PMID- 2768393
OWN - NLM
STAT- MEDLINE
DCOM- 19890925
LR  - 20190629
VI  - 474
IP  - 1
DP  - 1989 Jul 14
TI  - Use of thermospray liquid chromatography-mass spectrometry for characterization 
      of reactive metabolites of 3'-hydroxyacetanilide, a non-hepatotoxic regioisomer 
      of acetaminophen.
PG  - 209-22
AB  - 3'-Hydroxyacetanilide (AMAP) is a non-hepatotoxic regioisomer of acetaminophen 
      that nonetheless does form reactive metabolites that are trapped as glutathione 
      thioether adducts. These reactive intermediates are, 4-acetamido-o-benzoquinone, 
      2-acetamido-p-benzoquinone and N-acetyl-3-methoxy-p-benzoquinone. Thermospray 
      liquid chromatography mass spectrometry (TSP LC-MS) was used to characterize 
      products of reactions of these reactive compounds with cysteine or 
      N-acetyl-cysteine. The TSP spectra of the mono- and bis-thioether adducts showed 
      protonated molecular ions and characteristic fragmentation patterns. The 
      chromatographic resolution together with the MS selectivity allowed for 
      unequivocal identification of these conjugates in the urine of mice treated with 
      AMAP.
FAU - Rashed, M S
AU  - Rashed MS
AD  - Department of Medicinal Chemistry, University of Washington, Seattle 98195.
FAU - Nelson, S D
AU  - Nelson SD
LA  - eng
GR  - GM25418/GM/NIGMS NIH HHS/United States
PT  - Journal Article
PT  - Research Support, U.S. Gov't, P.H.S.
PL  - Netherlands
TA  - J Chromatogr
JT  - Journal of chromatography
JID - 0427043
RN  - 362O9ITL9D (Acetaminophen)
RN  - K848JZ4886 (Cysteine)
RN  - WYQ7N0BPYC (Acetylcysteine)
SB  - IM
MH  - Acetaminophen/*metabolism/pharmacology/urine
MH  - Acetylcysteine/metabolism
MH  - Animals
MH  - Chemical Phenomena
MH  - Chemistry
MH  - Chromatography, High Pressure Liquid/methods
MH  - Cysteine/metabolism
MH  - Isomerism
MH  - Liver/*drug effects
MH  - Magnetic Resonance Spectroscopy
MH  - Male
MH  - Mass Spectrometry/methods
MH  - Mice
EDAT- 1989/07/14 00:00
MHDA- 1989/07/14 00:01
CRDT- 1989/07/14 00:00
PHST- 1989/07/14 00:00 [pubmed]
PHST- 1989/07/14 00:01 [medline]
PHST- 1989/07/14 00:00 [entrez]
AID - 10.1016/s0021-9673(01)93916-0 [doi]
PST - ppublish
SO  - J Chromatogr. 1989 Jul 14;474(1):209-22. doi: 10.1016/s0021-9673(01)93916-0.