New Chiral Synthons of 13C- or 15N-labelled α-amino acids
Conference poster, 2006

Easily available chiral synthons of α-amino acids selectively labelled with 13C or 15N could significantly simplify preparation of enantiomerically pure selectively isotopically substituted α-amino acids for NMR and MS studies of biological systems. Based on previously described preparation of labelled synthons of nucleophilic and electrophilic glycine, different approaches to labelled quaternary α-amino acids were evaluated. In the case of α-(13C)methyl α-amino acids, two alternatives exists: 1. preparation of an alanine synthon by introduction of the α-(13C)methyl group into a glycine synthon followed by an attachment of a side chain; 2. usage of α-amino acids synthons carrying a side chain and introduction of the α-(13C)methyl group. The second approach was found to be better suited for the preparative applications. An optimisation was done in order to increase yields and decrease release of by-products to waste water.

synthesis

synthons

labelled amino acids

Author

Alexander Popkov

Milan Nadvornik

Vratislav Langer

Chalmers, Chemical and Biological Engineering, Environmental Inorganic Chemistry

Robert Jirasko

Michal Holcapek

Antonin Lycka

Isotopes - 9th International Symposium

Vol. 9 206-

Subject Categories

Environmental Sciences

Organic Chemistry

More information

Created

10/7/2017