Hydroperoxides in oxidized d-limonene identified as potent contact allergens

No abstract is available for this paper.

• Publication year

  2004

• Venue

  Archives of Dermatological Research

• Publication date

  Unknown publication date

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1007/BF00370734PMID 8154930
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Air oxidation of d‐limonene (the citrus solvent) creates potent allergens

  1992cited by this paper
• Studies of the quenching phenomenon in delayed contact hypersensitivity reactions

  1991cited by this paper
• The enhancement index concept applied to terpene penetration enhancers for human skin and model lipophilic (oestradiol) and hydrophilic (5-fluorouracil) drugs

  1991cited by this paper
• Animal experiments on the allergenicity of d-limonene--the citrus solvent.

  1991cited by this paper
• Monoterpenoids.

  1990cited by this paper
• Percutaneous absorption enhancing effect and skin irritation of monocyclic monoterpenes.

  1990cited by this paper
• Contact dermatitis with negative patch tests: the additive effect of allergens in combination

  1990cited by this paper
• Contact allergy to colophony. Chemical identifications of allergens, sensitization experiments and clinical experiences.

  1988cited by this paper
• Experiences with Freund's complete adjuvant test (FCAT) when screening for contact allergens in colophony

  1988cited by this paper
• Identification of 15‐Hydroperoxyabietic Acid as a Contact Allergen in Portuguese Colophony

  1988cited by this paper
• HRGC separation of hydroperoxides formed during the photosensitized oxidation of (R)-(+)-limonene

  1987cited by this paper
• The Freund's Complete Adjuvant Test and the Open Epicutaneous Test. A complementary test procedure for realistic assessment of allergenic potential.

  1985cited by this paper
• Characterization of the hydroperoxides derived from singlet oxygen oxidation of ( + )-limonene

  1981influential reference
• Monographs on fragrance raw materials.

  1979cited by this paper
• A convenient synthesis of allylic hydroperoxides

  1977cited by this paper
• A convenient and general preparation of alkyl hydroperoxides and dialkyl peroxides

  1977cited by this paper
• Inhibition of sensitization reactions induced by certain aldehydes.

  1976cited by this paper
• Facile and specific conversion of allylic alcohols to allylic chlorides without rearrangement

  1971cited by this paper
• Allergic contact dermatitis in the guinea pig : identifications of contact allergens

  1970cited by this paper
• [Studies on turpentine oil allergy. 1].

  1967cited by this paper
• Zur Autoxydation des (+)-Limonens

  1965cited by this paper
• On the chemical nature of the eczematogenic agent in oil of turpentine. III.

  1958cited by this paper
• Chemical aspects on turpentine exzema.

  1957cited by this paper
• Notes - Preparation of Some Substituted Allyl Hydroperoxides from Bromides

  1957cited by this paper
• Organic Peroxides. VI. Allyl Hydroperoxide1

  1957cited by this paper
• On the Nature of the Eczematogenic Component of Oxidized δ3-carene*

  1955cited by this paper
• On the chemical nature of the eczematogenic agent in oil of turpentine, I.

  1955cited by this paper
• On the nature of the eczematogenic component of oxidized delta 3-carene.

  1955cited by this paper

• Assessing the skin sensitization potential of fragrance ingredients in consumer products using the peroxidase peptide reactivity assay (PPRA) as an additional weight of evidence.

  2026cites this paper
• Molecular Dynamics Simulations of the Interactions of Organic Compounds at Indoor Relevant Surfaces.

  2025cites this paper
• A lipidomic approach towards identifying the effects of fragrance hydroperoxides on keratinocytes

  2024cites this paper
• Comparison of Three Gas Chromatographic Methods—Identification of Terpenes and Terpenoids in Cannabis sativa L.

  2024cites this paper
• Exploring the chemotaxonomic significance of selected Citrus essential oils through GC-MS/FID and multivariate correlation analyses

  2024cites this paper
• Limonene as a natural product extraction solvent

  2023cites this paper
• Common fragrance chemicals activate dendritic cells in coculture with keratinocytes

  2023cites this paper
• Patch testing hydroperoxides of limonene and linalool in consecutive patients—Results of the IVDK 2018–2020

  2023influential citation
• RIFM fragrance ingredient safety assessment, 2-cyclohexen-1-one, 2-methyl-5-propyl-, CAS Registry Number 1447712-18-6.

  2022cites this paper
• RIFM fragrance ingredient safety assessment, terpinolene, CAS Registry Number 586-62-9.

  2022cites this paper
• Green solvents for bioremediation

  2021cites this paper
• RIFM fragrance ingredient safety assessment, dl-limonene (racemic), CAS Registry Number 138-86-3.

  2021cites this paper
• Time trend of the exposure to geraniol in 24-h urine samples derived from the German Environmental Specimen Bank from 2004 to 2018.

