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灰黄酸的生物合成:将13C标记的化合物掺入灰黄酸A中。

Biosynthesis of griseolic acids: incorporation of 13C-labeled compounds into griseolic acid A.

作者信息

Miyakoshi S, Haruyama H, Shioiri T, Takahashi S, Torikata A, Yamazaki M

机构信息

Fermentation Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.

出版信息

J Antibiot (Tokyo). 1992 Mar;45(3):394-9. doi: 10.7164/antibiotics.45.394.

DOI:10.7164/antibiotics.45.394
PMID:1315729
Abstract

Biosynthesis of griseolic acids, competitive inhibitors of cyclic nucleotide phosphodiesterase, was investigated with the culture of a producing strain of Streptomyces griseoaurantiacus. 13C-Labeled and 15N-labeled compounds were added into the culture, and 13C-enriched and 15N-enriched griseolic acid A was isolated from the culture medium and analyzed by 13C NMR and 15N NMR spectroscopy. The compounds added to growth medium were [2-13C]acetate, [1,2-13C]acetate, [1,4-13C]succinate, [1-13C]glucose, [6-13C]glucose, [2-13C]ribose, and [1-13C, 15N]glycine. The results suggest that adenosine, which is formed from amino acids and sugars contributes the adenine and ribose moieties to griseolic acid A. The data also suggest that a dicarboxylic acid from the Krebs tricarboxylic acid cycle contributes to the dicarboxylic part of the compound.

摘要

研究了环核苷酸磷酸二酯酶竞争性抑制剂灰黄霉素酸的生物合成,以灰黄橙链霉菌生产菌株进行培养。向培养物中添加了13C标记和15N标记的化合物,从培养基中分离出富含13C和15N的灰黄霉素酸A,并通过13C NMR和15N NMR光谱进行分析。添加到生长培养基中的化合物有[2-13C]乙酸盐、[1,2-13C]乙酸盐、[1,4-13C]琥珀酸盐、[1-13C]葡萄糖、[6-13C]葡萄糖、[2-13C]核糖和[1-13C, 15N]甘氨酸。结果表明,由氨基酸和糖类形成的腺苷为灰黄霉素酸A提供了腺嘌呤和核糖部分。数据还表明,来自三羧酸循环的二羧酸为该化合物的二羧酸部分做出了贡献。

相似文献

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Biosynthesis of griseolic acids: incorporation of 13C-labeled compounds into griseolic acid A.灰黄酸的生物合成:将13C标记的化合物掺入灰黄酸A中。
J Antibiot (Tokyo). 1992 Mar;45(3):394-9. doi: 10.7164/antibiotics.45.394.
2
Griseolic acid, an inhibitor of cyclic adenosine 3',5'-monophosphate phosphodiesterase. I. Taxonomy, isolation and characterization.灰黄霉素酸,一种环磷酸腺苷磷酸二酯酶抑制剂。I. 分类学、分离与特性鉴定。
J Antibiot (Tokyo). 1985 Jul;38(7):824-9.
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Griseolic acid, an inhibitor of cyclic adenosine 3',5'-monophosphate phosphodiesterase. II. The structure of griseolic acid.灰黄霉素酸,一种环磷酸腺苷磷酸二酯酶的抑制剂。II. 灰黄霉素酸的结构。
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Studies on griseolic acid derivatives. VII. Synthesis and phosphodiesterase inhibitory activity of the C4'-C5' hydrogenated products of griseolic acid and their base-exchanged derivatives.灰黄霉素酸衍生物的研究。VII. 灰黄霉素酸C4'-C5'氢化产物及其碱交换衍生物的合成与磷酸二酯酶抑制活性
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Studies on griseolic acid derivatives. I. Synthesis of substituted derivatives of griseolic acid at the N1, C6, C2' or C7' position and their biological activities.灰黄霉酸衍生物的研究。I. N1、C6、C2'或C7'位取代的灰黄霉酸衍生物的合成及其生物活性。
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Biological properties of griseolic acid, a cyclic AMP phosphodiesterase inhibitor with an adenine group.灰黄霉素酸的生物学特性,一种带有腺嘌呤基团的环磷酸腺苷磷酸二酯酶抑制剂。
FEBS Lett. 1985 Nov 18;192(2):179-83. doi: 10.1016/0014-5793(85)80103-4.
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Effects of the new phosphodiesterase inhibitor griseolic acid on insulin release in rat pancreatic islets.新型磷酸二酯酶抑制剂灰黄酸对大鼠胰岛胰岛素释放的影响。
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Studies on griseolic acid derivatives. VI. Synthesis and phosphodiesterase-inhibitory activity of 6- and N1-substituted derivatives of griseolic acid.灰黄霉素酸衍生物的研究。VI. 灰黄霉素酸6-位和N1-位取代衍生物的合成及磷酸二酯酶抑制活性
Chem Pharm Bull (Tokyo). 1988 Apr;36(4):1309-20. doi: 10.1248/cpb.36.1309.

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