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Statements

Subject Item
n2:RIV%2F60461373%3A22310%2F11%3A43881495%21RIV12-MSM-22310___
rdf:type
skos:Concept n12:Vysledek
dcterms:description
Among numerous adducts formed by reaction of DNA with p-benzoquinone (p-BQ), an electrophilic metabolite of benzene, only N2-(4-hydroxyphenyl)guanine (N2HPG) has been confirmed in vivo. If excreted in urine N2HPG would be a candidate non-invasive biomarker of the DNA damage caused by benzene. To test this hypothesis, biotransformation of N2HPG was studied in rats. Unchanged N2HPG in urine amounted to 8.0 ? 2.2 % and 9.1 ? 1.7 % (mean SE) at the dose of 2 mg/kg excreted within 1 and 2 days after ip dosage, respectively. After acidic hydrolysis of the urine a slight but consistent increase in urinary N2HPG to 9.5 ? 3.2 % and 11 ? 2.6 % of dose was found within 1 and 2 days, respectively, indicating formation of hydrolysable conjugates. An oxidised metabolite was detected by LC-ESI-MS and identified by comparison with authentic standard as N2-(4-hydroxyphenyl)-8-oxoguanine (N2HPOG). Its excretion amounted to 2.7 ? 0.2 % of dose and increased to 12.0 ? 2.7 % of dose when N2HPOG was released from its conjugates by acidic hydrolysis. Glucuronides and sulphates of both N2HPG and N2HPOG were confirmed in urine by LC-ESI-MS and by enzymatic treatment with glucuronidase/sulphatase. These results indicate an extensive metabolism of N2HPG in vivo, which must be taken into account when considering N2HPG as a possible biomarker of exposure to benzene. Among numerous adducts formed by reaction of DNA with p-benzoquinone (p-BQ), an electrophilic metabolite of benzene, only N2-(4-hydroxyphenyl)guanine (N2HPG) has been confirmed in vivo. If excreted in urine N2HPG would be a candidate non-invasive biomarker of the DNA damage caused by benzene. To test this hypothesis, biotransformation of N2HPG was studied in rats. Unchanged N2HPG in urine amounted to 8.0 ? 2.2 % and 9.1 ? 1.7 % (mean SE) at the dose of 2 mg/kg excreted within 1 and 2 days after ip dosage, respectively. After acidic hydrolysis of the urine a slight but consistent increase in urinary N2HPG to 9.5 ? 3.2 % and 11 ? 2.6 % of dose was found within 1 and 2 days, respectively, indicating formation of hydrolysable conjugates. An oxidised metabolite was detected by LC-ESI-MS and identified by comparison with authentic standard as N2-(4-hydroxyphenyl)-8-oxoguanine (N2HPOG). Its excretion amounted to 2.7 ? 0.2 % of dose and increased to 12.0 ? 2.7 % of dose when N2HPOG was released from its conjugates by acidic hydrolysis. Glucuronides and sulphates of both N2HPG and N2HPOG were confirmed in urine by LC-ESI-MS and by enzymatic treatment with glucuronidase/sulphatase. These results indicate an extensive metabolism of N2HPG in vivo, which must be taken into account when considering N2HPG as a possible biomarker of exposure to benzene.
dcterms:title
Metabolism of N2-(4-Hydroxyphenyl)guanine, a DNA Adduct Formed from p-Benzoquinone, in Rat Metabolism of N2-(4-Hydroxyphenyl)guanine, a DNA Adduct Formed from p-Benzoquinone, in Rat
skos:prefLabel
Metabolism of N2-(4-Hydroxyphenyl)guanine, a DNA Adduct Formed from p-Benzoquinone, in Rat Metabolism of N2-(4-Hydroxyphenyl)guanine, a DNA Adduct Formed from p-Benzoquinone, in Rat
skos:notation
RIV/60461373:22310/11:43881495!RIV12-MSM-22310___
n12:predkladatel
n13:orjk%3A22310
n3:aktivita
n15:Z n15:P
n3:aktivity
P(2B08051), Z(MSM6046137301)
n3:cisloPeriodika
3
n3:dodaniDat
n6:2012
n3:domaciTvurceVysledku
n19:9575618
n3:druhVysledku
n20:J
n3:duvernostUdaju
n16:S
n3:entitaPredkladatele
n10:predkladatel
n3:idSjednocenehoVysledku
211688
n3:idVysledku
RIV/60461373:22310/11:43881495
n3:jazykVysledku
n8:eng
n3:klicovaSlova
molecular dosimetry; biotransformation; DNA adducts; p-benzoquinone; benzene
n3:klicoveSlovo
n4:DNA%20adducts n4:benzene n4:p-benzoquinone n4:molecular%20dosimetry n4:biotransformation
n3:kodStatuVydavatele
IE - Irsko
n3:kontrolniKodProRIV
[E737E6C63F13]
n3:nazevZdroje
Toxicology Letters
n3:obor
n9:CB
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
5
n3:projekt
n21:2B08051
n3:rokUplatneniVysledku
n6:2011
n3:svazekPeriodika
205
n3:tvurceVysledku
Králík, Antonín Frantík, Emil Linhart, Igor Mikeš, Petr Mráz, Jaroslav
n3:wos
000294578500007
n3:zamer
n18:MSM6046137301
s:issn
0378-4274
s:numberOfPages
6
n7:doi
10.1016/j.toxlet.2011.06.016
n5:organizacniJednotka
22310