Characterization of high molecular weight polycyclic aromatic hydrocarbons by charge exchange chemical ionization mass spectrometry

Simonsick, William J.; Hites, Ronald A.

doi:10.1021/ac00124a003

Cited by 38 publications

(15 citation statements)

References 20 publications

(42 reference statements)

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“…Tracer experiments with radiolabelled three-, four-, and fivering compounds (phenanthrene, benz[a]anthracene, and benzo[a]pyrene) were first conducted to guard against possible PAH losses from the reaction vessels via physical routes (i.e., volatilization, precipitation, or adherence to vessel walls). Essentially all input 14 C radioactivity (90% Ϯ 1% for phenanthrene, 99% Ϯ 1% for benz[a]anthracene, and 88% Ϯ 2% for benzo[a]pyrene) was recovered from no-enzyme control reac- (30). These IPs were converted to experimental values with a graph based on Table I of reference 30. tion mixtures at the conclusion of the 7-day incubation period.…”

Section: Degradation Of Pahs By Whole Cultures Of P Chrysosporiummentioning

confidence: 99%

One-electron oxidation in the degradation of creosote polycyclic aromatic hydrocarbons by Phanerochaete chrysosporium

Bogan

Lamar

1995

Appl Environ Microbiol

142

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The abilities of whole cultures of Phanerochaete chrysosporium and P. chrysosporium manganese peroxidasemediated lipid peroxidation reactions to degrade the polycyclic aromatic hydrocarbons (PAHs) found in creosote were studied. The disappearance of 12 three-to six-ring PAHs occurred in both systems. Both in vivo and in vitro, the disappearance of all PAHs was found to be very strongly correlated with ionization potential. This was true even for compounds beyond the ionization potential thresholds of lignin peroxidase and Mn 3؉ . Deviations from this correlation were seen in the cases of PAHs which are susceptible to radical addition reactions. These results thus begin to clarify the mechanisms of non-lignin peroxidase-labile PAH degradation in the manganese peroxidase-lipid peroxidation system and provide further evidence for the ability of this system to explain the in vivo oxidation of these compounds.

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Section: Degradation Of Pahs By Whole Cultures Of P Chrysosporiummentioning

confidence: 99%

One-electron oxidation in the degradation of creosote polycyclic aromatic hydrocarbons by Phanerochaete chrysosporium

Bogan

Lamar

1995

Appl Environ Microbiol

142

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“…Furthermore, certain counterparts of this class of QDs, notably, the pyrene C 16 H 10 and dibenzo[bc,kl]coronene C 30 H 14 molecules were successfully fabricated. 56,57 This fact makes it easier to compare some of our ndings with the experimental results.…”

Section: Resultsmentioning

confidence: 99%

Size engineering optoelectronic features of C, Si and CSi hybrid diamond-shaped quantum dots

2019

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“…Maximal formation of 9-fluorenone in this system required an unsaturated fatty acid, Mn 2ϩ , and crude enzyme and was almost totally blocked by inclusion of the general free-radical scavenger butylated hydroxytoluene (Table 1). However, although manganese is required for optimal fluorene conversion, Mn 3ϩ chelates, the product of normal MnP turnover, cannot oxidize fluorene, which has an IP of 7.78 to 8.52 eV (11,34,35,42). This is not unexpected; Mn(III) chelates do not oxidize phenanthrene (IP, 8.03 to 8.19 eV [8]) (27), and Cavalieri and Rogan 7have shown a cutoff value of ca.…”

Section: Discussionmentioning

confidence: 97%

Fluorene Oxidation In Vivo by Phanerochaete chrysosporium and In Vitro during Manganese Peroxidase-Dependent Lipid Peroxidation

Bogan¹,

Lamar²,

Hammel³

1996

Appl Environ Microbiol

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The oxidation of fluorene, a polycyclic hydrocarbon which is not a substrate for fungal lignin peroxidase, was studied in liquid cultures of Phanerochaete chrysosporium and in vitro with P. chrysosporium extracellular enzymes. Intact fungal cultures metabolized fluorene to 9-hydroxyfluorene via 9-fluorenone. Some conversion to more-polar products was also observed. Oxidation of fluorene to 9-fluorenone was also obtained in vitro in a system that contained manganese(II), unsaturated fatty acid, and either crude P. chrysosporium peroxidases or purified recombinant manganese peroxidase. The oxidation of fluorene in vitro was inhibited by the free-radical scavenger butylated hydroxytoluene but not by the lignin peroxidase inhibitor NaVO 3. Manganese(III)-malonic acid complexes could not oxidize fluorene. These results indicate that fluorene oxidation in vitro was a consequence of lipid peroxidation mediated by P. chrysosporium manganese peroxidase. The rates of fluorene and diphenylmethane disappearance in vitro were significantly faster than those of true polycyclic aromatic hydrocarbons or fluoranthenes, whose rates of disappearance were ionization potential dependent. This result indicates that the initial oxidation of fluorene proceeds by mechanisms other than electron abstraction and that benzylic hydrogen abstraction is probably the route for oxidation.

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Characterization of high molecular weight polycyclic aromatic hydrocarbons by charge exchange chemical ionization mass spectrometry

Cited by 38 publications

References 20 publications

One-electron oxidation in the degradation of creosote polycyclic aromatic hydrocarbons by Phanerochaete chrysosporium

One-electron oxidation in the degradation of creosote polycyclic aromatic hydrocarbons by Phanerochaete chrysosporium

Size engineering optoelectronic features of C, Si and CSi hybrid diamond-shaped quantum dots

Fluorene Oxidation In Vivo by Phanerochaete chrysosporium and In Vitro during Manganese Peroxidase-Dependent Lipid Peroxidation

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