New derivatives of argininosuccinic acid in the urine of a patient with argininosuccinicaciduria.

Abstract

The urine of a patient with argininosuccinicaciduria contains several previously undescribed compounds that can be derived chemically from argininosuccinic anhydride (I). One of the major compounds is 8-carboxy-2-carboxymethyl-3-oxo-2,3,5,6,7,8-hexa-hydro-1H-imidazo [1,2-a][1,3]diazepine, which exists as two diastereoisomers that are readily interconvertible at pH5. The corresponding ring-opened monocyclic diazepines are also present, as well as traces of the isomeric hexahydroimidazodiazepines that are formally related to argininosuccinic anhydride (II). The formation and stereochemistry of these compounds are discussed.

• Authors: C R Lee, R J Pollitt
• Journal: The Biochemical journal (Biochem J) Vol. 126 Issue 1 Pg. 79-87 (Jan 1972) ISSN: 0264-6021 [Print] England
• PMID: 5075233 (Publication Type: Journal Article)

Chemical References

• Azepines
• Imidazoles
• Succinates
• Arginine
• Deuterium

Topics

• Amino Acid Metabolism, Inborn Errors (urine)
• Arginine (urine)
• Azepines (urine)
• Chromatography
• Deuterium
• Electrophoresis
• Humans
• Hydrogen-Ion Concentration
• Imidazoles (urine)
• Magnetic Resonance Spectroscopy
• Stereoisomerism
• Structure-Activity Relationship
• Succinates (urine)