A Green approach towards the synthesis of chiral alcohols using functionalized alginate immobilized Saccharomyces cerevisiae cells

Q2 Chemical Engineering

Journal of Molecular Catalysis B-enzymatic Pub Date : 2016-12-01 DOI:10.1016/j.molcatb.2016.10.016

Narmada Muthineni , Manikanta Swamy Arnipally , Sridhar Bojja , Harshadas Mitaram Meshram , Ajay Kumar Srivastava , Bhaskar Rao Adari

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引用次数: 3

Abstract

The stereochemistry of the drug molecule is gaining greater therapeutic importance and thus much attention was drawn in synthesis of chiral compounds by the pharmaceutical industry. In this study Saccharomyces cerevisiae cells immobilized on functionalized alginate beads, catalyze the bio-reduction of prochiral ketones 1a–12a to their corresponding chiral alcohols 1b–12b in higher yields of 60–99% and.excellent optical purity 75–97%. The synthesized chiral azido alcohols 10b-12b were further subjected to hydrogenation using Palladium(Pd) nanoparticles (≤5 nm), to obtain chiral amino alcohols 10c–12c of therapeutic importance. Thus, a simple, green and inexpensive continuous chemo-enzymatic process has been developed in the synthesis of chiral alcohols/amino alcohols to enhance the scope of the methodology towards industrial application.

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用功能化海藻酸盐固定化酿酒酵母细胞合成手性醇的绿色途径

药物分子的立体化学在治疗方面的重要性越来越大，因此手性化合物的合成受到了制药工业的广泛关注。本研究将酿酒酵母细胞固定在功能化海藻酸珠上，催化前手性酮1a-12a生物还原为对应的手性醇1b-12b，产率高达60-99%。优异的光学纯度75-97%。将合成的手性叠氮醇10b-12b进一步用钯(Pd)纳米颗粒(≤5 nm)加氢，得到具有治疗意义的手性氨基醇10c-12c。因此，开发了一种简单、绿色和廉价的连续化学酶法合成手性醇/氨基醇的方法，以扩大该方法的工业应用范围。

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来源期刊

Journal of Molecular Catalysis B-enzymatic 生物-生化与分子生物学

CiteScore

2.58

自引率

0.00%

发文量

审稿时长

3.4 months

期刊介绍： Journal of Molecular Catalysis B: Enzymatic is an international forum for researchers and product developers in the applications of whole-cell and cell-free enzymes as catalysts in organic synthesis. Emphasis is on mechanistic and synthetic aspects of the biocatalytic transformation. Papers should report novel and significant advances in one or more of the following topics; Applied and fundamental studies of enzymes used for biocatalysis; Industrial applications of enzymatic processes, e.g. in fine chemical synthesis; Chemo-, regio- and enantioselective transformations; Screening for biocatalysts; Integration of biocatalytic and chemical steps in organic syntheses; Novel biocatalysts, e.g. enzymes from extremophiles and catalytic antibodies; Enzyme immobilization and stabilization, particularly in non-conventional media; Bioprocess engineering aspects, e.g. membrane bioreactors; Improvement of catalytic performance of enzymes, e.g. by protein engineering or chemical modification; Structural studies, including computer simulation, relating to substrate specificity and reaction selectivity; Biomimetic studies related to enzymatic transformations.