The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
ANTIMETABOLITES PRODUCED BY MICROORGANISMS. XV
SYNTHESIS OF 2-METHYL-L-ARGININE, 2-METHYL-L-ORNITHINE AND THEIR ENANTIOMERS
H. MAEHRL. YARMCHUKM. LEACH
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JOURNAL FREE ACCESS

1976 Volume 29 Issue 3 Pages 221-226

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Abstract
5-(3-Azidopropyl)-5-methyl-2, 4-imidazolidinedione was prepared either 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.
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© Japan Antibiotics Research Association
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