Mimicking of cyproconazole behavior in the presence of Cu and Zn

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F17%3A00481808" target="_blank" >RIV/61388963:_____/17:00481808 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/60460709:41210/17:75452 RIV/00216208:11510/17:10373592

Výsledek na webu

<a href="http://dx.doi.org/10.1002/rcm.7988" target="_blank" >http://dx.doi.org/10.1002/rcm.7988</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/rcm.7988" target="_blank" >10.1002/rcm.7988</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Mimicking of cyproconazole behavior in the presence of Cu and Zn

Popis výsledku v původním jazyce

The frequently used pesticide cyproconazole (Cyp) interacts with the essential elements commonly present in soil which play important roles in various enzymatic processes. These interactions predetermine the Cyp degradation pathways. We suggest a simple experimental and theoretical approach for the prediction of pesticide behavior. Cu/Cyp complexes are explored because of the typical Cu(II) reduction in complexes. Its level and the stability of the Cu-ligand bond depend on the type and the number of the surrounding ligands. Zn/Cyp complexes were compared as it is not expected that Zn(II) will reduce. The complexations were studied by means of electrospray ionization ion trap mass spectrometry and MS/MS collision-induced dissociations with comparative and explicative density functional theory calculations. The Cyp ligand allows both Cu(II) reduction as well as, in specific cases, it protects the higher Cu oxidation state. The reduction is observed in the complexes with solely neutral Cyp where the number of ligands is below 3, a higher number protects the Cu(II) state. The metal atom binds to Cyp via N2 of the triazole ring as well as via -electrons of the benzene ring, additional stabilization brings an interaction with the deprotonated OH group. The character of Cyp interactions with doubly charged metals (Cu(II), Zn(II)) clarified the creation of Cyp metabolites. The phenyl and triazole rings are bound to the metal cation and enable access for the isopropyl ring to be cleaved leaving the common metabolite (CAS Number: 58905-19-4).

Název v anglickém jazyce

Mimicking of cyproconazole behavior in the presence of Cu and Zn

Popis výsledku anglicky

The frequently used pesticide cyproconazole (Cyp) interacts with the essential elements commonly present in soil which play important roles in various enzymatic processes. These interactions predetermine the Cyp degradation pathways. We suggest a simple experimental and theoretical approach for the prediction of pesticide behavior. Cu/Cyp complexes are explored because of the typical Cu(II) reduction in complexes. Its level and the stability of the Cu-ligand bond depend on the type and the number of the surrounding ligands. Zn/Cyp complexes were compared as it is not expected that Zn(II) will reduce. The complexations were studied by means of electrospray ionization ion trap mass spectrometry and MS/MS collision-induced dissociations with comparative and explicative density functional theory calculations. The Cyp ligand allows both Cu(II) reduction as well as, in specific cases, it protects the higher Cu oxidation state. The reduction is observed in the complexes with solely neutral Cyp where the number of ligands is below 3, a higher number protects the Cu(II) state. The metal atom binds to Cyp via N2 of the triazole ring as well as via -electrons of the benzene ring, additional stabilization brings an interaction with the deprotonated OH group. The character of Cyp interactions with doubly charged metals (Cu(II), Zn(II)) clarified the creation of Cyp metabolites. The phenyl and triazole rings are bound to the metal cation and enable access for the isopropyl ring to be cleaved leaving the common metabolite (CAS Number: 58905-19-4).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

<a href="/cs/project/GP13-21409P" target="_blank" >GP13-21409P: Interakce kovů a živin s významnými pesticidy v půdě a na biomembránách</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2017

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Rapid Communications in Mass Spectrometry

ISSN

0951-4198

e-ISSN

—

Svazek periodika

31

Číslo periodika v rámci svazku

23

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

8

Strana od-do

2043-2050

Kód UT WoS článku

000414600200011

EID výsledku v databázi Scopus

2-s2.0-85032910844