Active sensitization and occupational allergic contact dermatitis caused by para‐tertiary‐butylcatechol

Estlander, Tuula; Kostiainen, Mlnna; Jolanki, R; Kanerva, Lasse

doi:10.1111/j.1600-0536.1998.tb05659.x

Cited by 49 publications

(36 citation statements)

References 15 publications

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“…Activated intermediates of two inducers of ACD, 1,4-benzoquinone 2 and 4-t-butyl-1,2-benzoquinone 3 ( fig. 2) were chosen as model haptens [4,8] and the outcome of the reaction of these haptens with the model peptide under physiologic conditions was analyzed. The adducts were isolated and their structures determined by nuclear magnetic resonance (NMR) and mass spectrometry (MS).…”

Section: Introductionmentioning

confidence: 99%

Reactivity of Contact Allergenic Haptens to Amino Acid Residues in a Model Carrier Peptide, and Characterization of Formed Peptide-Hapten Adducts<sup>1</sup>

Ahlfors

Sterner

Hansson

2003

Skin Pharmacol Physiol

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The type of chemical reaction between hapten and carrier protein in the formation of a complete antigen in vivo giving rise to an allergic contact dermatitis (ACD, type IV allergy) is essentially unknown. About 4,000 low-molecular organic compounds are known to have allergenic properties. α,β-Unsaturated carbonyl structures are frequently present among these compounds. Haptens giving rise to antibody formation and type I allergy have been shown to add predominantly to lysine in the carrier protein. In this paper, the reactivity of activated type IV haptens to a model peptide is reported. Essentially all amino acids with nucleophilic properties were present in the model peptide. Investigation of the relative reactivities of the amino acid residues to activated haptens under biomimetic conditions is performed in order to determine the proportions between the adducts of the different amino acid moieties. In all cases, the electrophilic α,β-unsaturated haptens were found to be added to the cysteine residue and no lysine adduct was recorded. Nuclear magnetic resonance (NMR) spectroscopy was used to exclude steric hindrance of any amino acid residue in the addition reaction. The hapten-modified peptides were isolated and characterized by NMR and mass spectrometry.

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Section: Introductionmentioning

confidence: 99%

Reactivity of Contact Allergenic Haptens to Amino Acid Residues in a Model Carrier Peptide, and Characterization of Formed Peptide-Hapten Adducts<sup>1</sup>

Ahlfors

Sterner

Hansson

2003

Skin Pharmacol Physiol

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“…1). This study notes the potential for cross‐reactivity between PTBP‐FR and PTBC 61 . PTBC has also been identified as an allergen present in PTBP‐FR 37 .…”

Section: Discussionmentioning

confidence: 59%

Concentration variability of potent allergens of p-tert-butylphenol-formaldehyde resin (PTBP-FR) in patch test preparations and commercially available PTBP-FR

Hamann

Zimerson

Hamann

et al. 2012

British Journal of Dermatology

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Our data suggest that reporting resin concentration in petrolatum is not predictive of a consistent concentration of the two main allergens of PTBP-FR. The 10-fold difference in allergen concentration between different patch test preparations has significant ramifications for maintaining consistent dose of delivered allergen. The results of this study reinforce the need for patch test product standardization in the contact dermatitis community.

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“…The compound 4-tert-butylcatechol 1% pet caused several cases of active sensitization as recently reported in detail (14). We have recommended to use a lower patch-test concentration with this chemical, and are currently patch-testing 4-tertbutylcatechol at 0.5% and 0.25% pet (14, Table I).…”

Section: Discussionmentioning

confidence: 80%

“…allergens are epoxy resins, including standard epoxy resin, novolac epoxy resin, the epoxy reactive diluents phenyl glycidyl ether, o-cresyl glycidyl ether (10), phenol formaldehyde resin, 4-tert-butylcatechol (14) and diaminodiphenyl methane, benzoyl peroxide and hexamethylene tetramine. Formaldehyde is used in the plastic industry, but it has also many other applications, and is a more common cause of allergic patch-test reactions than the above-mentioned substances.…”

Section: Discussionmentioning

confidence: 99%

Patch-test Reactions to Plastic and Glue Allergens

Kanerva

Jolanki²,

Alanko³

et al. 1999

Acta Dermato-Venereologica

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Plastics and glues are common causes of occupational dermatoses, but only few reports have dealt with patch-test reactions caused by plastic and glue allergens. Patients exposed to plastics and remitted to an occupational dermatology clinic, were patch-tested with 50-53 plastic and glue allergens during a 6-year period. Conventional patch-test techniques were used. The most common causes of allergic patch-test reactions in 360 patients were novolac epoxy resin (5.1%), phenol formaldehyde resin (3.1%), 4-tert-butylcatechol (2.6%), phenyl glycidyl ether (2.6%), diaminodiphenyl methane (2.2%), benzoyl peroxide (2.2%), hexamethylene tetramine (2.0%) and o-cresyl glycidyl ether (1.6%). The allergens that most often elicited irritant patch-test reactions were: benzoyl peroxide (9.5%), abitol alcohol (3.6%), hydroquinone (3.1%), acid-catalyzed phenol formaldehyde resin (2.5%) and toluene diisocyanate (1.9%). Twenty-six out of 53 chemicals caused no allergic reaction during the 6-year period. Plastic allergens in the standard series provoked allergic reactions with formaldehyde (5.8%), diglycidyl ether of bisphenol A (3.2%), 4-tert-butylphenol-formaldehyde-resin (1.1%), toluene sulphonamide formaldehyde-resin (1.1%) and triethylenglycol diacrylate (0.4%). Although half of the plastic chemicals gave no allergic patch-test reactions during a 6-year period, with unusual allergens this low yield needs to be accepted, because otherwise rare allergies will not be detected. Also a negative reaction has diagnostic value.

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Active sensitization and occupational allergic contact dermatitis caused by para‐tertiary‐butylcatechol

Cited by 49 publications

References 15 publications

Reactivity of Contact Allergenic Haptens to Amino Acid Residues in a Model Carrier Peptide, and Characterization of Formed Peptide-Hapten Adducts<sup>1</sup>

Reactivity of Contact Allergenic Haptens to Amino Acid Residues in a Model Carrier Peptide, and Characterization of Formed Peptide-Hapten Adducts<sup>1</sup>

Concentration variability of potent allergens of p-tert-butylphenol-formaldehyde resin (PTBP-FR) in patch test preparations and commercially available PTBP-FR

Patch-test Reactions to Plastic and Glue Allergens

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