LABELED CHIRAL ALPHA-HYDROXY KETOACID DERIVATIVES, A PROCESS FOR PREPARING SAID DERIVATIVES AND THEIR USE

摘要

The present invention relates to labeled chiral alpha-hydroxy ketoacid derivatives, a process for preparing the derivatives and their use for isotopic labeling of amino acids, in particular, for isotopic labeling of methyl groups of amino acids, and more particularly, for specific isotopic labeling of valine, leucine and isoleucine methyl groups, in proteins and biomolecular assemblies. The invention also concerns a process for analyzing proteins and biomolecular assemblies by NMR spectroscopy including a step of isotopic labeling of amino acids, in particular, valine, leucine and isoleucine, in proteins and biomolecular assemblies to be analyzed by the chiral alpha-hydroxy ketoacid derivatives of the invention.;The invention further relates to a kit for isotopic labeling of valine, leucine and isoleucine amino acids, in proteins and biomolecular assemblies including one or more chiral alpha-hydroxy ketoacid derivatives of the invention.

主权项

1. A compound of formula (I) having an (S) configuration: wherein
X1 and X2 are, independently from each other, 1H (H) or 2H (D);Y1, Y2 and Y3 are, independently from each other, 12C (C) or 13C;R1 is a methyl group in which the carbon atom is 12C (C) or 13C and the hydrogen atoms are, independently from each other, 1H (H) or 2H (D);R2 is a methyl group in which the carbon atom is 12C (C) or 13C and the hydrogen atoms are, independently from each other, 1H (H) or 2H (D); orR2 is an ethyl group in which the carbon atoms are, independently from each other, 12C (C) or 13C and the hydrogen atoms are, independently from each other, 1H (H) or 2H (D), with the proviso that in compound of formula (I), at the same time, at least one hydrogen atom is 2H (D) and at least one carbon atom is 13C.