Sucralose-Enhanced Degradation of Electronic Cigarette Liquids during Vaping.

Abstract:

:Electronic cigarette liquids (e-liquids) with sweetener additives such as sucralose, a synthetic chlorinated disaccharide, are popular among some e-cigarette consumers; sucralose can be added either by the manufacturer or by the consumer. The prevalence of sucralose in commercial e-liquids is not known, nor is the typical concentration of sucralose when present; labels are not required to disclose ingredient information. Here, we report the effects of sucralose on e-liquid degradation upon e-cigarette vaping as studied using 1H NMR spectroscopy, ion chromatography, and gas chromatography coupled with detection by mass spectrometry or flame ionization detector. Sucralose was found to be subject to degradation when included in propylene glycol + glycerol based e-liquids and vaped; the presence of sucralose in the e-liquids also resulted in altered and enhanced solvent degradation. In particular, production of aldehydes (carbonyls) and hemiacetals (which have implications for health) was enhanced, as demonstrated by 1H NMR. The presence of sucralose at 0.03 mol % (0.14 wt %) in an e-liquid also resulted in production of potentially harmful organochlorine compounds and catalyzed the cyclization of aldehydes with solvents to acetals upon vaping; the presence of chloride in e-liquid aerosols was confirmed by ion chromatography. Quantities of sucralose as low as 0.05 mol % (0.24 wt %) in e-liquids lead to significant production of solvent degradation products.

journal_name

Chem Res Toxicol

authors

Duell AK,McWhirter KJ,Korzun T,Strongin RM,Peyton DH

doi

10.1021/acs.chemrestox.9b00047

subject

Has Abstract

pub_date

2019-06-17 00:00:00

pages

1241-1249

issue

6

eissn

0893-228X

issn

1520-5010

journal_volume

32

pub_type

杂志文章
  • P450 3A-Catalyzed O-Dealkylation of Lapatinib Induces Mitochondrial Stress and Activates Nrf2.

    abstract::Lapatinib (LAP), an oral tyrosine kinase inhibitor for the treatment of metastatic breast cancer, has been associated with idiosyncractic hepatotoxicity. Recent investigations have implicated the importance of P450 3A4/5 enzymes in the formation of an electrophilic quinone imine (LAPQI) metabolite generated through fu...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/acs.chemrestox.5b00524

    authors: Eno MR,El-Gendy Bel-D,Cameron MD

    更新日期:2016-05-16 00:00:00

  • Disproportionation of clozapine radical: a link between one-electron oxidation of clozapine and formation of its nitrenium cation.

    abstract::The primary products of one-electron oxidation of clozapine and olanzapine, very effective atypical antipsychotic drugs, have been spectroscopically characterized. The oxidation process has been studied under glassy matrix conditions and by a pulse radiolysis technique in aqueous solution. The rate constants for the o...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx700128c

    authors: Sikora A,Adamus J,Marcinek A

    更新日期:2007-08-01 00:00:00

  • Base sequence-dependent bends in site-specific benzo[a]pyrene diol epoxide-modified oligonucleotide duplexes.

    abstract::The site specifically modified oligonucleotides 5'-d(TCCTCCTG1G2CCTCTC) (I) and 5'-d(CTATG1G2G3TATC) (II) were synthesized with single modified guanine residues at positions G1, G2, or G3, derived from the covalent binding reaction of 7R,8S-dihydroxy-9S,10R-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene ((+)-anti-BPDE) with ...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx9501086

    authors: Liu T,Xu J,Tsao H,Li B,Xu R,Yang C,Amin S,Moriya M,Geacintov NE

    更新日期:1996-01-01 00:00:00

  • Oxidation of polychlorinated biphenyls by liver tissue slices from phenobarbital-pretreated mice is congener-specific and atropselective.

