Structural characterization of polycyclic aromatic hydrocarbon dihydrodiol epoxide DNA adducts using matrix-assisted laser desorption/ionization Fourier transform mass spectrometry

Journal Article · Fri Apr 15 00:00:00 EDT 1994 · Analytical Chemistry (Washington); (United States)

DOI:https://doi.org/10.1021/ac00080a013· OSTI ID:7265393

Stemmler, E A ^[1]; Buchanan, M V; Hurst, G B; Hettich, R L ^[2]

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1. Bowdoin College, Brunswick, ME (United States)
2. Oak Ridge National Lab, TN (United States)

Matrix-assisted laser desorption/ionization (MALDI) Fourier transform ion cyclotron resonance mass spectrometry (FTMS) has been applied for the structural characterization of four polycyclic aromatic hydrocarbon dihydrodiol epoxide (PAH-DE) adducts, including the 5,6-dimethylchrysene DE adduct of 2[prime]-deoxyadenosine, the 5-methyl- and 5,6-dimethylchrysene DE adducts of 2[prime]-deoxyguanosine, and the benzo[a]pyrene-DE adduct of 2[prime]-deoxyguanosyl 3[prime]-phosphate. Measurement of positive and negative ion mass spectra, accurate mass determinations, and CID experiments were carried out using 10-40 ng (20-70 pmol) of sample. An evaluation of five MALDI matrices showed that matrix selection can be used to control the degree of analyte fragmentation. Three MALDI matrices commonly used for the analysis of proteins (sinapinic acid, ferulic acid, 2,5-dihydroxybenzoic acid) gave positive ion adduct mass spectra showing protonated or sodiated molecular ions accompanied by abundant, structurally informative fragment ions. Fragmentation was significantly reduced when working with two matrices used for oligonucleotide analysis (an anthranilic-nicotinic acid mixture and 3-hydroxypicolinic acid). Using the CID capabilities of FTMS, isolation and activation of the MALDI-produced ions was used to provide additional structural information. 68 refs., 9 figs., 2 tabs.

• DOE Contract Number: AC05-84OR21400; AC05-76OR00033
• OSTI ID: 7265393
• Journal Information: Analytical Chemistry (Washington); (United States), Vol. 66:8; ISSN 0003-2700
• Country of Publication: United States
• Language: English

Related Subjects

59 BASIC BIOLOGICAL SCIENCES
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
62 RADIOLOGY AND NUCLEAR MEDICINE
DNA ADDUCTS
MASS SPECTROSCOPY
MOLECULAR STRUCTURE
ANTHRANILIC ACID
AROMATICS
CARCINOGENESIS
DESORPTION
EXPERIMENTAL DATA
HETEROCYCLIC COMPOUNDS
LASERS
NICOTINIC ACID
ADDUCTS
AMINO ACIDS
AZINES
CARBOXYLIC ACIDS
DATA
HETEROCYCLIC ACIDS
INFORMATION
NUMERICAL DATA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PATHOGENESIS
PYRIDINES
SORPTION
SPECTROSCOPY
VITAMIN B GROUP
VITAMINS
550200* - Biochemistry
400102 - Chemical & Spectral Procedures
550600 - Medicine
550400 - Genetics