Abstract
The peroxyoxalate chemiluminescent reaction of bis(4-nitrophenyl) oxalate or bis(pentachlorophenyl) oxalate with hydrogen peroxide in the presence of hematoporhyrin IX water-insoluble derivative in micelles or associates of Pluronics F68, L64, L61 and the alternating copolymer dimethyl siloxane-ethylene oxide is investigated. Pluronic L61, which forms large clusters in solution, has the greatest impact on the reaction quantum yield. The micelles influence on the efficiency of the reaction with bis(pentachlorophenyl) oxalate is stronger in comparison to that with bis(4-nitrophenyl) oxalate. The chemiluminescence quantum yield increases with the concentrations of fluorophore and hydrogen peroxide. If the polymer content is being varied, quantum yield passes through the maximum, which corresponds to the largest amount of particles containing both oxalate and porphyrin.
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B. Wasyliw, E. Stone, and J. G. Pucknat, US Patent No. 5284894 (1994).
Y. C. Chen, V. Dimonie, and M. S. El-Aasser, J. Appl. Polym. Sci. 45, 487 (1992).
E. V. Gulbekian, J. Polym. Sci., Part A-1: Polym. Chem. 6, 2265 (1968).
P. Khullar, A. Mahal, V. Singh, T. S. Banipal, G. Kaur, and M. S. Bakshi, Langmui 26 (13), 11363 (2010).
E. D. Maksimova, E. B. Faizuloev, V. A. Izumrudov, E. A. Litmanovich, and N. S. Melik-Nubarov, Polym. Sci., Ser. 54 (1), 69 (2012).
N. O. Kozlova, I. B. Bruskovskaya, N. S. MelikNubarov, A. A. Yaroslavov, and V. A. Kabanov, FEBS Lett. 461, 141 (1999).
M. M. Rauhut, B. G. Roberts, and A. M. Semsel, J. Am. Chem. Soc. 88 (15), 3604 (1966).
M. M. Rauhut, Acc. Chem. Res. 2, 80 (1969).
G. B. Schuster, Acc. Chem. Res. 12, 366 (1979).
G. B. Schuster and S. P. Schmidt, Adv. Phys. Org. Chem. 18, 187 (1982).
J. Lee and H. H. Seliger, Photochem. Photobiol. 4, 1015 (1965).
M. M. Rauhut, L. J. Bollyky, B. G. Roberts, M. Loy, R. H. Whitman, A. V. Iannotta, A. M. Semsel, and K. A. Clarke, J. Am. Chem. Soc. 89 (25), 6515 (1967).
S.-S. Tseng, A. G. Mohan, L. G. Haines, L. S. Vizcarra, M. M. Rauhut, J. Org. Chem. 44 (23), 4114 (1979).
F. McCapra, in Bioluminescence and Chemiluminescence, Part C, Ed. by M. M. Ziegler (Acad. Press, New York, 2000), Vol. 305, p. 3.
M. Korbelik, Photochem. Photobiol. Sci. 10, 664 (2011).
M. López-Lázaro, Mol. Med. 16 (3–4), 144 (2010).
D. Lee, S. Khaja, J. C. Velasquez-Castano, M. Dasari, C. Sun, J. Petros, W. R. Taylor, and N. Murthy, Nat. Mater. 6, 765 (2007).
