Abstract
To develop an efficient bioconversion process for amides, we screened our collection of Streptomyces strains, mostly obtained from soil, for effective transformers. Five strains, including the SY007 (NBRC 109343) and SY435 (NBRC 109344) of Streptomyces sp., 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, Streptomyces spp. can potentially be used for the efficient preparation of hydroxy amides and aminoalcohols.
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We would like to thank Dr. Mitsuhiko Fujiwara of Takasago International Corporation for his helpful discussions.
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Yamada, S., Miyagawa, TA., Yamada, R. et al. Amide-transforming activity of Streptomyces: possible application to the formation of hydroxy amides and aminoalcohols. Appl Microbiol Biotechnol 97, 6223–6230 (2013). https://doi.org/10.1007/s00253-013-4952-4
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DOI: https://doi.org/10.1007/s00253-013-4952-4