Abstract
Formation of estra-1,3,5(10)-trienes substituted in the 7-position by a 3-thiopropionic acid side chain occurs by light-catalyzed reaction of β-mercaptopropionic acid with 1,3,5(10),6-estratetraenes. The reaction yields a mixture of α and β-epimers, which can be distinguished by their nmr spectra in pyridine. Both estrone and estradiol analogs were prepared. Addition of acetylene to estrone derivatives led to mestranol and ethynylestradiol analogs. The carboxylic acids were coupled with bovine serum albumin (with an incorporation of 25–30 steroid residues per albumin molecule) to yield antigens for the synthetic and natural estrogens which caused formation of specific antibodies.
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