Antimetabolites produced by microorganisms. XV. Synthesis of 2-methyl-L-arginine, 2-methyl-L-ornithine and their enantiomers.
- 1 January 1976
- journal article
- research article
- Published by Japan Antibiotics Research Association in The Journal of Antibiotics
- Vol. 29 (3) , 221-226
- https://doi.org/10.7164/antibiotics.29.221
Abstract
5-(3-Azidopropyl)-5-methyl-2,4-imidazolidinedione was prepared from 5-(3-chloropropyl)-5-methyl-2,4-imidazolidinedione or 5-methyl-5-{3-[(4-methylphenyl)sulfonyloxy]-propyl}-2,4-imidazolidinedione and hydrogenolyzed to the corresponding amine which, after carbamimidoylation, afforded 2-methyl-DL-arginine upon acid hydrolysis. Racemic 2-methylarginine was converted enzymically to a mixture of 2-methyl-D-arginine and 2-methyl-L-ornithine. 2-Methyl-L-arginine was reconstructed from 2-methyl-L-ornithine via its Cu(II) chelate with O-methyl-isourea, and 2-methyl-D-ornithine was obtained by alkaline hydrolysis of 2-methyl-D-arginine.This publication has 1 reference indexed in Scilit:
- USE OF COPPER (II) ION IN MASKING α-AMINO GROUPS OF AMINO ACIDSJournal of Biological Chemistry, 1949