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New synthetic technique for carbon isotope labeling

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CADIAC publishes in Journal of the American Chemical Society where they report on a novel method for the introduction of carbon isotopes into pharmaceutical relevant molecules.

2019.09.05 | Lise Refstrup Linnebjerg Pedersen

CADIAC publishes in Journal of the American Chemical Society on a novel approach to isotopically labeled beta-amino acid /beta-aminoketone fragments. Image: Reprinted and modified with permission from J. Am. Chem. Soc.20191413011821-11826. Copyright 2019 American Chemical Society.

CADIAC publishes in Journal of the American Chemical Society on a novel approach to isotopically labeled beta-amino acid /beta-aminoketone fragments. Image: Reprinted and modified with permission from J. Am. Chem. Soc.20191413011821-11826. Copyright 2019 American Chemical Society.

Carbon isotope labeling of new drug candidates is an important process for allowing preclinical and clinical investigations on a specific compound’s distribution, metabolism, and toxicity. Such studies represent one of many mandatory requirements by regulative administrations for drug approval. In this paper, published in the Journal of the American Chemical Society, the CADIAC team represented by Anne Ravn, Maria Vilstrup, Peter Noerby, Dennis Nielsen, Kim Daasbjerg and Troels Skrydstrup report on a new synthetic technique exploiting sophisticated organometallic chemistry for the specific carbon isotope labeling of b-amino acids and derivatives thereof, as well as b-amino ketones. The methodology proved highly adaptable for the synthesis of the anti-diabetic drug, sitagliptin, with a single carbon isotope label.

More information

This work is financially supported by the Danish National Research Foundation (CADIAC, CMC), NordForsk (NordCO2), and Aarhus University.

The research was carried out by researchers from Carbon Dioxide Activation Center (CADIAC) and Center for Materials Crystallography (CMC)at Interdisciplinary Nanoscience Center (iNANO) and Department of Chemistry, Aarhus University. Professor Troels Skrydstrup has been in charge of the research team behind the study.

Read more about the results in Journal of the American Chemical Society:

Ravn, A. K.; Vilstrup, M. B. T.; Noerby, P.; Nielsen, D. U.; Daasbjerg, K.; Skrydstrup, T. Carbon Isotope Labeling Strategy for β-Amino Acid Derivatives via Carbonylation of Azanickellacycles. J Am Chem Soc. 2019. doi: 10.1021/jacs.9b05934.

Contact

Professor Troels Skrydstrup
Interdisciplinary Nanoscience Center and Department of Chemistry
Aarhus University
ts@chem.au.dk - +45 87156757 –

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