  2021cites this paper
• Photo-protective effects of selected furocoumarins on β-pinene, R-(+)-limonene and γ-terpinene upon UV-A irradiation

  2021cites this paper
• Stereospecific Epoxidation of Limonene Catalyzed by Peroxygenase from Oat Seeds

  2021cites this paper
• Patch testing with purified and oxidized citronellol

  2020cites this paper
• Chemistry of Indoor Pollutants and Their Impacts on Human Health

  2020cites this paper
• Swelling of biodegradable polymers for the production of nanocapsules and films with the incorporation of essential oils

  2020cites this paper
• Chlorophyll-catalyzed photooxidation of limonene determines the interaction of citrus fruit with a wound pathogen

  2020cites this paper
• Molecular Aspects in Allergic and Irritant Contact Dermatitis

  2020cites this paper
• Quantification of selected aroma compounds in e-cigarette products and toxicity evaluation in HUVEC/Tert2 cells.

  2019cites this paper
• Applicability of amino acid derivative reactivity assay for prediction of skin sensitization by combining multiple alternative methods to evaluate key events.

  2019cites this paper
• Limonene: Natural monoterpene volatile compounds of potential therapeutic interest

  2019influential citation
• Limonene Hydroperoxides

  2019cites this paper
• Determination of potentially hazardous oxidation products in cosmetics containing lanolin or 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)ethanone (OTNE)

  2019cites this paper
• Exposure source for skin sensitizing hydroperoxides of limonene and linalool remains elusive: An analytical market surveillance.

  2019cites this paper
• Organic Solvents

  2019cites this paper
• General Discussion and Future Perspectives

  2019cites this paper
• Fragrance contact allergens in 5588 cosmetic products identified through a novel smartphone application

  2018cites this paper
• Photooxidation of Octahydro Tetramethyl Naphthalenylethanone in Perfumes and Aftershaves

  2018cites this paper
• Organic and natural cosmetic products : How safe are they?

  2018cites this paper
• Automated Solid-Phase Microextraction GC-MS/MS Method for Quantification of Volatile Limonene Oxidation Products in Encapsulated Orange Oil

  2018cites this paper
• Interlaboratory evaluation of methods to quantify skin‐sensitizing hydroperoxides of limonene and linalool (II): Analysis in cosmetic bases

  2018cites this paper
• Response to reviewers' comments

  2018influential citation
• Determination of fragrance allergens and their dermal sensitization quantitative risk assessment (QRA) in 107 spray perfumes

  2018cites this paper
• ANALYTICAL METHODOLOGIES FOR COMMON SKIN ALLERGENS

  2018cites this paper
• A two-dimensional non-comprehensive reversed/normal phase high-performance liquid chromatography/tandem mass spectrometry system for determination of limonene and linalool hydroperoxides.

  2018cites this paper
• Contact Allergy to Hydroperoxides of Linalool and D-Limonene in a US Population

  2017cites this paper
• Effects by inhalation of abundant fragrances in indoor air - An overview.

  2017cites this paper
• Can contact allergy to p‐phenylenediamine explain the high rates of terpene hydroperoxide allergy? – An epidemiological study based on consecutive patch test results

  2017cites this paper
• Interlaboratory evaluation of methods to quantify skin sensitizing hydroperoxides potentially formed from linalool and limonene in perfumes

  2017cites this paper
• Fungal biodeterioration of paper: development of safer and accessible conservation treatments

  2016cites this paper
• Fragrance Allergens, Overview with a Focus on Recent Developments and Understanding of Abiotic and Biotic Activation

  2016cites this paper
• Natural personal care products—analysis of ingredient lists and legal situation

  2016cites this paper
• Characterization of radicals arising from oxidation of commercially-important essential oils

  2016cites this paper
• Changes in Volatile Compounds during Aging of Sweet Fennel Fruits-Comparison of Hydrodistillation and Static Headspace Sampling Methods

  2016cites this paper
• CADRE-SS, an in Silico Tool for Predicting Skin Sensitization Potential Based on Modeling of Molecular Interactions.

  2016cites this paper
• Biotechnological production of limonene in microorganisms

  2016cites this paper
• Oxidized limonene and oxidized linalool – concomitant contact allergy to common fragrance terpenes

  2016cites this paper
• Oxidative tryptophan modification by terpene- and squalene-hydroperoxides and a possible link to cross-reactions in diagnostic tests.

  2015cites this paper
• Peroxide levels along the fragrance value chain comply with IFRA standards

  2015cites this paper
• An HPLC method for hydroperoxides derived from limonene and linalool in citrus oils, using post‐column luminol‐mediated chemiluminescence detection

  2015cites this paper
• Glycerol acetals and ketals as bio-based solvents: positioning in Hansen and COSMO-RS spaces, volatility and stability towards hydrolysis and autoxidation

  2015cites this paper
• Acute Limonene Toxicity in Escherichia coli Is Caused by Limonene Hydroperoxide and Alleviated by a Point Mutation in Alkyl Hydroperoxidase AhpC

  2015influential citation
• Severe Photo-oxidative Injury from Over-the-Counter Skin Moisturizer: A Child Abuse Mimic.

