인문학
사회과학
자연과학
공학
의약학
농수해양학
예술체육학
복합학
DBpia AI
AI 에이전트
AI 아이디어
AI 리더
AI 뷰어
Citeasy
크롬 서지관리 다운로드
지원사업
학술연구/단체지원/교육 등 연구자 활동을 지속하도록 DBpia가 지원하고 있어요.
커뮤니티
연구자들이 자신의 연구와 전문성을 널리 알리고, 새로운 협력의 기회를 만들 수 있는 네트워킹 공간이에요.
초록·키워드
This study explored the bioreduction of N-(3-oxobutyl)heterocycles with (partially) saturated heterocyclic moieties using whole-cell forms of wild-type yeast strains and commercially available baker's yeast (Saccharomyces cerevisiae). Eleven wild-type yeast strains and baker's yeast were screened for ketoreductase activity on a series of five flexible N-heterocycles with prochiral carbonyl group in the N-(3-oxobutyl) substituent. Among the yeast strains tested, Candida parapsilosis (WY12) proved to be the most efficient biocatalyst in the bioreductions, resulting in the corresponding enantiopure alcohols-being promising chiral fragments with high level of drug-likeness-with good to excellent conversions (83-99%) and high enantiomeric excess (ee > 99%). Other strains, such as Pichia carsonii (WY1) and Lodderomyces elongisporus (WY2), also showed promising ketoreductase activities with certain substrates. After screening as lyophilized whole cells, C. parapsilosis cells were immobilized in the form of calcium, zinc, nickel, and copper alginate beads. The whole-cell immobilization enabled recycling, with considerable residual activity of the biocatalyst over multiple cycles. Additionally, the study explored the scalability of these bioreductions, with immobilized C. parapsilosis delivering promising results. The use of immobilized cells simplified the work-up process and resulted in chiral alcohols with similar or even higher conversions to those observed in the screening reactions. Molecular docking of the five flexible N-heterocycles with prochiral carbonyl group into the active site of the experimental structure of the carbonyl reductase of C. parapsilosis rationalized their biocatalytic behavior and confirmed the assigned (S)-configuration of forming enantiopure alcohols. KEY POINTS: • Ketoreductase activity of eleven wild-type yeast strains and baker's yeast were examined. • Candida parapsilosis was subjected to whole-cell immobilization and recycling. • Enantiopure alcohols with flexible N-heterocyclic units were produced at preparative scale.
인공지능 문자 인식 모델을 통해 추출된 텍스트로, 일부 오타나 오류가 포함될 수 있으나 지속적으로 개선 중입니다.
오류를 발견하셨다면 해당 부분을 드래그한 후 ' 를 통해 신고해주세요.
오류를 발견하셨다면 해당 부분을 드래그한 후 ' 를 통해 신고해주세요.
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