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001-es BibID:BIBFORM104671
035-os BibID:(WOS)000849833500001 (Scopus)85138012200
Első szerző:Angeli, Cserne
Cím:Preparation of 3-O-, 5-O- and N-Palmitoyl Derivatives of Fumonisin B1 Toxin and their Characterisation with NMR and HPLC-HRMS Methods / Cserne Angeli, Tamás Milán Nagy, Levente Horváth, Mónika Varga, András Szekeres, Gábor K. Tóth, Tamás Janáky, János Szolomájer, Melinda Kovács, Katalin E. Kövér, Tibor Bartók
Dátum:2022
ISSN:1944-0049 1944-0057
Megjegyzések:We have previously published six esterified O-acyl (EFB1) and three N-acyl fumonisin B-1 derivatives extracted from rice cultures inoculated with Fusarium verticillioides, amongst these the identification of N-palmitoyl-FB1 has been clearly established in a spiking experiment. At that time, it was assumed that as in the case of O-acyl-FB1 derivatives, linoleic-, oleic- or palmitic acid esterify through the OH group on the 3C or 5C atom of the carbon chain of the fumonisins. In our most recent experiments, we have synthetically acylated the FB1 toxin and subsequently purified 3-O-palmitoyl- and 5-O-palmitoyl-FB1 toxins in addition to the N-palmitoyl-FB1 toxin. They were identified and characterised using H-1 and C-13 NMR as well as LC-HRMS. Our aim was the identification of the previously detected O-acyl-FB1 derivatives over the course of a spiking experiment, which were obtained through the solid-phase fermentation of Fusarium verticillioides. By spiking the three synthesized and identified components one-by-one into the fungal culture extract and analysing these cultures using LC-MS, it was clearly demonstrated that the F. verticillioides strain produced both the 5-O-palmitoyl-FB1 and N-palmitoyl-FB1 toxins, but did not produce 3-O-palmitoyl-FB1. Thus, it is highly probable that the components thought to be 3-O-acyl-(linoleoyl-, oleoyl-, palmitoyl-) FB1 derivatives in our previous communication are presumably 10-O-acyl-FB1 derivatives. Since these acylated FB1 derivatives can occur naturally in e.g. maize, the use of these synthesized components as reference materials is of great importance in order to obtain accurate qualitative and quantitative data on the occurrence of acylated fumonisins in different matrices including maize based feed samples. The production of these substances has also made it possible to test their toxicity in cell culture and small animal experiments.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Fusarium
mycotoxin
fumonisin B1
acylated fumonisin
O-acyl-FB1
N-acyl-FB1
hidden fumonisin
Megjelenés:Food Additives and Contaminants Part A - Chemistry Analysis Control Exposure & Risk Assessment. - 39 : 10 (2022), p. 1759-1771. -
További szerzők:Nagy Tamás Milán (1993-) (vegyész, nmr) Horváth Levente Varga Mónika Szekeres András Tóth Gábor K. Janáky Tamás Szolomájer János Kovács Melinda Kövér Katalin, E. (1956-2023) (vegyész) Bartók Tibor
Pályázati támogatás:GINOP-2.3.2-15-2016-00046
GINOP
EFOP3.6.3-VEKOP-16-2017-00005
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