Allergic contact dermatitis to tulips: an example of enantiospecificity.
Allergic contact dermatitis (ACD), an immunological reaction of the skin resulting from contact with reactive compounds occurring in plants was shown to the enantiospecific (animals sensitized to a compound do not react to its nonsuperimposable mirror image). Thus, when guinea pigs were experimentally sensitized to (+)-tulipalin B (a compound present in tulip bulbs) they did not react to its enantiomer, (-)-tulipalin B. This was also true for (+)- and (-)-beta-hydroxy-gamma-methyl-alpha-methylene-gamma-butyrolactones.
Papageorgiou
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Laboratoire de Dermatochimie, Associé au CNRS, Université Louis Pasteur, Strasbourg, France.
Stampf
J L
JL
Benezra
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D015107:4-Butyrolactone / Q000031:analogs & derivatives / Q000276:immunology / Q000633:toxicity*; D000818:Animals; D003877:Dermatitis, Contact / Q000209:etiology*; D005663:Furans / Q000633:toxicity*; D006168:Guinea Pigs; D010947:Plants, Toxic / Q000276:immunology*; D011948:Receptors, Antigen, T-Cell / Q000276:immunology; D013237:Stereoisomerism; D013601:T-Lymphocytes / Q000276:immunology
D005663:Furans; D011948:Receptors, Antigen, T-Cell; C048810:tulipalin B; D015107:4-Butyrolactone