PMID- 25727266
OWN - NLM
STAT- MEDLINE
DCOM- 20160226
LR  - 20240519
IS  - 1872-7786 (Electronic)
IS  - 0009-2797 (Print)
IS  - 0009-2797 (Linking)
VI  - 241
DP  - 2015 Nov 5
TI  - High throughput HPLC-ESI(-)-MS/MS methodology for mercapturic acid metabolites of 
      1,3-butadiene: Biomarkers of exposure and bioactivation.
PG  - 23-31
LID - S0009-2797(15)00071-X [pii]
LID - 10.1016/j.cbi.2015.02.009 [doi]
AB  - 1,3-Butadiene (BD) is an important industrial and environmental carcinogen 
      present in cigarette smoke, automobile exhaust, and urban air. The major urinary 
      metabolites of BD in humans are 
      2-(N-acetyl-L-cystein-S-yl)-1-hydroxybut-3-ene/1-(N-acetyl-L-cystein-S-yl)-2-hydroxybut-3-ene 
      (MHBMA), 4-(N-acetyl-L-cystein-S-yl)-1,2-dihydroxybutane (DHBMA), and 
      4-(N-acetyl-L-cystein-S-yl)-1,2,3-trihydroxybutyl mercapturic acid (THBMA), which 
      are formed from the electrophilic metabolites of BD, 3,4-epoxy-1-butene (EB), 
      hydroxymethyl vinyl ketone (HMVK), and 3,4-epoxy-1,2-diol (EBD), respectively. In 
      the present work, a sensitive high-throughput HPLC-ESI(-)-MS/MS method was 
      developed for simultaneous quantification of MHBMA and DHBMA in small volumes of 
      human urine (200 mul). The method employs a 96 well Oasis HLB SPE enrichment step, 
      followed by isotope dilution HPLC-ESI(-)-MS/MS analysis on a triple quadrupole 
      mass spectrometer. The validated method was used to quantify MHBMA and DHBMA in 
      urine of workers from a BD monomer and styrene-butadiene rubber production 
      facility (40 controls and 32 occupationally exposed to BD). Urinary THBMA 
      concentrations were also determined in the same samples. The concentrations of 
      all three BD-mercapturic acids and the metabolic ratio 
      (MHBMA/(MHBMA+DHBMA+THBMA)) were significantly higher in the occupationally 
      exposed group as compared to controls and correlated with BD exposure, with each 
      other, and with BD-hemoglobin biomarkers. This improved high throughput 
      methodology for MHBMA and DHBMA will be useful for future epidemiological studies 
      in smokers and occupationally exposed workers.
CI  - Copyright (c) 2015 Elsevier Ireland Ltd. All rights reserved.
FAU - Kotapati, Srikanth
AU  - Kotapati S
AD  - Department of Medicinal Chemistry, University of Minnesota, Minneapolis, MN 
      55455, USA; Masonic Cancer Center, University of Minnesota, Minneapolis, MN 
      55455, USA.
FAU - Esades, Amanda
AU  - Esades A
AD  - Masonic Cancer Center, University of Minnesota, Minneapolis, MN 55455, USA; 
      Department of Chemistry, University of Minnesota, Minneapolis, MN 55455, USA.
FAU - Matter, Brock
AU  - Matter B
AD  - Masonic Cancer Center, University of Minnesota, Minneapolis, MN 55455, USA.
FAU - Le, Chap
AU  - Le C
AD  - Department of Biostatistics, University of Minnesota, Minneapolis, MN 55455, USA.
FAU - Tretyakova, Natalia
AU  - Tretyakova N
AD  - Department of Medicinal Chemistry, University of Minnesota, Minneapolis, MN 
      55455, USA; Masonic Cancer Center, University of Minnesota, Minneapolis, MN 
      55455, USA. Electronic address: trety001@umn.edu.
LA  - eng
GR  - P01 CA138338/CA/NCI NIH HHS/United States
GR  - P30 CA077598/CA/NCI NIH HHS/United States
GR  - CA-138338/CA/NCI NIH HHS/United States
PT  - Journal Article
PT  - Research Support, N.I.H., Extramural
PT  - Research Support, Non-U.S. Gov't
DEP - 20150226
PL  - Ireland
TA  - Chem Biol Interact
JT  - Chemico-biological interactions
JID - 0227276
RN  - 0 (Biomarkers)
RN  - 0 (Butadienes)
RN  - 0 (Butanones)
RN  - 0 (Carcinogens)
RN  - 0 (Elastomers)
RN  - 0 (Epoxy Compounds)
RN  - 0 (Styrenes)
RN  - 0 (hydroxymethylvinyl ketone)
RN  - 478ERR5NKR (3,4-epoxy-1-butene)
RN  - 61789-96-6 (styrene-butadiene rubber)
RN  - JSD5FGP5VD (1,3-butadiene)
RN  - WYQ7N0BPYC (Acetylcysteine)
SB  - IM
MH  - Acetylcysteine/*chemistry
MH  - Biomarkers/*chemistry/*urine
MH  - Butadienes/*chemistry/toxicity/*urine
MH  - Butanones/chemistry/urine
MH  - Carcinogens/chemistry
MH  - Chromatography, High Pressure Liquid/methods
MH  - Elastomers/toxicity
MH  - Epoxy Compounds/chemistry/urine
MH  - Humans
MH  - Occupational Exposure/*analysis
MH  - Styrenes/toxicity
MH  - Tandem Mass Spectrometry/methods
MH  - Urine/chemistry
PMC - PMC4550585
MID - NIHMS677637
OTO - NOTNLM
OT  - 1,3-Butadiene
OT  - Metabolism
OT  - Occupational exposure
OT  - Quantitative analysis
OT  - Urinary metabolites
EDAT- 2015/03/03 06:00
MHDA- 2016/02/27 06:00
PMCR- 2016/11/05
CRDT- 2015/03/03 06:00
PHST- 2015/03/03 06:00 [entrez]
PHST- 2015/03/03 06:00 [pubmed]
PHST- 2016/02/27 06:00 [medline]
PHST- 2016/11/05 00:00 [pmc-release]
AID - S0009-2797(15)00071-X [pii]
AID - 10.1016/j.cbi.2015.02.009 [doi]
PST - ppublish
SO  - Chem Biol Interact. 2015 Nov 5;241:23-31. doi: 10.1016/j.cbi.2015.02.009. Epub 
      2015 Feb 26.