Abstract
Extraction experiments in the two-phase water-nitrobenzene system and γ-activity measurements were used to determine the stability constant of the enniatin B–K+ complex dissolved in nitrobenzene saturated with water as 105.5±0.2. Quantum mechanical calculations were applied to predict the most probable structure of this cationic complex species.
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Gaumann E, Roth S, Ettlinger L, Plattner PA, Nager U (1947) Experientia 3:202
Grove J, Pople M (1980) Mycopathologia 70:103
Gupta S, Krasnoff SB, Underwood NL, Renwick JAA, Roberts DW (1991) Mycopathologia 115:185
Ganassi S, Moretti A, Pagliai AMB, Logrieco A, Sabatini MA (2002) J Invertebr Pathol 80:90
Ovchinnikov YA, Ivanov VT, Evstratov AV, Mikhaleva II, Bystrov VF, Portnova SL, Balashova TA, Meshcheryakova EN, Tulchinsky VM (1974) Int J Pept Protein Res 6:465
Lifson S, Felder CE, Shanzer A (1984) J Biomol Struct Dyn 2:641
Doebler JA (2000) Toxicol Lett 114:27
Ivanov VT, Kogan GA, Tulchinsky VM, Miroshnikov AV, Mikhaleva II, Evstratov AV, Zenkin AA, Kostetsky PV, Ovchinnikov YA, Lokshin BV (1973) FEBS Lett 30:199
Dornetshuber R, Heffeter P, Kamyar MR, Peterbauer T, Berger W, Lemmes-Gruber R (2007) Chem Res Toxicol 20:465
Hiraga K, Yamamoto S, Fukuda H, Hamanaka N, Kohei O (2005) Biochem Biophys Res Commun 328:1119
Wätjen W, Debbab A, Hohlfeld A, Chovolou Y, Kampkötter A, Edrada RA, Ebel R, Hakiki A, Mosaddak M, Totzke F, Kubbutat MHG, Proksch P (2009) Mol Nutr Food Res 53:431
Makrlík E, Vaňura P (1985) Talanta 32:423
Makrlík E, Vaňura P, Selucký P (2009) J Solut Chem 38:1129
Makrlík E, Vaňura P, Selucký P (2010) J Solut Chem 39:692
Makrlík E, Čajan M, Budka J, Vaňura P (2011) Monatsh Chem 142:5
Makrlík E, Toman P, Vaňura P, Rathore R (2012) J Mol Struct 1014:7
Makrlík E, Vaňura P, Sedláková Z (2010) J Radioanal Nucl Chem 283:157
Makrlík E, Spíchal Z, Vaňura P, Selucký P (2013) J Radioanal Nucl Chem 295:2135
Romanovskiy VN, Smirnov IV, Babain VA, Todd TA, Herbst RS, Law JD, Brewer KN (2001) Solvent Extr Ion Exch 19:1
Law JD, Herbst RS, Todd TA, Romanovskiy VN, Babain VA, Esimantovskiy VM, Smirnov IV, Zaitsev BN (2001) Solvent Extr Ion Exch 19:23
Herbst RS, Peterman DR, Tillotson RD, Delmau LH (2008) Solvent Extr Ion Exch 26:163
Hawthorne MF, Young DC, Andrews TD, Howe DV, Pilling RL, Pitts AD, Reintjes M, Warren LF, Wegner PA (1968) J Am Chem Soc 90:879
Makrlík E, Hálová J, Kyrš M (1984) Collect Czech Chem Commun 49:39
Makrlík E, Vaňura P (1996) J Radioanal Nucl Chem 214:339
Makrlík E, Vaňura P, Daňková M (1999) J Radioanal Nucl Chem 240:251
Makrlík E, Vaňura P (2006) Monatsh Chem 137:157
Rais J (1971) Collect Czech Chem Commun 36:3253
Makrlík E, Böhm S, Vaňura P, Raich I (2014) J Mol Struct 1076:564
Makrlík E, Selucký P, Vaňura P, Toman P (2012) J Incl Phenom Macrocycl Chem 73:329
Lee C, Yang W, Parr RG (1988) Phys Rev B 37:785
Becke AD (1993) J Chem Phys 98:5648
Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M, Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery JA Jr, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN, Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar SS, Tomasi J, Cossi M, Rega N, Millam JM, Klene M, Knox JE, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Martin RL, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg JJ, Dapprich S, Daniels AD, Farkas Ö, Foresman JB, Ortiz JV, Cioslowski J, Fox DJ (2009) Gaussian 09, Revision C.01. Gaussian Inc, Wallingford
Kříž J, Dybal J, Makrlík E, Budka J, Vaňura P (2009) J Phys Chem A 113:5896
Kříž J, Toman P, Makrlík E, Budka J, Shukla R, Rathore R (2010) J Phys Chem A 114:5327
Kříž J, Dybal J, Makrlík E, Vaňura P, Moyer BA (2011) J Phys Chem B 115:7578
Makrlík E, Toman P, Vaňura P (2012) Monatsh Chem 143:199
Makrlík E, Toman P, Vaňura P (2013) Monatsh Chem 144:919
Makrlík E, Toman P, Vaňura P (2014) Monatsh Chem 145:551
Acknowledgments
This work was supported by the Grant Agency of Faculty of Environmental Sciences, Czech University of Life Sciences, Prague, Project No.: 42900/1312/3114 entitled “Environmental Aspects of Sustainable Development of Society”, and by the Czech Ministry of Education, Youth, and Sports (Project MSMT No.: 20/2015).
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Makrlík, E., Böhm, S. & Vaňura, P. Complexation of the potassium cation with enniatin B: an experimental and theoretical study. Monatsh Chem 147, 1687–1692 (2016). https://doi.org/10.1007/s00706-016-1792-9
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DOI: https://doi.org/10.1007/s00706-016-1792-9