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3 protocols using phenanthrene 9 10 quinone

1

Electrochemical Synthesis of Gold Nanorods

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All reagents were used without further purification. Epinephrine (EPI), dopamine, hydroquinone (HQ), hexaamin ruthenium (III), tartaric acid, sodium metabisulphite, potassium chloride, sodium chloride and N-methyl pyrrolidone (NMP) were purchased from Sigma-Aldrich. As supporting electrolyte, 0.1 M buffer solutions were prepared from ortho-phosphoric or acetic acid in the pH range of 3.0–9.0. For the solution-based synthesis of GNRs, phenanthrene-9,10-quinone, 1,3-diphenylacetone, N-bromosuccinimide (NBS), diphenylacetylene, bis(1,5-cyclooctadiene)nickel(0) (Ni (COD)2) and iron trichloride were purchased from Sigma-Aldrich.
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2

Enzymatic Metabolism of Phenanthrene

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Cell culture
medium and reagents
were all obtained from Invitrogen Co. (Carlsbad, CA) except for fetal
bovine serum (FBS), which was purchased from Hyclone (Logan, UT).
Human recombinant uridine 5′-diphospho-glucuronosyltransferases
(UGT) 2B7 Supersomes (microsomes from baculovirus-infected insect
cells expressing UGTs) were obtained from BD Biosciences (San Jose,
CA). Human recombinant sulfotransferases (SULT) 1A1 and human recombinant
catechol-O-methyltransferase (COMT) were expressed
and purified according to published methods.21 (link),22 (link) Phenanthrene, Phenanthrene-9,10-quinone, dithiothreitol, uridine-5′-diphosphoglucuronic
acid (UDPGA), adenosine 3′-phosphate 5′-phosphosulfate
(PAPS), and S-(5′-adenosyl)-l-methionine
(AdoMet) chloride were purchased from Sigma-Aldrich Co. (St. Louis,
MO). All other chemicals used were of the highest grade available,
and all solvents were HPLC grade.
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3

Polycyclic Aromatic Hydrocarbon Compounds Protocol

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1-Indanone (1-INO), 1H-phenalen-1-one (1H-PHO), acenaphthylene-1,2-quinone (1,2-ACNQ), chrysene-1,4-quinone (1,4-CHRQ), 2-methylanthracene-9,10-quinone (2-MAQ), 2,3-dimethylanthracene-9,10-quinone (2,3-DMAQ), naphthacene-5,12-quinone (5,12-NQ), 7H-benz[de]anthracene-7-one (7H-BAO), 9-fluorenone (9-FLO), phenanthrene-9,10-quinone (9,10-PQ), anthracene-9,10-quinone (9,10-AQ) and benz[a]anthracene-7,12-quinone (7,12-BAQ) all with purity ≥95% and from Sigma Aldrich (Stockholm, Sweden) were kindly provided by Dr Staffan Lundstedt at Umeå University. 4H-Cyclopenta[def]phenanthrene-4-one (4H-CPO), benzo[a]fluorenone (BFLO) and 6H-benzo[cd]pyren-6-one (6H-BPO), all with purity ≥99% were obtained from the Institute for Reference Materials and Measurements (EC-JRC-IRMM, Geel, Belgium). 2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD; CASRN 1746-01-6, 98%) was obtained from Cambridge Isotope Laboratory (Andover, MA). Benzo[a]pyrene (B[a]P; CASRN 50-32-8, ≥96%), 7-ethoxyresorufin, fluorescamine, dihydronicotinamide-adenine dinucleotide phosphate (NADPH) and microsomes containing recombinant human CYP1A1 and NADPH-P450 reductase were obtained from Sigma-Aldrich (Stockholm, Sweden). All cell culture reagents were purchased from Gibco (Life Technologies, Stockholm, Sweden).
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