Кинетика лужного гідролізу дилаурилфлуоресцеїну в водно-етанольній суміші та міцелярному розчині цетилтриметиламоній броміду
Анотація
Спектрофотометричним методом визначені константи швидкості двох послідовних реакцій гідролізу дилаурилфлуоресцеїну в суміші вода – етанол (50% мас.) та міцелярному розчині цетилтриметиламоній броміду (ЦТАБ). В обох системах швидкість гідролізу другої естерної групи перевищує швидкість гідролізу першої приблизно у 4 рази, що можна пояснити значною стабілізацією лактонної нейтральної форми індикатора в малополярних середовищах.
Завантаження
Посилання
Li X., Higashikubo R., Taylor J.-S. Use of мultiple сarboxylates to increase intracellular reten-tion of fluorescent probes following release from cell penetrating fluorogenic conjugates // Bioconjug. Chem. – 2008. – Vol. 19. – № 1. – P. 50–56.
Swisher R., Carroll G.C. Fluorescein diacetate as an estimator of microbial biomass on conif-erous needle surfaces // Microb. Ecol. – 1980. – Vol. 6. – № 3. – P. 217–226.
Sontag W. Changes of fluoresceindiacetat hydrolysis and transport in mammalian cells after ultra-violet and gamma irradiation // Radiat. Environ. Biophys. – 1977. – Vol. 14. – № 1. – P. 13–20.
Maljovany S.V., Vodolazkaya N.A., Mchedlov-Petrossyan N.O., Orlov V.D. Stabilizaciya ho-linesterazy' v micellyarnoy srede cvitterionnogo poverhnostno-aktivnogo vesch'estva // Dop. NAN Ukrainy. – 2003. – № 1. – P. 145–148 [in Russian].
Maljovany S.V., Vodolazkaya N.A., Mchedlov-Petrossyan N.O., Orlov V.D. Diacetilfluo-rescein kak fluorogenny'y substrat holinesterazy' // Visn. Hark. nac. univ., № 495, Ser. Him., issue 6(29), P. 34–39 [in Russian].
Taylor J.P., Wilson B., Mills M.S., Burns R.G. Comparison of microbial numbers and enzy-matic activities in surface soils and subsoils using various techniques // Soil Biol. Biochem. – 2002. – Vol. 34. – № 3. – P. 387–401.
Green V.S., Stott D.E., Diack M. Assay for fluorescein diacetate hydrolytic activity: Optimi-zation for soil samples // Soil Biol. Biochem. – 2006. – Vol. 38. – № 4. – P. 693–701.
Battin T.J. Assessment of fluorescein diacetate hydrolysis as a measure of total esterase activ-ity in natural stream sediment biofilms // Sci. Total Environ. – 1997. – Vol. 198. –№ 1. – P. 51–60.
Adam G., Duncan H. Development of a sensitive and rapid method for the measurement of total microbial activity using fuorescein diacetate (FDA) in a range of soils // Soil Biol. Bio-chem. – 2001. – Vol. 33. – № 7-8. – P. 943–951.
Blaskó A., Taylor J.P., Wilson B., Mills M.S. Burns R.G. Micellar rate effects on reactions of hydroxide ion with phosphate and thiophosphinate esters // J. Phys. Org. Chem. – 1991. –Vol. 4. – № 10. –P. 618–628.
Bunton C.A. Micellar rate effects: assumptions and approximations // Arkivoc. – 2011 (vii). – P. 490–504.
Mchedlov-Petrossyan N.O. Protolytic equilibrium in lyophilic nanosized dispersions: Differ-entiating influence of the pseudophase and salt effects // Pure Appl. Chem. – 2008. – Vol. 80. – № 7. – P. 1459–1510.
Bunton C.A., Nome F., Quina F.H. Romsted L.S. Ion binding and reactivity at charged aque-ous interfaces // Acc. Chem. Res. – 1991. – Vol. 24. – № 12. – P. 357–364.