    abstract::Mouse models are powerful tools to study the developmental neurotoxicity of polychlorinated biphenyls (PCBs); however, studies of the oxidation of chiral PCB congeners to potentially neurotoxic hydroxylated metabolites (OH-PCBs) in mice have not been reported. Here, we investigate the atropselective oxidation of chira...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx400229e

    authors: Wu X,Duffel M,Lehmler HJ

    更新日期:2013-11-18 00:00:00

  • Bioactivation of lamotrigine in vivo in rat and in vitro in human liver microsomes, hepatocytes, and epidermal keratinocytes: characterization of thioether conjugates by liquid chromatography/mass spectrometry and high field nuclear magnetic resonance spe

    abstract::Previous studies suggested that lamotrigene (LTG) underwent bioactivation to a reactive aryl epoxide intermediate in rats. Nevertheless, definitive structures of these thioether conjugates, which are often needed to substantiate the mechanism of bioactivation and identity of reactive intermediate(s), were not fully es...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx9003243

    authors: Chen H,Grover S,Yu L,Walker G,Mutlib A

    更新日期:2010-01-01 00:00:00

  • Photoaddition of fluphenazine to nucleophiles in peptides and proteins. Possible cause of immune side effects.

    abstract::By the action of UVA light, fluphenazine reacted with nucleophiles through a mechanism involving defluorination of its trifluoromethyl group, giving rise to carboxylic acid derivatives that were easily detected by electrospray mass spectrometry. This photoreaction took place with alcohols, sulphydryls, and amines. Whe...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx700123u

    authors: Caffieri S,Miolo G,Seraglia R,Dalzoppo D,Toma FM,van Henegouwen GM

    更新日期:2007-10-01 00:00:00

  • Neurotoxic potential and cellular uptake of T-2 toxin in human astrocytes in primary culture.

    abstract::The trichothecene mycotoxin T-2 toxin, which is produced by fungi of the Fusarium species, is a worldwide occurring contaminant of cereal based food and feed. The cytotoxic properties of T-2 toxin are already well described with apoptosis being a major mechanism of action in various cell lines as well as in primary ce...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx3004664

    authors: Weidner M,Lenczyk M,Schwerdt G,Gekle M,Humpf HU

    更新日期:2013-03-18 00:00:00

  • Determination of in vitro- and in vivo-formed DNA adducts of 2-amino-3-methylimidazo[4,5-f]quinoline by capillary liquid chromatography/microelectrospray mass spectrometry.

    abstract::Capillary liquid chromatography/microelectrospray mass spectrometry has been applied to the detection of deoxyribonucleoside adducts of the food-derived mutagen 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) from in vitro and in vivo sources. Constant neutral loss (CNL) and selective reaction monitoring (SRM) techniques...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx990060m

    authors: Gangl ET,Turesky RJ,Vouros P

    更新日期:1999-10-01 00:00:00

  • The mechanism of the peroxynitrite-mediated oxidation of myoglobin in the absence and presence of carbon dioxide.

    abstract::Among the cellular components that can react directly with peroxynitrite in the presence of physiological CO(2) concentrations are sulfur-, selenium-, and metal-containing proteins, in particular hemoproteins. We have previously shown that the reactions of peroxynitrite with oxymyoglobin (MbFeO(2)) and oxyhemoglobin p...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx025595l

    authors: Herold S,Exner M,Boccini F

    更新日期:2003-03-01 00:00:00

  • Ferroptosis: The Greasy Side of Cell Death.

    abstract::Ferroptosis is a form of cell death that requires phospholipid peroxidation and has attracted increased attention, both as a means to eradicate tumors resistant to standard chemotherapy and for its potential contribution to tissue damage such as in ischemia/reperfusion. The center stage taken by phospholipid peroxidat...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章,评审

    doi:10.1021/acs.chemrestox.8b00349

    authors: Friedmann Angeli JP,Miyamoto S,Schulze A

    更新日期:2019-03-18 00:00:00

  • Evidence of an immune-mediated mechanism for an idiosyncratic nevirapine-induced reaction in the female Brown Norway rat.

