BIOSYNTHESIS OF CAERULOMYCIN-A IN STREPTOMYCES-CAERULEUS - INCORPORATION OF C-14-LABELED AND C-13-LABELED PRECURSORS AND ANALYSES OF LABELING PATTERNS BY C-13 NMR

被引:20
作者
MCINNES, AG [1 ]
SMITH, DG [1 ]
WALTER, JA [1 ]
VINING, LC [1 ]
WRIGHT, JLC [1 ]
机构
[1] DALHOUSIE UNIV, HALIFAX B3H 4J1, NS, CANADA
关键词
D O I
10.1139/v79-524
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
13C NMR spectroscopy of caerulomycin A (1) produced by cultures of S. caeruleus showed that [1-13C]acetate labels C-2, C-4 and C-4'', while [1,2-13C]acetate enriches these carbons plus C-2'', C-3, C-3'', C-5'' and C-6''. Acetate is incorporated with little dilution at C-3 and C-4 in the substituted ring of 1, whereas C-2, and C-2'' to C-6'' of the unsubstituted ring are assembled from lysine via the symmetrical intermediate 2S,6S-diaminopimelic acid. The methoxyl carbon incorporates label from DL-[3-13C]serine, but this precursor does not enrich C-5, C-6 or C-7 of the substituted ring, and the origins of these carbons remain undetermined.
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页码:3200 / 3204
页数:5
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[11]   USE OF C-13 IN BIOSYNTHETIC-STUDIES - LABELING PATTERN IN TENELLIN ENRICHED FROM ISOTOPE-LABELED ACETATE, METHIONINE, AND PHENYLALANINE [J].
WRIGHT, JLC ;
VINING, LC ;
MCINNES, AG ;
SMITH, DG ;
WALTER, JA .
CANADIAN JOURNAL OF BIOCHEMISTRY, 1977, 55 (07) :678-685