M. Dasari, D. Lee, V. R. Erigala, and N. Murthy, J. Biomed. Mater. Res., Part A 89 (3), 561 (2009).
D. Lee, V. R. Erigala, M. Dasari, J. Yu, R. M. Dickson, and N. Murthy, Int. J. Nanomed 3 (4), 471 (2008).
Y. Lee, C. Lim, A. Singh, J. Koh, J. Kim, I. C. Kwon, and S. Kim, ACS Nano 6 (8), 6759.
M. J. Phillip and P. P. Maximuke, Oncolog 46 (4), 266 (1989).
R. Chen, L. Zhang, J. Gao, W. Wu, Y. Hu, and X. Jiang, J. Biomed. Biotechnol. 2011, 1 (2011).
R. Laptev, M. Nisnevitch, G. Siboni, Z. Malik, and M. A. Firer, Br. J. Cancer 95, 189 (2006).
S. Carpenter, M. J. Fehr, G. A. Kraus, and J. W. Petrich, Proc. Natl. Acad. Sci. U. S. A. 91, 12273 (1994).
S. Saito, Colloids Surf. 19, 351 (1986).
I. R. Schmolka, J. Am. Oil Chem. Soc. 54, 110 (1977).
K. Mortensen and J. S. Pedersen, Macromolecules 26, 805 (1993).
P. Alexandridis, T. Nivaggioli, and T. A. Hatton, Langmuir 11, 1468 (1995).
R. Nagarajan, Colloids Surf., B 16, 55 (1999).
J. R. Lopes and W. Loh, Langmuir 14, 750 (1998).
S. M. Moghimi and A. C. Hunter, Trends Biotechnol 18 (10), 412 (2000).
P. H. Elworthy and J. F. Ireon, in Nonionic Surfactants, Ed. by M. J. Shick (Marcel Dekker, New York, 1971), p. 9317.
GOST (State Standard) 14870–77, 2008. (ASTM E20308; E1064-12).
H. Neuvonen, J. Chem. Soc., Perkin Trans. 1 2, 945 (1995).
J. Lee and H. H. Seliger, Photochem. Photobiol. 15, 227 (1972).
H. H. Seliger, Liquid Scintillation Counting Recent Applications and Development (Acad. Press, New York, 1980).
C. V. Stevani, S. M. Silva, and W. J. Baader, Eur. J. Org. Chem. 24, 4037 (2000).
V. S. Bugrin, M. Yu. Kozlov, I. I. Baskin, and N. S. Melik-Nubarov, Polym. Sci., Ser. 49 (4), 463 (2007).
M. Y. Kozlov, N. S. Melik-Nubarov, E. V. Batrakova, and A. V. Kabanov, Macromolecules 33, 3305 (2000).
M. H. Abraham, A. Ibrahim, A. M. Zissimos, Y. H. Zhao, J. Comer, and D. P. Reynolds, Drug Discovery Toda 7 (20), 1056 (2002).
J. Drahonovsky and Z. Vacek, Collect. Czech. Chem. Commun 36 (10), 3431 (1971).
L. F. M. L. Ciscato, F. H. Bartoloni, E. L. Bastos, and W. J. Baader, J. Org. Chem. 74, 8974 (2009).
O. Budkina, T. V. Demina, T. Y. Dorodnykh, N. S. Melik-Nubarov, and I. D. Grozdova, Polym. Sci., Ser. 54 (9), 707 (2012).
E. V. Nam, A. E. Zhirnov, E. A. Litmanovich, N. S. Melik-Nubarov, and I. D. Grozdova, Polym. Sci., Ser. 52 (9), 907 (2010).
L. Yang, P. Alexandridis, D. C. Steytler, M. J. Kositza, and J. F. Holzwarth, Langmui 16 (23), 8555 (2000).
Z. Zhou and B. Chu, Macromolecule 21 (8), 2548 (1988).
Z. Zhou and B. Chu, J. Colloid Interface Sci. 126 (1), 171 (1988).
D. N. Pavlov, T. Yu. Dorodnykh, O. V. Zaborova, and N. S. Melik-Nubarov, Polym. Sci., Ser. 51 (3), 295 (2009).
P. Alexandridis and T. A. Hatton, Colloids Surf., A 96, 1 (1995).
P. N. Hurter, J. M. H. M. Scheutjens, and T. A. Hatton, Macromolecules 26, 5592 (1993).
P. N. Hurter, J. M. H. M. Scheutjens, and T. A. Hatton, Macromolecules 26, 5030 (1993).
B. Kanner, W. G. Reid, and I. H. Petersen, Ind. Eng. Chem. Prod. Res. Dev. 6, 88 (1967).
M. Srividhya, K. Chandrasekar, G. Baskar, and B. S. R. Reddy, Polymer 48, 1261 (2007).
G. Kickelbick, J. Bauer, N. Husing, M. Andersson, and K. Holmberg, Colloids Surf., A 254, 37 (2005).
O. M. Steijger, H. M. van Mastbergen, and J. J. M. Holthuis, Anal. Chim. Acta 217, 229 (1989).
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Original Russian Text © A.V. Romanyuk, N.S. Melik-Nubarov, 2015, published in Russian in Vysokomolekulyarnye Soedineniya, Ser. B, 2015, Vol. 57, No. 4, pp. 301–312.
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Romanyuk, A.V., Melik-Nubarov, N.S. Micelles of amphiphilic copolymers as a medium for peroxyoxalate chemiluminescent reaction in water environment. Polym. Sci. Ser. B 57, 360–369 (2015). https://doi.org/10.1134/S1560090415040089
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DOI: https://doi.org/10.1134/S1560090415040089