Properties and analysis of a stable derivative of pyrroline-5-car☐ylic acid for use in metabolic studies

✍ Scribed by Vasek A. Mezl; W. Eugene Knox

• Publisher: Elsevier Science
• Year: 1976
• Tongue: English
• Weight: 696 KB
• Volume: 74
• Category: Article
• ISSN: 0003-2697
• DOI: 10.1016/0003-2697(76)90223-2

✦ Synopsis

The unstable metabolic inte~ediate 'A-py~oiine-5-ca~oxylic acid (P5C or glutamic semiaidehyde) cannot be isolated as achemically pure solid because of its irreversible and concentration-dependent reaction with itself. This has been avoided by preparing it in dilute solution by periodate oxidation of Dr.-hydroxylysine and isolating it as a pure Z&dinitrophenylhydrazone from which P5C can be quanti~tively regenerated. The product has been characterized by various chemical and enzymatic tests and by comparison with two other types of preparation of P5C. One of the reactions used to standardize it, reduction to proline by borohydride, also produced hydroxynorvaline in amounts indicating that an equilibrium exists between the ring and open forms of P5C and glutamic semialdehyde.