    abstract::Previously, we reported a new animal model of an idiosyncratic drug reaction in which nevirapine causes a skin rash in some rats that has characteristics similar to the reaction that occurs in humans. Strong evidence that the reaction is immune-mediated was found; specifically, low-dose pretreatment induced tolerance,...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx0501132

    authors: Shenton JM,Popovic M,Chen J,Masson MJ,Uetrecht JP

    更新日期:2005-12-01 00:00:00

  • Potential Modulation of Human NAD[P]H-Quinone Oxidoreductase 1 (NQO1) by EGCG and Its Metabolites-A Systematic Computational Study.

    abstract::At high doses, green tea extracts and green tea's major active constituent, (-)-epigallocatechin gallate (EGCG), despite their generally perceived health benefits, have been suspected to cause hepatotoxicity in certain human populations. It has been reported that o-quinone metabolites of gallic acid or EGCG are causat...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/acs.chemrestox.9b00450

    authors: Pandey P,Avula B,Khan IA,Khan SI,Navarro VJ,Doerksen RJ,Chittiboyina AG

    更新日期:2020-11-16 00:00:00

  • Identification of Quinone Methide Intermediate Resulting from Metabolic Activation of Icaritin in Vitro and in Vivo.

    abstract::Many herbal medicines such as epimedium have been reported to cause adverse effects, and icaritin is the common aglycone of many glucosides in epimedium. Our present work aimed at the clarification of the metabolic activation of icaritin possibly responsible for the adverse effects of epimedium. A quinone methide meta...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/acs.chemrestox.8b00418

    authors: Chen Y,Guo X,Ma Y,Hu X,Peng Y,Zheng J

    更新日期:2019-06-17 00:00:00

  • Evaluating the Cytotoxicity of Ti3C2 MXene to Neural Stem Cells.

    abstract::MXenes have attracted extensive attention due to their unique physicochemical properties. Especially, the flexibility and good conductivity endow MXenes with a great application prospect in the neural interfaces. However, the cytotoxicity of MXenes to nervous system remains unclear. In this study, we evaluated the cyt...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/acs.chemrestox.0c00232

    authors: Wu W,Ge H,Zhang L,Lei X,Yang Y,Fu Y,Feng H

    更新日期:2020-12-21 00:00:00

  • Mechanism of cytochrome P450-catalyzed aromatic hydroxylation of estrogens.

    abstract::The mechanism of aromatic hydroxylation of estrogens by cytochrome P450 enzymes has been examined by comparing the oxidation of estrone with that of substrates carrying additional aromaticity such as equilenin and the structural analog 2-naphthol. Hamster liver microsomes preferentially catalyzed the conversion of est...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx970021f

    authors: Sarabia SF,Zhu BT,Kurosawa T,Tohma M,Liehr JG

    更新日期:1997-07-01 00:00:00

  • Hydroxyl Radicals in E-Cigarette Vapor and E-Vapor Oxidative Potentials under Different Vaping Patterns.

    abstract::Available studies, while limited in number, suggest that e-cigarette vaping induces oxidative stress, with one potential mechanism being the direct formation of reactive oxygen species (ROS) in e-vapor. In the present studies, we measured the formation of hydroxyl radical (•OH), the most destructive ROS, in e-vapor un...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/acs.chemrestox.8b00400

    authors: Son Y,Mishin V,Laskin JD,Mainelis G,Wackowski OA,Delnevo C,Schwander S,Khlystov A,Samburova V,Meng Q

    更新日期:2019-06-17 00:00:00

  • Drug metabolite-specific lymphocyte responses in sulfamethoxazole allergic patients with cystic fibrosis.

    abstract::Sulfamethoxazole (SMX) is an important antibiotic in the management of patients with cystic fibrosis, but allergic reactions may develop thus restricting therapy. The aim of this study was to utilize drug (metabolite) antigens to diagnose SMX-mediated allergic reactions in patients with cystic fibrosis. Lymphocytes fr...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx100151v

    authors: Lavergne SN,Whitaker P,Peckham D,Conway S,Park BK,Naisbitt DJ

    更新日期:2010-06-21 00:00:00

  • Protection Level and Reusability of a Modified Full-Face Snorkel Mask as Alternative Personal Protective Equipment for Healthcare Workers during the COVID-19 Pandemic.

