Amino-PAH

Among the natively fluorescent compounds determined by the POCL reaction are PAHs in different matrices such as coal tar [100] and biomass emissions [101], and amino-PAHs in shale oil, coal oil, and coal gasifier tar [102], Nitro-PAHs have no fluorescent properties, but have been reduced online (either pre-or postcolumn) to the corresponding amino-PAHs [103], The two fluorescent drugs dipyridamole and benzydamine have been determined in rat plasma by... 

Amino-PAHs, nitro-PAHs, A-nitroso cpds, azo cpds, benzyl chloride Metabolism, environmental analysis Polarography and voltammetry Review [48]... 

The quadrupole mass spectrometer which was used for these initial studies could provide only limited insight into the formation or structures of these unusual ions from fluorene and amino PAH. Experiments using substituted fluorenes, such as 1-, 2-, and 9-methylfluorene, 9-phenylfluorene, and carbazole, revealed that the (M + 14) ion did not form if the C-9 position was blocked. Knowing that the (M + 14) ion was formed by a reaction at the C-9 carbon, two possible structures could be drawn for this anion. One possibility would be 9-methylfluorene (structure I), which could arise from the addition of CH2 to fluorene. Similar formation of adducts from methane buffer gas under NICI conditions has been reported (7, 8). Alternatively, fluorene could lose the two hydrogens at the 9-position and add oxygen to form 9-fluorenone (structure II)... 

Polycyclic organic matter, derived from the total exhaust emission, is an extremely complex mixture. It includes a large number of compounds such as polynuclear aromatic hydrocarbons (PAH), derivations of PAH such as nitro-PAH and amino-PAH, oxygenated PAH such as phenols and quinones, and heterocyclic aromatic compounds containing sulfur and oxygen. In order to assist in the identification of classes of toxic compounds it is possible to fractionate the exhaust emissions into vapor and... 

Office of Standard Reference Materials, National Bureau of Standards, Gaithersburg, MD 20899. "Nitrated PAH s do not fluoresce but can be made to fluoresce by passing through a Zn or Pt column to reduce nitro groups to amino groups. Information values for other organics in certificate. Certified values for pesticides and PCB s. 

Compared to the extensive data that have been obtained on the mutagenicity of nitro PAHs in S. typhimurium, relatively little is known about the metabolism of these compounds in this organism. Messier et al. (67) reported that incubation of 1-nitropyrene with S. typhimurium TA98 yielded 1-aminopyrene and 1-acetylaminopyrene as major and minor metabolites, respectively. The reduction of 1-nitropyrene was slow and was accompanied by a slow formation of DNA adducts. When incubations were conducted with the nitroreductase-deficient strain, TA100 F50, both the extent of 1-amino-pyrene formation and DNA binding decreased. Howard ej al. (71,115) also found reduction of 1-nitropyrene to 1-aminopyrene in strains TA98, TA1538 and ATCC 14028. 

Other bacteria. Intestinal bacteria may play a critical role in the metabolic activation of certain nitroaromatic compounds in animals (119) and several reports have appeared on the metabolism of nitro PAHs by rat and human intestinal contents and microflora (120-123). Kinouchi et al. (120) found that 1-nitropyrene was reduced to 1-aminopyrene when incubated with human feces or anaerobic bacteria. More recently, Kinouchi and Ohnishi (121) isolated four nitroreductases from one of these anaerobic bacteria (Bacteroides fragilis). Each nitroreductase was capable of converting 1-nitropyrene into 1-aminopyrene, and one form catalyzed the formation of a reactive intermediate capable of binding DNA. Howard ej al. (116) confirmed the reduction of 1-nitropyrene to 1-aminopyrene by both mixed and purified cultures of intestinal bacteria. Two additional metabolites were also detected, one of which appeared to be 1-hydroxypyrene. Recently, similar experiments have demonstrated the rapid reduction of 6-nitro-BaP to 6-amino-BaP (123). 

Amino acid measurements in ALH84001 are almost certainly the result of Antarctic ice contamination. Amino acids are readily soluble in water but PAHs are practically insoluble. Isotopic measurements of 14C show that terrestrial carbon is incorporated into the meteorite during extended stays in the Antarctic ice fields. In addition, microbial activity on the exposed surfaces provides an additional source of biogenic organic material that may be incorporated over time. 

Krahn et al. [479] developed a similar multi-residue scheme for the determination of organochlorines and PAHs in sediments. In this scheme, the preparation is semi-automated with GPC to separate the biogenic material and the sulfur from both the PAHs and organochlorines in the samples. The sterols were separated and purified with an amino-cyano HPLC column prior to derivatiza-tion with bis(trimethylsilyl)trifluoroacetamide (BSTFA). 

Immunohistochemical study ND not determined GLUT1 facilitative glucose transporter MCT1 monocarboxylate transporter CRT creatine transporter LAT1 L-type amino acid transporter TAUT taurine transporter ENT equilibrative nucleoside transporter Oatp organic anion-transporting polypeptide PAH p-aminohippuric acid RUI retinal uptake index TR-iBRB rat retinal capillary endothelial cells. 

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