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Acetate-[2-13C,2-2H3] as a precursor in polyketide biosynthesis: Detection of deuterium incorporation with 13C-NMR

✍ Scribed by Ushio Sankawa; Hisao Shimada; Kazuo Yamasaki


Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
261 KB
Volume
19
Category
Article
ISSN
0040-4039

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✦ Synopsis


The fate of acetate hydrogen in polyketide biosynthesis is an interesting subject which has not been studied in detail. 2 H and 3R-RMR spectrometries have been applied to tracing acetate hydrogen in the biosynthesis of griseofulvin 2) and penicillic acid.3) Recently we reported a new method utilizing acetate-[2-13 C, 2-2H3] as a precursor inpolyketidebiosynthesis to clarify the mode of incorporation of acetate hydrogen. 4) Since 2H is directly bonded to 13 C in deuterated acetate, the incorporation of 2H into target compound can be detected by measuring 13 C-RMR. 13C bearing 2H gives a signal showing 13 2 C-H coupling and a shift from the corresponding 13C_lH signal. In addition to highly resolved 13 C signals, the characteristic coupling and shift facillitate to locate 'H-labellings. This communication deals with the results of our incorpora-


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