Amide-transforming activity of Streptomyces: possible application to the formation of hydroxy amides and aminoalcohols.

Amide-transforming activity of Streptomyces: possible application to the formation of hydroxy amides and aminoalcohols.
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链霉菌的酰胺转化活性:可能应用于羟基酰胺和氨基醇的形成。

DOI:
10.1007/s00253-013-4952-4
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发表时间:
2013
期刊:
Appl Microbiol Biotechnol
影响因子:
--
通讯作者:
Ueda K.
Ueda K.
中科院分区:
--
文献类型:
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作者:
Yamada S;Miyagawa TA;Yamada R;Shiratori-Takano H;Sayo N;Saito T;Takano H;Beppu T;Ueda K.

文献摘要

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为了开发酰胺的有效生物转化过程,我们筛选了我们收集的链霉菌菌株,主要从土壤中获得,以获得有效的转化体。5株链球菌SY 007(NBRC 109343)和SY 435(NBRC 109344),从分析的大约700个菌株中显示出显著的转化活性。这些菌株以高活性和区域选择性将N-乙酰基四氢喹啉、N-苯甲酰基吡咯烷和N-苯甲酰基哌啶等酰胺化合物转化为醇或N,O-缩醛。通过一系列的互变异构和还原反应,将N,O-缩醛转化为醇。因此,链霉菌属(Streptomycesspp.)可潜在地用于有效制备羟基酰胺和氨基醇。
To develop an efficient bioconversion process for amides, we screened our collection ofStreptomycesstrains, mostly obtained from soil, for effective transformers. Five strains, including the SY007 (NBRC 109343) and SY435 (NBRC 109344) ofStreptomycessp., exhibited marked conversion activities from the approximately 700 strains analyzed. These strains transformed diverse amide compounds such as N-acetyltetrahydroquinoline, N-benzoylpyrrolidine, and N-benzoylpiperidine into alcohols or N,O-acetals with high activity and regioselectivity. N,O-acetal was transformed into alcohol by serial tautomerization and reduction reactions. As such,Streptomycesspp. can potentially be used for the efficient preparation of hydroxy amides and aminoalcohols.