Counting the truxillines—11 or more, the question is now
Corresponding Author
Tomislav Portada
Laboratory for the Computational Design and Synthesis of Functional Materials, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia
Correspondence
Tomislav Portada, Laboratory for the Computational Design and Synthesis of Functional Materials, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička cesta 54, 10000 Zagreb, Croatia.
Email: [email protected]
Contribution: Conceptualization, Writing - original draft, Supervision, Investigation, Visualization
Search for more papers by this authorZlatko Brkljača
Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia
Selvita d. o. o., Zagreb, Croatia
Contribution: Investigation, Visualization
Search for more papers by this authorCorresponding Author
Tomislav Portada
Laboratory for the Computational Design and Synthesis of Functional Materials, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia
Correspondence
Tomislav Portada, Laboratory for the Computational Design and Synthesis of Functional Materials, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička cesta 54, 10000 Zagreb, Croatia.
Email: [email protected]
Contribution: Conceptualization, Writing - original draft, Supervision, Investigation, Visualization
Search for more papers by this authorZlatko Brkljača
Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia
Selvita d. o. o., Zagreb, Croatia
Contribution: Investigation, Visualization
Search for more papers by this authorAbstract
Truxillines are a group of tropane alkaloids present in coca leaves that are formed by photochemical dimerization of cinnamoylcocaine(s). Proportion of different truxilline forms present in cocaine serves as its geographical, manufacture, and storage “fingerprint”; thus, the quantitative determination of truxilline content represents one of the powerful methods of analysis and characterization of cocaine samples. Contrary to the statements repeatedly presented in the literature, namely, that there exist exactly 11 truxillines and that every single truxilline is diastereomer of any other, here we show that, in fact, a total of 15 truxillines exist, which can be divided in two structurally isomeric groups—five mutually diastereomeric truxillates and 10 mutually diastereomeric truxinates.
Open Research
DATA AVAILABILITY STATEMENT
Data sharing is not applicable to this article as no datasets were generated.
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