Preparative scale application of Mucor circinelloides ene-reductase and alcohol dehydrogenase activity for the asymmetric bioreduction of α,β-unsaturated γ-ketophosphonates.

Abstract:

:The fungus Mucor circinelloides exhibits high potential for green chemistry and technological applications. Recently M. circinelloides, which so far was considered mainly as a platform for biodiesel production, was found to exhibit high ene-reductase activity. In our current research we applied this promising microorganism to the biotransformation of a series of α,β-unsaturated γ-ketophosphonates. The biotransformations were conducted using cheap corn steep liquor or minimal media. The products were obtained with excellent enantiomeric purity (>99% ee in most cases) and in good isolated yields, highlighting the great potential of this microorganism for asymmetric synthesis. Moreover, the products obtained may be further applied as chiral building blocks for the synthesis of biologically active compounds, such as glutamic acid or fosmidomycin derivatives.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Janicki I,Kiełbasiński P,Szeląg J,Głębski A,Szczęsna-Antczak M

doi

10.1016/j.bioorg.2019.103548

subject

Has Abstract

pub_date

2020-03-01 00:00:00

pages

103548

eissn

0045-2068

issn

1090-2120

pii

S0045-2068(19)31830-9

journal_volume

96

pub_type

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