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酵母中肾上腺素、3,4-二羟基苯甲酸和6,7-二羟基香豆素的O-甲基化作用(作者译)

[O-Methylation of epinephrine, 3,4-dihydroxybenzoic acid and 6,7-dihydroxycoumarin in yeasts (author's transl)].

作者信息

Müller-Enoch D, Thomas H, Streng W, Wildfeuer W, Haferkamp O

出版信息

Z Naturforsch C Biosci. 1976 Sep-Oct;31(9-10):509-13.

PMID:136120
Abstract

In the yeasts C. albicans, C. tropicalis, and C. stellatoidea but not in C. krusei, R.rubra, and S. cerevisiae enzyme activity was found by which--as by the catechol-O-methyltransferase (EC 2.1.1.6) found in the liver--the O-methylation of epinephrine to metanephrine and paranephrine, of 3,4-dihydroxybenzoic acid to 4-hydroxy-3-methoxybenzoic acid and 3-hydroxy-4-methoxybenzoic acid, and of 6,7-dihydroxycoumarin to 7-hydroxy-6-methoxycoumarin and 6-hydroxy-7-methoxycoumarin is catalysed. When the substrates 3,4-dihydroxybenzoic acid, or 6,7-dihydroxycoumarin or epinephrine were incubated in the presence of S-adenosyl-L-[methyl-14C]methionine and S-adenosylmethionine hydrogensulfate with a 100 000 X g supernatant of C. albicans, C. tropicalis or C. stellatoidea the corresponding O-methylethers were detected in the extracts of the incubation medium by thin-layer chromatography. Final identification of the isomeric radioactive O-methylethers obtained from 3,4-dihydroxybenzoic acid and 6,7-dihydroxycoumarin was performed after thin-layer chromatographic separation by the reversed isotope dilution technique. The radioactive m- and p-O-methyl derivatives from epinephrine were separated by thin-layer chromatography and then cleaved with periodate to the corresponding aldehydes which were also identified mainly by the reversed isotope dilution technique.

摘要

在白色念珠菌、热带念珠菌和星状念珠菌中发现了酶活性,而在克鲁斯念珠菌、深红酵母和酿酒酵母中未发现。这种酶活性与肝脏中发现的儿茶酚-O-甲基转移酶(EC 2.1.1.6)一样,可催化肾上腺素甲基化为变肾上腺素和去甲变肾上腺素、3,4-二羟基苯甲酸甲基化为4-羟基-3-甲氧基苯甲酸和3-羟基-4-甲氧基苯甲酸,以及6,7-二羟基香豆素甲基化为7-羟基-6-甲氧基香豆素和6-羟基-7-甲氧基香豆素。当3,4-二羟基苯甲酸、6,7-二羟基香豆素或肾上腺素等底物与S-腺苷-L-[甲基-14C]蛋氨酸和硫酸氢S-腺苷蛋氨酸一起,在白色念珠菌、热带念珠菌或星状念珠菌的100000×g上清液中孵育时,通过薄层色谱法在孵育培养基提取物中检测到相应的O-甲基醚。通过反相同位素稀释技术在薄层色谱分离后,对从3,4-二羟基苯甲酸和6,7-二羟基香豆素获得的异构放射性O-甲基醚进行最终鉴定。肾上腺素的放射性间位和对位O-甲基衍生物通过薄层色谱法分离,然后用过碘酸盐裂解为相应的醛,这些醛也主要通过反相同位素稀释技术进行鉴定。

相似文献

1
[O-Methylation of epinephrine, 3,4-dihydroxybenzoic acid and 6,7-dihydroxycoumarin in yeasts (author's transl)].酵母中肾上腺素、3,4-二羟基苯甲酸和6,7-二羟基香豆素的O-甲基化作用(作者译)
Z Naturforsch C Biosci. 1976 Sep-Oct;31(9-10):509-13.
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[A sensitive fluorometric determination of catechol methyltransferase activity (author's transl)].
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Appl Environ Microbiol. 1983 Mar;45(3):774-83. doi: 10.1128/aem.45.3.774-783.1983.