  2015cites this paper
• 14 – Constituent profiles

  2014cites this paper
• Limonene hydroperoxide analogues show specific patch test reactions

  2014cites this paper
• Mechanistic studies on the reactivity of sensitizing allylic hydroperoxides: investigation of the covalent modification of amino acids by carbon-radical intermediates

  2014cites this paper
• 2 – Essential oil composition

  2014cites this paper
• Characterization of skin sensitizers from autoxidized citronellol – impact of the terpene structure on the autoxidation process

  2014cites this paper
• Air‐oxidized linalool elicits eczema in allergic patients – a repeated open application test study

  2014cites this paper
• Determination of allergenic hydroperoxides in essential oils using gas chromatography with electron ionization mass spectrometry.

  2014cites this paper
• Stability of limonene and monitoring of a hydroperoxide in fragranced products

  2014cites this paper
• Scientific Committee on Consumer Safety SCCS

  2014cites this paper
• Assessment of the risk of respiratory sensitization from fragrance allergens released by air fresheners

  2014cites this paper
• An international multicentre study on the allergenic activity of air‐oxidized R‐limonene

  2013cites this paper
• Finding the optimal patch test material and test concentration to detect contact allergy to geraniol

  2013cites this paper
• Activation of non‐sensitizing or low‐sensitizing fragrance substances into potent sensitizers – prehaptens and prohaptens

  2013cites this paper
• Stability of Essential Oils: A Review

  2013cites this paper
• COD Contact Dermatitis Activation of non-sensitizing or low-sensitizing fragrance substances into potent sensitizers – prehaptens and prohaptens 1

  2013cites this paper
• α-Terpinene, an antioxidant in tea tree oil, autoxidizes rapidly to skin allergens on air exposure.

  2012cites this paper
• Impact of different storage conditions on the quality of selected essential oils

  2012cites this paper
• Dangerous cosmetics - criteria for classification, labelling and packaging (EC 1272/2008) applied to personal care products

  2012cites this paper
• Effets des sensibilisants sur la synthèse de la prostaglandine E2 : Mécanismes et intérêt dans la prédiction de l’allergie de contact

  2012cites this paper
• Fragrance allergens in scented consumer products on the Dutch market : Assessment of exposure levels and immune effects

  2012cites this paper
• Handbook of Herbs and Spices

  2012cites this paper
• Contact allergy to air‐exposed geraniol: clinical observations and report of 14 cases

  2012cites this paper
• Contact allergens for armpits--allergenic fragrances specified on deodorants.

  2012cites this paper
• Experimental and theoretical investigations of the autoxidation of geranial: a dioxolane hydroperoxide identified as a skin sensitizer.

  2011cites this paper
• Synthesis of allylic hydroperoxides and EPR spin-trapping studies on the formation of radicals in iron systems as potential initiators of the sensitizing pathway.

  2011cites this paper
• Les bases chimiques de l’allergie de contact

  2011cites this paper
• Analysis of Car-3-en-5-hydroperoxide

  2011influential citation
• A Detailed and Systematic Investigation of Personal Ventilation Systems

  2011cites this paper
• CFD Analysis of Personal Ventilation with Volumetric Chemical Reactions

  2010cites this paper
• Risk management by labelling 26 fragrances? Evaluation of Article 10 (1) of the seventh Amendment (Guideline 2003/15/EC) of the Cosmetic Directive.

  2010cites this paper
• Structural influence on radical formation and sensitizing capacity of alkylic limonene hydroperoxide analogues in allergic contact dermatitis.

  2010cites this paper
• Contact allergy to essential oils: current patch test results (2000–2008) from the Information Network of Departments of Dermatology (IVDK) *

  2010cites this paper
• Clinical relevance of positive patch test reactions to the 26 EU‐labelled fragrances

  2009cites this paper
• Clinical and experimental studies on oxidized fragrance terpenes as contact allergens

  2009influential citation
• Limonene Hydroperoxides in Allergic Contact Dermatitis. Radical Formation, Sensitizing Capacity and Immunogenic Complex Formation.

  2009influential citation
• Mechanistic proposal for the formation of specific immunogenic complexes via a radical pathway: a key step in allergic contact dermatitis to olefinic hydroperoxides.

  2009cites this paper
• Formation of Skin Sensitizers from Fragrance Terpenes via Oxidative Activation Routes. Chemical analysis, Structure Elucidation and Experimental Sensitization Studies

  2009cites this paper
• Carbon- and oxygen-centered radicals are equally important haptens of allylic hydroperoxides in allergic contact dermatitis.

  2008cites this paper
• Evaluation of ionization techniques for mass spectrometric detection of contact allergenic hydroperoxides formed by autoxidation of fragrance terpenes.

  2008cites this paper
• Cytochrome P450-mediated activation of the fragrance compound geraniol forms potent contact allergens.

  2008cites this paper
• Skin, drug and chemical reactions

  2008cites this paper
• In vitro analyses of immune responses to metal and organic haptens in humans with contact allergy

  2008cites this paper
• Allergic contact dermatitis--formation, structural requirements, and reactivity of skin sensitizers.

  2008cites this paper
• Mechanism of Air Oxidation of the Fragrance Terpene Geraniol.

  2008cites this paper
• Limonene hydroperoxide analogues differ in allergenic activity

  2008cites this paper