Schnürer J., Rosswall T. Fluorescein Diacetate Hydrolysis as a measure of total microbial ac-tivity in soil and litter // Appl. Environ. Microbiol. – 1982. – Vol. 43. – № 6. – P. 1256–1261.
Breeuwer P., Drocourt J.-L., Bunschoten N., Zwietering M.H., Rombouts F.M., Abee T. Characterization of uptake and hydrolysis of fluorescein diacetate and carboxyfluorescein di-acetate by intracellular esterases in Saccharomyces cerevisiae, which result in accumulation of fluorescent product. // Appl. Environ. Microbiol. – 1995. – Vol. 61. – № 4. – P. 1614–1619.
Vitecek J., Petrlova J., Adam V. Havel L., Kramer K.J., Babula P., Kizek R.A. A fluorimetric sensor for detection of one living cell // Sensors. – 2007. – Vol. 7. – № 3. – P. 222–238.
Ge F.-Y., Chen L.-G., Zhou X.-L., Pan H.-Y., Yan F.-Y. Bai G.-Y. Yan X.-L. Synthesis and study on hydrolytic properties of fluorescein esters // Dyes and Pigments – 2007. – Vol. 72. – № 3. – P. 322–326.
Eshghi H., Mirzaie N., Asoodeh A. Synthesis of fluorescein aromatic esters in the presence of P2O5/SiO2 as catalyst and their hydrolysis studies in the presence of lipase // Dyes and Pig-ments – 2011. – Vol. 89, – № 2. – P. 120–126.
Rotman B., Papermaster B.W. Membrane properties of living mammalian cells as studied by enzymatic hydrolysis of fluorogenic esters // Proc. Natl. Acad. Sci. – 1966. – Vol. 55, – № 1. – P. 134–141.
Sontag W. A Comparative kinetic study on the conversion of fluoresceindiacetate to fluo-rescein in living cells and in vitro // Radiat. Environ. Biophys. – 1977. – Vol. 14. – № 1. – P. 1–12.
Anzo K., Harada M., Okada T. Enhanced kinetics of pseudo first-order hydrolysis in liquid phase coexistent with ice // J. Phys. Chem. A. – 2013. – Vol. 117. – № 41. – P. 10619–10625.
Hofmann J., Sernetz M. A Kinetic study on the enzymatic hydrolysis of fluoresceindiacetate and fluorescein-di-β-D-galactopyranoside // Anal. Biochem. – 1983. – Vol. 131. – № 1. – P. 180–186.
Emanuel N. M., Knorre D. G. Kurs himicheskoy kinetiki. – Moskow: Vy'sshaya shkola, 1984. – P. 251 – 254 [in Russian].
Niwayama S. Highly efficient selective monohydrolysis of symmetric diesters // J. Org. Chem. – 2000. – Vol. 65. – № 18. – P. 5834–5836.
Niwayama S., Wang H., Hiraga Y., Clayton J.C. Influence of co-solvents in the highly effi-cient selective monohydrolysis of a symmetric diester // Tetrahedron Lett. – 2007. – Vol. 48. – № 48. – P. 8508–8510.
Bahram M. Mean centering of ratio spectra as a new method for determination of rate con-stants of consecutive reactions. // Anal. Chim. Acta. – 2007. – Vol. 603. – № 1. – P. 13–19.
Tjahjono M., Huiheng Ch., Widjaja E., Sa-ei K., Garland M. Combined on-line transmission FTIR measurements and BTEM analysis for the kinetic study of a consecutive reaction in aqueous-organic phase medium // Talanta. – 2009. – Vol. 79. – № 3. – P. 856–862.
Mchedlov-Petrossyan N.O., Mayorga R.S. Extraordinary character of the solvent influence on protolytic equilibria: inversion of the fluorescein ionization constants in H2O-DMSO mixtures // J. Chem. Soc., Faraday Trans. – 1992. – Vol. 88. – № 20. – P. 3025–3032.
