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8 protocols using furfuryl alcohol ffa

1

Photochemical Characterization of PBDE Congeners

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The following each single PBDE congener (at 50 μg mL-1 in isooctane) was purchased from Accustandard (New Haven, CT, USA): 2,4,4/-tribrominated diphenyl ether (BDE-28), 2,2/,4,4/-tetrabrominated diphenyl ether (BDE-47), 2,2/,4,4/,5-pentabrominated diphenyl ether (BDE-99), 2,2/,4,4/,5,5/-hexabrominated diphenyl ether (BDE-153), 2,2/,4,4/,5,6/- hexabrominated diphenyl ether (BDE-154), and 2,2/,3,4,4/,5,6-heptabrominated diphenyl ether (BDE-183). Sodium azide (NaN3, 99.5%), Rose Bengal (RB, 93%) and furfuryl alcohol (FFA, 98%) were purchased from Sigma-Aldrich. Pyridine, p-nitroanisole (PNA) and isopropyl alcohol (IPA) were obtained from Aladdin. 2,2,6,6-tetramethyl-4-piperidone (TEMP, 95%, Sigma Aldrich) and 5,5-dimethyl-1-pyrroline-N-oxide (DMPO, 97%, Sigma Aldrich) were stored at -20°C and used as the spin traps for 1O2 and ·OH/O2·, respectively. HPLC-grade acetonitrile and methanol were obtained from Merck Company (Darmstadt, Germany). All other chemical reagents were of analytical grade. Ultrapure water (18 MΩ) was obtained from a Millipore Milli-Q water system.
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2

Preparation and Analysis of Chemical Reagents

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CA (>97%) and sorbic acid were purchased from TCI Reagent Co. Ltd. (Shanghai, China). HPLC-grade reagents (acetonitrile, methanol, etc.) were obtained from Shanghai ANPEL Scientific Instrument Co. Ltd. (Shanghai, China). Benzoic acid (99.5%) and sodium azide (99%) were purchased from Aladdin Industrial Corporation (Shanghai, China), and furfuryl alcohol (FFA) (99%) was purchased from the Sigma-Aldrich Company. Acetic acid (99%), isopropanol (99.7%), humic acid, NaOH, H2SO4, MgSO4, ZnSO4, CuSO4, Fe2(SO4)3, NaCl, NaNO3, NaHCO3 and KH2PO4 were obtained from Chengdu Kelong Chemical Reagent Co. Ltd. (Sichuan, China). All reagents were of analytical grade and were used without further purification. Ultrapure water (resistance > 18.2 MΩ) was produced by a water purification system (TKA, Germany).
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3

Photochemical Synthesis of Functionalized Silica Particles

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All chemical reagents were commercially purchased
and used without further purification. Silica gel 60 (0.063–0.200
mm) for column chromatography (70–230 mesh ASTM), and sodium
azide (NaN3), both from Merck, Germany. Succinic anhydride,
from Riedel de Haën (AG-D3016 seeize 1). Riboflavin (RF), Eosin
Y (Eo), (3-aminopropyl)triethoxysilane (APTES), N,N-dicyclohexylcarbodiimide(DCC), 4-dimethylaminopyridine
(DMAP), 9,10-dimethylanthracene (DMA), and furfuryl alcohol (FFA)
were all from Sigma, USA.
Solvents: water (miliQ), dichloromethane
(DCM), ethyl acetate (EtOAc), and acetone, were distilled before use,
while acetic acid, HCl 35% (both p.a ACS, Cicarelli, Argentina) and
dimethylsulfoxide (DMSO, p.a ACS, Biopack) N,N-dimethylformamide (DMF, p.a ACS, Biopack) were used as
received.
General Equipment: UV–Visible spectra were
measured using
a Shimadzu 1800 spectrophotometer. FTIR spectra were recorded using
a Nicolet iS5 infrared spectrophotometer with ATR iD7 module with
ZnSe crystal. Irradiation experiments were carried out in a home-made
photoreactor, consisting of 4 vial spots, and 4 LED plates in the
bottom. Blue LED 3 W-22 Lm-λmax 455 nm or green LED
3 W-110 Lm-λmax 517 nm.
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4

Photochemical Transformation of Micropollutants

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Methyltriclosan (MTCS) (50 mg L−1 in methanol) was purchased from AccuStandard (New Haven, CT, USA). Sorbic acid (SA) and isopropyl alcohol (IPA) were obtained from Aladdin Industrial (Shanghai, China). Sodium azide (NaN3, 99.5%), furfuryl alcohol (FFA, 98%), rose Bengal (RB, 93%), 2,2,6,6-tetramethylpiperidine (TEMP, 99%) and 5,5-dimethyl-1-pyrroline-N-oxide (DMPO, 97%) were purchased from Sigma-Aldrich (Shanghai, China). Pony Lake fulvic acid (PLFA-microbial origin) and Suwannee River fulvic acid (SRFA-terrestrial origin) were acquired from the International Humic Substance Society (Denver, CO, USA) and dissolved in deionized water to form NOM isolate stock solution (100 mg L−1). Chromatographic-grade acetonitrile (CH3CN) and methanol (CH3OH) were obtained from Merck (Darmstadt, Germany). All other chemicals were of analytical grade and used as received without further purification. Deionized water (>18 MΩ cm) was prepared using a Millipore Milli-Q system (Bedford, MA, USA).
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5

