Letter: Differentiation of isomeric mercapturic acid pathway metabolites of benzo[a]pyrene

Y. Yang; J. Rafter; J. Å Gustafsson; J. Sjövall; W. J. Griffiths

doi:10.1255/ejms.172

Letter: Differentiation of isomeric mercapturic acid pathway metabolites of benzo[a]pyrene

Y. Yang, J. Rafter, J. Å Gustafsson, J. Sjövall, W. J. Griffiths

Houston Methodist

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

Isomeric forms of the mercapturic acid pathway metabolites of benzo[a]pyrene (BP) can be differentiated by positive-ion electrospray collision-induced dissociation (CID) mass spectrometry at the nanogram level. The metabolite (±)-r-7,t-8-dihydroxy-t-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (BPDE), conjugated at position 10 (bay region) with cysteine, fragments to give characteristic ions at m/z 303 corresponding to a BP-triol cation, these ions are not observed in the CID spectra of BPDEs conjugated at position 7 (non-bay region).

Original language	English (US)
Pages (from-to)	396-399
Number of pages	4
Journal	European Mass Spectrometry
Volume	3
Issue number	5
DOIs	https://doi.org/10.1255/ejms.172
State	Published - 1997

Keywords

Benzo[a]pyrene
Diolepoxides
Electrospray
Mass spectrometry
Mercapturic acid
Metabolites
N-acetylcysteine
Tandem mass spectrometry

ASJC Scopus subject areas

Spectroscopy

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10.1255/ejms.172

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title = "Letter: Differentiation of isomeric mercapturic acid pathway metabolites of benzo[a]pyrene",

abstract = "Isomeric forms of the mercapturic acid pathway metabolites of benzo[a]pyrene (BP) can be differentiated by positive-ion electrospray collision-induced dissociation (CID) mass spectrometry at the nanogram level. The metabolite (±)-r-7,t-8-dihydroxy-t-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (BPDE), conjugated at position 10 (bay region) with cysteine, fragments to give characteristic ions at m/z 303 corresponding to a BP-triol cation, these ions are not observed in the CID spectra of BPDEs conjugated at position 7 (non-bay region).",

keywords = "Benzo[a]pyrene, Diolepoxides, Electrospray, Mass spectrometry, Mercapturic acid, Metabolites, N-acetylcysteine, Tandem mass spectrometry",

author = "Y. Yang and J. Rafter and Gustafsson, {J. {\AA}} and J. Sj{\"o}vall and Griffiths, {W. J.}",

year = "1997",

doi = "10.1255/ejms.172",

language = "English (US)",

volume = "3",

pages = "396--399",

journal = "European Mass Spectrometry",

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number = "5",

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TY - JOUR

T1 - Letter

T2 - Differentiation of isomeric mercapturic acid pathway metabolites of benzo[a]pyrene

AU - Yang, Y.

AU - Rafter, J.

AU - Gustafsson, J. Å

AU - Sjövall, J.

AU - Griffiths, W. J.

PY - 1997

Y1 - 1997

N2 - Isomeric forms of the mercapturic acid pathway metabolites of benzo[a]pyrene (BP) can be differentiated by positive-ion electrospray collision-induced dissociation (CID) mass spectrometry at the nanogram level. The metabolite (±)-r-7,t-8-dihydroxy-t-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (BPDE), conjugated at position 10 (bay region) with cysteine, fragments to give characteristic ions at m/z 303 corresponding to a BP-triol cation, these ions are not observed in the CID spectra of BPDEs conjugated at position 7 (non-bay region).

AB - Isomeric forms of the mercapturic acid pathway metabolites of benzo[a]pyrene (BP) can be differentiated by positive-ion electrospray collision-induced dissociation (CID) mass spectrometry at the nanogram level. The metabolite (±)-r-7,t-8-dihydroxy-t-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (BPDE), conjugated at position 10 (bay region) with cysteine, fragments to give characteristic ions at m/z 303 corresponding to a BP-triol cation, these ions are not observed in the CID spectra of BPDEs conjugated at position 7 (non-bay region).

KW - Benzo[a]pyrene

KW - Diolepoxides

KW - Electrospray

KW - Mass spectrometry

KW - Mercapturic acid

KW - Metabolites

KW - N-acetylcysteine

KW - Tandem mass spectrometry

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DO - 10.1255/ejms.172

M3 - Article

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SN - 1356-1049

VL - 3

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JO - European Mass Spectrometry

JF - European Mass Spectrometry

IS - 5

ER -

Letter: Differentiation of isomeric mercapturic acid pathway metabolites of benzo[a]pyrene

Abstract

Keywords

ASJC Scopus subject areas

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