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(29.1X.92)Some spectral properties and luminescence intensities of Eu"' chelates with 4-(arylethynyl)pyridine-2,6-dicarboxylic acids 1-15 and 2,2',2",2"'-{[4-(arylethynyl)pyridine-2,6-diy~]bis(methy~enenitrilo)}tetrakis(acetic acids) 16-26 were measured both in H,O and EtOH solutions for the purpose of developing suitable labels to be used in time-resolved luminescence-based bioafinity assays (Tables I and 2). The substitution at the Ar group has a significant effect upon the observed luminescence intensities, excitation wavelengths, and decay constants of the complexes. Moreover, the changes in the environment cause great variation in those properties of certain Eu"' chelates.

(Aminooxy)butyl- and -hexylamines and alcohols were synthesized by the Ing-Manske modification of the Gabriel synthesis. The aminooxy group of these heterobifunctional spacer reagents is a far more powerful nucleophile than the amino or hydroxy group because of the oxygen atom adjacent to the amino group (alpha-effect). The aminooxy group reacts readily with keto groups while the amino or hydroxy (or other) group remains free for further reactions. These excellent heterobifunctional spacer reagents were used here to derivatize keto steroids in an alkaline alcoholic solution. Using the described, general, and easy one-step synthesis, aliphatic amino or hydroxy groups with a spacer arm have been introduced to testosterone, 6-ketoestradiol, and cortisol.

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