Premium
Synthesis of selectively 13 C‐labelled benzoic acid for nuclear magnetic resonance spectroscopic measurement of glycine conjugation activity
Author(s) -
Akira Kazuki,
Hasegawa Hiroshi,
Baba Shigeo
Publication year - 1995
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580360905
Subject(s) - chemistry , benzoic acid , hippuric acid , carbon 13 , glycine , protonation , nuclear magnetic resonance spectroscopy , yield (engineering) , nuclear chemistry , acetone , nuclear magnetic resonance , radiochemistry , stereochemistry , organic chemistry , amino acid , urine , biochemistry , ion , physics , materials science , quantum mechanics , metallurgy
Abstract The synthesis of [4‐ 13 C]benzoic acid (BA) labelled in a single protonated carbon, for use as a probe to measure glycine conjugation activity by nuclear magnetic resonance (NMR) spectroscopy, has been reported. The labelled compound was prepared by a seven‐step synthetic scheme on a relatively small scale using [2‐ 13 C]acetone as the source of label in overall yield of 16 %. The usefulness of [4‐ 13 C]BA was demonstrated by the NMR spectroscopic monitoring of urinary excretion of [4‐ 13 C]hippuric acid in the rat administered with the labelled BA.