Improving the kinetic resolution of rac-2-(diphenylthiophosphinoferrocene) methanol catalyzed by Thermomyces lanuginosus lipase immobilized on immobead-150

Naara Oliveira Santana Fróes,Uchchhal Bandyopadhyay,Jonatas Martins Negreiro,Thiago de Sousa Fonseca,Fátima Miranda Nunes,Marcos Carlos de Mattos,Geancarlo Zanatta,João Victor de Melo Pereira,Celina de Jesus Guimarães,Claudia do Ó Pessoa, Bruno Poti e Silva,Eric Manoury,Maria Conceição Ferreira Oliveira

Molecular Catalysis（2023）

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摘要

•Rac-2-(diphenylthiophosphinoferrocene)methanol was resolved by TLL via acylation.•(Rp)-Alcohol (ees >99%) and (Sp)-acetate (eep 98%) were produced (c 50%, E > 200).•Molecular docking confirmed TLL enantiopreference for acetylating the (Sp)-alcohol.•Rac- and (Rp)-alcohol were cytotoxic against HL60 tumor cell line.

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关键词

Biocatalysis,Lipases,Enzymatic kinetic resolution,Ferrocene,Planar chirality

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