    abstract::The worldwide outbreak of COVID-19 has drastically increased pressure on medical resources and highlighted the need for rapidly available, large-scale, and low-cost personal protective equipment (PPE). In this work, an alternative full-face mask is adapted from a modified snorkel mask to be used as PPE with two medica...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/acs.chemrestox.0c00371

    authors: Schmitt J,Jones LS,Aeby EA,Gloor C,Moser B,Wang J

    更新日期:2021-01-18 00:00:00

  • Studies on the adduct heterogeneity of benzo[a]pyrene 7, 8-dihydrodiol 9,10-epoxide stereoisomers covalently bound to deoxyribooligonucleotides by induced circular dichroism and light absorption spectroscopy.

    abstract::The binding conformations of single anti- and syn-BPDE-N2-dG adducts in oligonucleotides of varying base composition have been studied by induced circular dichroism (ICD) and light absorption spectroscopy. The sign of the ICD in single-stranded oligonucleotide adducts correlates with the absolute configuration of the ...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx9702244

    authors: Pradhan P,Jernström B,Seidel A,Nordén B,Gräslund A

    更新日期:1999-05-01 00:00:00

  • Notopterygium forbesii boiss extract and its active constituents increase reactive species and heme oxygenase-1 in human fetal hepatocytes: mechanisms of action.

    abstract::Notopterygium forbesii Boiss (NF) has been used as a traditional Chinese medicine for the treatment of common cold and rheumatism. However, there has been limited research on the biological properties of NF, and the mechanisms of action remain unknown. Here, we aimed to study the mechanism of NF-induced heme oxygenase...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx800301f

    authors: Tang SY,Wang H,Zhang W,Halliwell B

    更新日期:2008-12-01 00:00:00

  • Biotransformation Mechanism of Pesticides by Cytochrome P450: A DFT Study on Dieldrin.

    abstract::Pesticide biotransformation, especially by cytochrome P450 enzymes (CYPs), may produce metabolites with substantially altered toxicological and physicochemical profiles, which has drawn great attention as a basis for environmental risk assessment. CYPs are active in the metabolism of various reactions of pesticides, a...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/acs.chemrestox.0c00013

    authors: Chai L,Ji S,Zhang S,Yu H,Zhao M,Ji L

    更新日期:2020-06-15 00:00:00

  • Identification of protein targets of 4-hydroxynonenal using click chemistry for ex vivo biotinylation of azido and alkynyl derivatives.

    abstract::Polyunsaturated fatty acids (PUFA) are primary targets of free radical damage during oxidative stress. Diffusible electrophilic alpha,beta-unsaturated aldehydes, such as 4-hydroxynonenal (HNE), have been shown to modify proteins that mediate cell signaling (e.g., IKK and Keap1) and alter gene expression pathways respo...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx700347w

    authors: Vila A,Tallman KA,Jacobs AT,Liebler DC,Porter NA,Marnett LJ

    更新日期:2008-02-01 00:00:00

  • The Impact of the COVID-19 Pandemic on the Future of Science Careers.

    abstract::As COVID-19 swept across the world, it created a global pandemic and an unpredictable and challenging job market. This article discusses the future of the 2020-2021 job market in both academia and industry in the midst and aftermath of this pandemic. ...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/acs.chemrestox.0c00436

    authors: Perera HM,Griffin WC,Kankanamage RNT,Pathira Kankanamge LS

    更新日期:2020-12-23 00:00:00

  • Human flavin-containing monooxygenase form 2 S-oxygenation: sulfenic acid formation from thioureas and oxidation of glutathione.

