Detection of polynuclear aromatic hydrocarbon diol epoxide-derived DNA and globin adducts in humans by gas chromatography-mass spectrometry

Assieh A. Melikian; Peng Sun; Stuart Coleman; Sharon E. Murphy; Shantu Amin; Stephen S. Hecht

doi:10.1080/10406639608034712

Detection of polynuclear aromatic hydrocarbon diol epoxide-derived DNA and globin adducts in humans by gas chromatography-mass spectrometry

Assieh A. Melikian, Peng Sun, Stuart Coleman, Sharon E. Murphy, Shantu Amin, Stephen S. Hecht

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

Abstract

Gas chromatography-negative ion chemical ionization-mass spectrometry-selected ion monitoring (GC-NICI-MS-SIM) was employed to detect tetramethyl ether derivatives of tetraols released upon hydrolysis of DNA and globin adducts derived from diol epoxides of polynuclear aromatic hydrocarbons (PAH). The methodology involves the following steps: 1) isolation of DNA or globin; 2) mild acid hydrolysis under vacuum; 3) isolation of the resulting tetraols and derivatization to the corresponding tetramethyl ethers using CH₃I; 4) HPLC purification followed by GC-NICI-MS-SIM analysis. Analysis of human globin samples by this method indicates the presence of adducts which release chrysene-1,2,3,4-tetraol and benzo[a]pyrene-7,8,9,10-tetraol in smokers and nonsmokers. The level of BP-diol epoxide globin adducts in smokers was significantly higher than that in nonsmokers (2.75 vs 0.96 fmol/mg globin). The concentration of chrysene diol-epoxide globin adducts in the same subjects was about two orders of magnitude greater than that of BP-diol epoxide adducts. BP-diol epoxide DNA adducts have also been identified in surgical specimens of human lung tissue.

Original language	English (US)
Pages (from-to)	315-322
Number of pages	8
Journal	Polycyclic Aromatic Compounds
Volume	10
Issue number	1-4
DOIs	https://doi.org/10.1080/10406639608034712
State	Published - 1996

All Science Journal Classification (ASJC) codes

Polymers and Plastics
Organic Chemistry
Materials Chemistry

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10.1080/10406639608034712

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title = "Detection of polynuclear aromatic hydrocarbon diol epoxide-derived DNA and globin adducts in humans by gas chromatography-mass spectrometry",

abstract = "Gas chromatography-negative ion chemical ionization-mass spectrometry-selected ion monitoring (GC-NICI-MS-SIM) was employed to detect tetramethyl ether derivatives of tetraols released upon hydrolysis of DNA and globin adducts derived from diol epoxides of polynuclear aromatic hydrocarbons (PAH). The methodology involves the following steps: 1) isolation of DNA or globin; 2) mild acid hydrolysis under vacuum; 3) isolation of the resulting tetraols and derivatization to the corresponding tetramethyl ethers using CH3I; 4) HPLC purification followed by GC-NICI-MS-SIM analysis. Analysis of human globin samples by this method indicates the presence of adducts which release chrysene-1,2,3,4-tetraol and benzo[a]pyrene-7,8,9,10-tetraol in smokers and nonsmokers. The level of BP-diol epoxide globin adducts in smokers was significantly higher than that in nonsmokers (2.75 vs 0.96 fmol/mg globin). The concentration of chrysene diol-epoxide globin adducts in the same subjects was about two orders of magnitude greater than that of BP-diol epoxide adducts. BP-diol epoxide DNA adducts have also been identified in surgical specimens of human lung tissue.",

author = "Melikian, {Assieh A.} and Peng Sun and Stuart Coleman and Murphy, {Sharon E.} and Shantu Amin and Hecht, {Stephen S.}",

note = "Funding Information: This study was supported by grants CA-29580 and CA-44377 from the U.S. National Cancer Institute. We thank Patricia Sellazzo for preparation of this manuscript and the schemes.",

year = "1996",

doi = "10.1080/10406639608034712",

language = "English (US)",

volume = "10",

pages = "315--322",

journal = "Polycyclic Aromatic Compounds",

issn = "1040-6638",

publisher = "Taylor and Francis Ltd.",

number = "1-4",

}

TY - JOUR

T1 - Detection of polynuclear aromatic hydrocarbon diol epoxide-derived DNA and globin adducts in humans by gas chromatography-mass spectrometry

AU - Melikian, Assieh A.

AU - Sun, Peng

AU - Coleman, Stuart

AU - Murphy, Sharon E.

AU - Amin, Shantu

AU - Hecht, Stephen S.

N1 - Funding Information: This study was supported by grants CA-29580 and CA-44377 from the U.S. National Cancer Institute. We thank Patricia Sellazzo for preparation of this manuscript and the schemes.

PY - 1996

Y1 - 1996

N2 - Gas chromatography-negative ion chemical ionization-mass spectrometry-selected ion monitoring (GC-NICI-MS-SIM) was employed to detect tetramethyl ether derivatives of tetraols released upon hydrolysis of DNA and globin adducts derived from diol epoxides of polynuclear aromatic hydrocarbons (PAH). The methodology involves the following steps: 1) isolation of DNA or globin; 2) mild acid hydrolysis under vacuum; 3) isolation of the resulting tetraols and derivatization to the corresponding tetramethyl ethers using CH3I; 4) HPLC purification followed by GC-NICI-MS-SIM analysis. Analysis of human globin samples by this method indicates the presence of adducts which release chrysene-1,2,3,4-tetraol and benzo[a]pyrene-7,8,9,10-tetraol in smokers and nonsmokers. The level of BP-diol epoxide globin adducts in smokers was significantly higher than that in nonsmokers (2.75 vs 0.96 fmol/mg globin). The concentration of chrysene diol-epoxide globin adducts in the same subjects was about two orders of magnitude greater than that of BP-diol epoxide adducts. BP-diol epoxide DNA adducts have also been identified in surgical specimens of human lung tissue.

AB - Gas chromatography-negative ion chemical ionization-mass spectrometry-selected ion monitoring (GC-NICI-MS-SIM) was employed to detect tetramethyl ether derivatives of tetraols released upon hydrolysis of DNA and globin adducts derived from diol epoxides of polynuclear aromatic hydrocarbons (PAH). The methodology involves the following steps: 1) isolation of DNA or globin; 2) mild acid hydrolysis under vacuum; 3) isolation of the resulting tetraols and derivatization to the corresponding tetramethyl ethers using CH3I; 4) HPLC purification followed by GC-NICI-MS-SIM analysis. Analysis of human globin samples by this method indicates the presence of adducts which release chrysene-1,2,3,4-tetraol and benzo[a]pyrene-7,8,9,10-tetraol in smokers and nonsmokers. The level of BP-diol epoxide globin adducts in smokers was significantly higher than that in nonsmokers (2.75 vs 0.96 fmol/mg globin). The concentration of chrysene diol-epoxide globin adducts in the same subjects was about two orders of magnitude greater than that of BP-diol epoxide adducts. BP-diol epoxide DNA adducts have also been identified in surgical specimens of human lung tissue.

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Detection of polynuclear aromatic hydrocarbon diol epoxide-derived DNA and globin adducts in humans by gas chromatography-mass spectrometry

Abstract

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