T. Jain, C. Kaiser, D. Ackerman
Dec 1, 1986
Citations
0
Influential Citations
5
Citations
Journal
Canadian Journal of Chemistry
Abstract
Dopamine, a physiologically important biogenic amine, is readily sulfoconjugated in vivo to give the 3- and 4-O-sulfates of pharmacologic importance. A major synthetic source of these esters has involved reaction of dopamine with sulfuric acid; however, the homogeneity of the products of this apparently straightforward reaction has been questioned. For this reason, in the present study this reaction was studied in considerable detail and our results establish that the concern about the authenticity and purity of dopamine-O-sulfates used for pharmacological studies is justified. In addition to the esters, difficultly separable dopamine-2, -5, and -6-sulfonic acids, plus several unidentified products, were obtained. A detailed account of the isolation and physicochemical characteristics of the identified products is presented. The dopamine-O-sulfates, whose structures have recently been established unequivocally by single crystal X-ray diffractometric analysis in this laboratory, were further characterized ...