Double-head haptens. Synthesis of and experimentally induced contact sensitivity to substances containing two unrelated haptens, pyrocatechol and alpha-methylene-gamma-butyrolactone, in the same molecule.
A "double-head" hapten containing a pyrocatechol and an alpha-methylene-gamma-butyrolactone moiety (3) and "monofunctional haptens" with either one of these moieties (18 and 19) connected by a six-carbon chain have been synthesized, and their sensitizing capacity was tested on guinea pigs. In the "double-head" hapten, only the pyrocatechol end is "recognized". A possible interpretation of the biological results is offered.
D015107:4-Butyrolactone / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D002396:Catechols / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D005620:Freund's Adjuvant; D005663:Furans / Q000138:chemical synthesis*; D006168:Guinea Pigs; D006241:Haptens / Q000633:toxicity; D007428:Intradermal Tests; D007509:Irritants
D002396:Catechols; D005663:Furans; D006241:Haptens; D007509:Irritants; D005620:Freund's Adjuvant; D015107:4-Butyrolactone