    abstract::Thioureas are oxygenated by flavin-containing monooxygenases (FMOs), forming reactive sulfenic and/or sulfinic acids. Sulfenic acids can reversibly react with GSH and drive oxidative stress through a redox cycle. For this reason, thiourea S-oxygenation is an example of FMO-dependent bioactivation of a xenobiotic. Func...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx034253s

    authors: Henderson MC,Krueger SK,Stevens JF,Williams DE

    更新日期:2004-05-01 00:00:00

  • Metabolic studies on phencyclidine: characterization of a phencyclidine iminium ion metabolite.

    abstract::Studies on the metabolic bioactivation of the psychotomimetic amine phencyclidine have been pursued through the characterization of a new metabolite which is formed via initial cytochrome P-450 catalyzed oxidation of the parent drug to the corresponding iminium species. CI mass spectrometric and diode array UV and 1H ...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx00002a007

    authors: Hoag MK,Schmidt-Peetz M,Lampen P,Trevor A,Castagnoli N Jr

    更新日期:1988-03-01 00:00:00

  • Particulate depleted uranium is cytotoxic and clastogenic to human lung cells.

    abstract::Depleted uranium (DU) is commonly used in military armor and munitions, and thus, exposure of soldiers and non-combatants is potentially frequent and widespread. DU is considered a suspected human carcinogen, affecting the bronchial cells of the lung. However, few investigations have studied DU in human bronchial cell...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx700026r

    authors: Wise SS,Thompson WD,Aboueissa AM,Mason MD,Wise JP Sr

    更新日期:2007-05-01 00:00:00

  • Carboxylate Counteranions in Electronic Cigarette Liquids: Influence on Nicotine Emissions.

    abstract::The wide pH range reported for electronic cigarette (ECIG) liquids indicates that nicotine may be present in one or more chemical forms. The nicotine form affects the bioavailability and delivery of nicotine from inhaled products. Protonated nicotine is normally associated with counteranions in tobacco products. The c...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/acs.chemrestox.7b00090

    authors: El-Hellani A,El-Hage R,Salman R,Talih S,Shihadeh A,Saliba NA

    更新日期:2017-08-21 00:00:00

  • Comparison of crystal structure and theory for 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine.

    abstract::The crystal structure of the food mutagen 2-amino-1-methyl-6-phenylimidazo[4,5-b] pyridine (PhIP) has been determined by single-crystal X-ray crystallography. Crystals grown by evaporation of an aqueous solution form in the monoclinic space group P2(1)/n with two molecules of PhIP per asymmetric unit, along with six w...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx950168b

    authors: Parkin S,Marsch GA,Hope H,Whitney E,Winter NW,Colvin ME,Felton JS,Turteltaub KW

    更新日期:1996-04-01 00:00:00

  • Radicals derived from histone hydroperoxides damage nucleobases in RNA and DNA.

    abstract::Exposure of individual histone proteins (H1, H2A, H2B, H3, or H4) and histone octamers (consisting of two molecules each of H2A, H2B, H3, and H4) to hydroxyl radicals, generated by gamma-irradiation, in the presence of O(2) generates protein-bound hydroperoxides in a dose-dependent fashion; this is in accord with prev...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/tx000053u

    authors: Luxford C,Dean RT,Davies MJ

    更新日期:2000-07-01 00:00:00

  • Molecular Signatures Associated with Treatment of Triple-Negative MDA-MB231 Breast Cancer Cells with Histone Deacetylase Inhibitors JAHA and SAHA.

    abstract::Jay Amin hydroxamic acid (JAHA; N8-ferrocenylN1-hydroxy-octanediamide) is a ferrocene-containing analogue of the histone deacetylase inhibitor (HDACi) suberoylanilide hydroxamic acid (SAHA). JAHA's cytotoxic activity on MDA-MB231 triple negative breast cancer (TNBC) cells at 72 h has been previously demonstrated with ...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章

    doi:10.1021/acs.chemrestox.7b00269

    authors: Librizzi M,Caradonna F,Cruciata I,Dębski J,Sansook S,Dadlez M,Spencer J,Luparello C

    更新日期:2017-12-18 00:00:00