Cytotoxicity of Furan Compounds in V79 Cells

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The Chinese hamster V79 cell line (V79, clone V79-MZ) (25 (link)) and genetically engineered V79-derived cell line expressing hCYP2E1 and hSULT1A1 (V79-hCYP2E1-hSULT1A1) (25 (link),26 (link)) have previously been described.
2,5-Dimethylfuran (DMF, ≥99% purity, CAS no. 625-86-5), furfuryl alcohol (FFA, ≥98% purity, CAS no. 98-00-0) and dimethylsulfoxide (DMSO) were purchased from Sigma-Aldrich (St. Louis, MO, USA).
The cell lines were grown in Gibco® Dulbecco’s Modified Eagle Medium (DMEM, Invitrogen Life Technologies™, Carslbad, CA, USA) containing 25mM D-Glucose, 4mM l-glutamine, 25mM HEPES and further supplemented with 5% fetal calf serum (FCS, Biochrome, Berlin, Germany), 1mM sodium pyruvate (Sigma-Aldrich), 100U/ml penicillin and 100U/ml streptomycin (Lonza, Basel, Switzerland). Prior to treatment, 7.5×105 cells were grown overnight as a monolayer culture in vented flasks at 37ºC in a humidified atmosphere with 5% CO2.
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6

Photochemical Degradation of BDE-153

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BDE-153 (50 mg L À1 in isooctane; see structure in Fig. 1) was purchased from Accustandard (New Haven, CT, USA). Isopropyl alcohol (IPA), sorbic acid (SA), H 2 O 2 (30%) and acetophenone (AP) were obtained from Aladdin Industrial Co., Ltd. (Shanghai, China). Sodium azide (NaN 3 , 99.5%), rose bengal (RB, 93%) and furfuryl alcohol (FFA, 98%) were purchased from Sigma-Aldrich (Shanghai, China). Suwannee River fulvic acid (SRFA) and Pony Lake fulvic acid (PLFA) were purchased from the International Humic Substances Society (IHSS, Denver, CO, USA). The 2,2,6,6-tetramethylpiperidine (TEMP, 99%, Sigma Aldrich) and 5,5-dimethyl-1-pyrroline-N-oxide (DMPO, 97%, Sigma Aldrich) were stored at À20 C and used as spin traps for 1 O 2 and OH/O 2 , respectively. HPLC-grade acetonitrile and methanol were obtained from Merck Company (Darmstadt, Germany). All chemical reagents were analytical grade. Ultrapure water (18 MU) was obtained from a Milli-Q system (Millipore, Bedford, USA).
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7

Protease Activity Assay Protocol

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Materials. Aeromonas proteolytica aminopeptidase (BLAP, PDB 1RTQ, Sigma, 116.51 units mg -1 ), ethylenediaminetetraacetic acid disodium salt dihydrate (EDTA, BioUltra, 99.5-101.5 %), iodoacetamide (IAM, 99 %), DL-dithio-threitol (DTT, 99 %), perinaphthenone (PN, 97 %), 7-hydroxy-4-methylcoumarin, 7-leucine-7-amido-4-methylcoumarin hydrochloride, were purchased from Sigma. Furfuryl alcohol (FFA, Merck, 98%) was distilled prior to use.
ProteaseMAX TM (Promega, lyophilized, V207A), sequencing grade chymotrypsin (Promega, lyophilized, V106A), iRT peptides (iRT Kit, Biognosys) were used for protein digestion and analytical measurements, respectively. Further chemicals purchased from commercial vendors are listed in Section S1.
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8

Synthesis and Purification of Perinaphthenone

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Perinaphthenone (PN), sodium bromide, guanidinium chloride, lithium chloride and sodium phosphate dibasic were purchased from Sigma Aldrich. Furfuryl alcohol (FFA) was obtained from Merck, and puried by distillation prior to use. Sodium bicarbonate, sodium chloride and magnesium dichloride hexahydrate were also purchased from Merck. Potassium dihydrogen phosphate, magnesium sulfate heptahydrate, calcium dichloride dehydrate, sodium perchlorate monohydrate and potassium chloride were from Fluka. D 2 O was obtained from Armar. All solvents used for the analysis were of HPLC grade. All aqueous solutions were prepared in ultrapure water (resistivity > 18 MU, Barnstead Nanopure Diamond System). N 2 (99.999%) and O 2 (99.9995%) were purchased from CarbaGas.
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