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E-/Z-, But Not Easy
Frank J. Dinan
In this case study, two students meet a professor who surprises them by telling them that a biochemically important molecule’s structure has been incorrectly represented in the published literature - in an article in the Proceedings of the National Academy of Sciences, a major biochemistry textbook, and even The Merck Index. The students are challenged to find the nature of the structural errors and correct them. In addition to demonstrating that the technical literature is not without its flaws, the case reviews important concepts related to geometric isomerism and tautomerism.
|Keywords:||Bilirubin; Z-isomer; E-isomer; geometric isomerism; Cahn-Ingold-Prelog; tautomerism; scientific literature|
|Educational Level:||Undergraduate lower division|
|Subject Headings:||Organic Chemistry Biochemistry|
|Copyright:||Copyright held by the National Center for Case Study Teaching in Science, University at Buffalo, State University of New York. Please see our usage guidelines, which outline our policy concerning permissible reproduction of this work.|
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