Open AccessIsolation and Identification of 2‐Deoxy‐2,3‐dehydro‐ N ‐Acetylneuraminic Acid from the Urine of a Patient with Sialuria
Author(s) -
KAMERLING Johannis P.,
VLIEGENTHART Johannes F. G.,
SCHAUER Roland,
STRECKER Gèrard,
MOÖTREUIL Jean
Publication year - 1975
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1975.tb02228.x
Subject(s) - chemistry , sialic acid , n acetylneuraminic acid , chromatography , urine , orcinol , neuraminic acid , thiobarbituric acid , mass spectrometry , biochemistry , enzyme , lipid peroxidation
N ‐Acetylneuraminic acid preparations from the urine of a patient with sialuria contain 1—2% of 2‐deoxy‐2,3‐dehydro‐ N ‐acetylneuraminic acid. This new human sialic acid was isolated by ion‐exchange and partition chromatography. The structure has been elucidated by mass spectrometry and confirmed by comparison with the synthetic compound. The properties of this unsaturated sialic acid in the orcinol/Fe 3+ /HCl and the periodic acid/thiobarbituric acid tests as well as in thin‐layer and gas‐liquid chromatography are described. It does not react with acylneuraminate pyruvate‐lyase. The origin of this new human sialic acid is discussed.