THE REPLACEABILITY OF dl-METHIONINE IN THE DIET OF THE RAT WITH ITS α-KETO ACID ANALOGUE

There is strong evidence for the belief that methionine may be oxidatively deaminated in the animal organism. Not only has it been shown that a-keto-y-methiolbutyric acid is formed by the action of kidney slices on methionine under proper conditions (2), but also that rats fed large amounts of this sulfur-containing amino acid excrete the corresponding cu-ketonic acid in the urine (3). Although a number of compounds closely allied to methionine, including the corresponding sulfoxide (4), sulfone (5), and methylsulfonium chloride (5), as’ well as homocystine (6) and 01hydroxy-y-methiolbutyric acid (7), have been studied with reference to their effectiveness in replacing methionine for growth purposes in the diet of young rats, it has remained for the a-keto acid analogue of the latter amino acid to be investigated in this regard. The preparation of a-keto-y-methiolbutyric acid for the present study involved splitting the corresponding 2,4dinitrophenylhydrazine derivative by heating under pressure with aqueous acetone, a procedure similar to that used successfully by Collatz and Neuberg (8) to prepare crystalline dihydroxyacetone from its hydrazone. In the present instance the appropriate hydrazone was prepared in quantity by taking advantage of a reaction reported some years ago by Bergmann and Stern (9). These investigators observed that the chemical oxidative deamination of alanine could be effected by converting the amino acid to its cu-bromopropionyl derivative, treating the latter with acetic anhydride and sodium acetate to form a halogen-free azlactone, and subsequently htating the mixture wit.h dilute acid. An intramolecular oxidation-reduct,ion reaction is involved in which the a-carbon of the amino acid is oxidized to a keto group, and the halogenated fatty acid is reduced to the non-substituted fatty acid. We have found that methionine can bc oxidat,ively deaminated in a similar manner.

• Publication year

  1942

• Venue

  Journal of Biological Chemistry

• Publication date

  1942-09-01

• Fields of study

  Biology, Chemistry

• Identifiers
  DOI 10.1016/s0021-9258(18)45020-x
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• No references are available for this paper.

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