Activation and cross-reactivity pattern of a new allergen in adhesive plaster

Contact Dermatitis. 2000 Jan;42(1):11-7. doi: 10.1034/j.1600-0536.2000.042001011.x.

Abstract

N,N'-disalicylidene-1,2-diaminopropane is a copper inhibitor present in some adhesive plasters, rubber products and gasoline. Upon contact with water it is hydrolyzed to salicylaldehyde and 1,2-diaminopropane. All patients in this study showed positive patch-test reactions to N,N'-disalicylidene-1,2-diaminopropane, and also to 1,2-diaminopropane and ethylenediamine. None reacted to salicylaldehyde. Patch testing with different N,N'-disalicylidene-derivatives showed localization of the amino groups in positions 1 and 2 to be a prerequisite of cross-reactivity to 1,2-diaminopropane and ethylenediamine. An extraction procedure and a high-performance liquid chromatography (HPLC) method for the analysis of adhesive plasters is described. Studies of the hydrolysis of the copper inhibitor at physiological pH showed rapid formation of 1,2-diaminopropane under biomimetic conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adhesives / adverse effects*
  • Adhesives / chemistry
  • Allergens* / immunology
  • Bandages*
  • Chromatography, High Pressure Liquid
  • Chromatography, Thin Layer
  • Cross Reactions
  • Dermatitis, Allergic Contact / etiology
  • Diamines / adverse effects
  • Diamines / analysis
  • Ethylenediamines / adverse effects
  • Humans
  • Hydrogen-Ion Concentration
  • Patch Tests*

Substances

  • Adhesives
  • Allergens
  • Diamines
  • Ethylenediamines
  • disalicylidene propandiamine
  • ethylenediamine
  • 1,2-diaminopropane