Biosynthesis of blasticidin S from L-. alpha.-arginine. Stereochemistry in the arginine-2, 3-aminomutase reaction

PC Prabhakaran, NT Woo, PS Yorgey…

Index: Prabhakaran; Woo; Yorgey; Gould Journal of the American Chemical Society, 1988 , vol. 110, # 17 p. 5785 - 5791

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Citation Number: 47

Abstract

Abstract: A series of labeled a-arginines have been fed to fermentations of Streptomyces griseochromogenes in order to examine the mechanism of L-@-arginine formation in the biosynthesis of the antibiotic blasticidin S.[3-'3C, 2-'SN] Arginine was synthesized and fed; analysis of the derived antibiotic by I3C NMR spectroscopy revealed the retention of the original a-nitrogen and its intramolecular migration to the@ position, revealing the ...