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在选定的酵母培养物中对 3-(2"-呋喃基)-和 3-(2"-噻吩基)-1-(2'-羟基苯基)-2-丙烯-1-酮的有效氢化。

Effective Hydrogenation of 3-(2"-furyl)- and 3-(2"-thienyl)-1-(2'-hydroxyphenyl)-prop-2-en-1-one in Selected Yeast Cultures.

机构信息

Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland.

出版信息

Molecules. 2019 Sep 2;24(17):3185. doi: 10.3390/molecules24173185.

DOI:10.3390/molecules24173185
PMID:31480751
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6749209/
Abstract

Biotransformations were performed on eight selected yeast strains, all of which were able to selectively hydrogenate the chalcone derivatives 3-(2"-furyl)- () and 3-(2"-thienyl)-1-(2'-hydroxyphenyl)-prop-2-en-1-one () into 3-(2"-furyl)- () and 3-(2"-thienyl)-1-(2'-hydroxyphenyl)-propan-1-one () respectively. The highest efficiency of hydrogenation of the double bond in the substrate was observed in the cultures of KCh 464 and KCh 71 strains. The substrate was converted into the product with > 99% conversion just in six hours after biotransformation started. The compound containing the sulfur atom in its structure was most effectively transformed by the KCh 71 culture strain (conversion > 99%, obtained after three hours of substrate incubation). Also, we observed that, different strains of tested yeasts are able to carry out the bioreduction of the used substrate with different yields, depending on the presence of induced and constitutive ene reductases in their cells. The biggest advantage of this process is the efficient production of one product, practically without the formation of side products.

摘要

对 8 株选定的酵母菌株进行了生物转化,所有这些菌株都能够选择性地将查尔酮衍生物 3-(2"-呋喃基)-()和 3-(2"-噻吩基)-1-(2'-羟基苯基)-丙-2-烯-1-酮()分别转化为 3-(2"-呋喃基)-()和 3-(2"-噻吩基)-1-(2'-羟基苯基)-丙-1-酮()。在 KCh 464 和 KCh 71 菌株的培养物中,观察到对底物双键的氢化效率最高。在生物转化开始后仅 6 小时,底物就转化为转化率超过 99%的产物。含有硫原子的化合物结构由 KCh 71 培养物菌株最有效地转化(在底物孵育 3 小时后获得转化率 >99%)。此外,我们观察到,不同的酵母测试菌株能够以不同的产率进行所用底物的生物还原,这取决于它们细胞中诱导型和组成型烯还原酶的存在。该过程的最大优势是能够有效地生产一种产物,实际上几乎没有副产物的形成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/bc2ad48a3e47/molecules-24-03185-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/4d654e89f126/molecules-24-03185-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/cc8fe89e4765/molecules-24-03185-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/1fa8911950e1/molecules-24-03185-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/8ea563817fae/molecules-24-03185-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/bc2ad48a3e47/molecules-24-03185-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/4d654e89f126/molecules-24-03185-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/cc8fe89e4765/molecules-24-03185-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/1fa8911950e1/molecules-24-03185-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/8ea563817fae/molecules-24-03185-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5aa2/6749209/bc2ad48a3e47/molecules-24-03185-g005.jpg

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