Synthese von Blepharismon, dem niedermolekularen Konjugationshormon von Blepharisma japonicum / Synthesis of Blepharismone, the Low-Molecular Conjugation Hormone of Blepharisma japonicum

Abstract

Abstract An effective and versatile synthesis of 5-hydroxytrypto-phane derivatives offers good access to the conjugation in­ducing hormone blepharismone of the ciliate Blepharisma japonicum and to derivatives and analogues of this biolog­ically active compound. 5′-Fluoroblepharismone and 2′-des-formamidoblepharismone induce conjugation at 500 and 1200 times, respectively, the concentration of the true effector. At high concentration, however, the 2′-des-formamido derivative desensitizes the receptor system for the natural gamone.