   ScienceOn
2 Kanaparthi, R. K.; Sarkar, M.; Samanta, A. J. Phys. Chem. B 2009, 113, 15189.   DOI   ScienceOn
3 Lin, H.-H.; Su, S.-Y.; Chang, C.-C. Org. Biomol. Chem. 2009, 7, 2036.   DOI   ScienceOn
4 Li, H.; Yan, H. J. Phys. Chem. 2009, 113, 7526.
5 Sun, Y.-Y.; Liao, J.-H.; Fang, J.-M.; Chou, P.-T.; Shen, C.-H.; Hsu, C.-W.; Chen, L.-C. Org. Lett. 2006, 8, 3713.   DOI   ScienceOn
6 Kim, H.-J.; Lee, J.; Kim, T.-H.; Lee, T. S.; Kim, J. Adv. Mater. 2008, 20, 1117.   DOI   ScienceOn
7 Palayangoda, S. S.; Cai, X.; Adhikari, R. M.; Neckers, D. C. Org. Lett. 2008, 10, 281.   DOI   ScienceOn
8 Jin, T.; Qiao, Y.; Li, M.; Ai, P.; Hou, X. Colloid Surface B 2005, 42, 45.   DOI   ScienceOn
9 Couvreur, P.; Reddy, L. H.; Mangenot, S.; Poupaert, J. H.; Desmaële, D.; Lepetre-Mouelhi, S.; Pili, B.; Bourgaux, C.; Amenitsch, H.; Ollivon, M. Small 2008, 4, 247.   DOI   ScienceOn
10 Bekkara- Aounallah, F.; Gref, R.; Othman, M.; Reddy, L. H.; Pili, B.; Allain, V.; Bourgaux, C.; Hillaireau, H.; Lepetre-Mouelhi, S.; Desmaele, D.; Nicolas, J.; Chafi, N.; Couvreur, P. Adv. Funct. Mater. 2008, 18, 3715.   DOI   ScienceOn
11 Bildstein, L.; Hillaireau, H.; Desmaële, D.; Lepetre-Mouelhi, S. S.; Dubernet, C.; Couvreur, P. Int. J. Pharm. 2009, 381, 140.   DOI   ScienceOn
12 Matejicek , P.; Cigler, P.; Olejniczak, A. B.; Andrysiak, A.; Wojtzak, B.; Prochazka, K.; Lensnikowski, Z. J. Langmuir 2008, 24, 2625.   DOI   ScienceOn
13 Gonzalez-Rodriguez, D.; Janssen, P. G. A.; Martin-Rapun, R.; De Cat, I.; De Feyter, S.; Schenning, T. P. H. J.; Meijer, E. W. J. Am. Chem. Soc. 2010, 132, 4710.   DOI   ScienceOn
14 Kasai, H.; Nalwa, H. S.; Oikawa, H.; Okada, S.; Matsuda, H.; Minami, N.; Kakuta, A.; Ono, K.; Mukoh, A.; Nakanishi, H. Jpn. J. Appl. Phys. 1992, 31, L1132.   DOI
15 Eaton, D. F. Pure Appl. Chem. 1988, 60, 110.
16 Horn, D.; Rieger, J. Angew. Chem. Int. Ed. 2001, 40, 4330.   DOI   ScienceOn
17 Kasai, H.; Kamatani, H.; Okada, S.; Oikawa, H.; Matsuda, H.; Nakanishi, H. Jpn. J. Appl. Phys. 1996, 34, L112.
18 Fu, H.-B.; Yao, J.-N. J. Am. Chem. Soc. 2001, 123, 1434.   DOI   ScienceOn
19 Sun, F.; Zhang, F.; Zhao, F.; Zhou, X.; Pu, S. Chem. Phys. Lett., 2003, 380, 206.   DOI   ScienceOn
20 An, B.-K.; Kwon, S.-K.; Jung, S.-D.; Park, S. Y. J. Am. Chem. Soc. 2002, 124, 14410.   DOI   ScienceOn
21 Lim, S.-J.; An, B.-K.; Jung, S. D.; Chung, M.-A.; Park, S. Y. Angew. Chem. Int. Ed. 2004, 43, 6346.   DOI   ScienceOn