Evidence map›Paper›PMID 33827578›Full record

ReviewMicrobial cell factories2021

Phosphonates enantiomers receiving with fungal enzymatic systems.

Monika Serafin-Lewańczuk, Małgorzata Brzezińska-Rodak, Katarzyna Lubiak-Kozłowska, Paulina Majewska, Magdalena Klimek-Ochab, Tomasz K Olszewski, Ewa Żymańczyk-Duda

Abstract readReview
In one paragraph

Review in Microbial cell factories, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

  1. Various Biomimetics, Including Peptides as Antifungals.Biomimetics (Basel, Switzerland) · 2023
    Review
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

7 authors.

Monika Serafin-LewańczukDepartment of Biochemistry, Molecular Biology and Biotechnology, Laboratory of Biotechnology, Wrocław University of Science and Technology, Wrocław, Poland. monika.serafin-lewanczuk@pwr.edu.pl.ORCID http://orcid.org/0000-0001-5408-8405
Małgorzata Brzezińska-RodakDepartment of Biochemistry, Molecular Biology and Biotechnology, Laboratory of Biotechnology, Wrocław University of Science and Technology, Wrocław, Poland.
Katarzyna Lubiak-KozłowskaDepartment of Biochemistry, Molecular Biology and Biotechnology, Laboratory of Biotechnology, Wrocław University of Science and Technology, Wrocław, Poland.
Paulina MajewskaDepartment of Biochemistry, Molecular Biology and Biotechnology, Laboratory of Biotechnology, Wrocław University of Science and Technology, Wrocław, Poland.
Magdalena Klimek-OchabDepartment of Biochemistry, Molecular Biology and Biotechnology, Laboratory of Biotechnology, Wrocław University of Science and Technology, Wrocław, Poland.
Tomasz K OlszewskiDepartment of Physical and Quantum Chemistry, Wrocław University of Science and Technology, Wrocław, Poland.
Ewa Żymańczyk-DudaDepartment of Biochemistry, Molecular Biology and Biotechnology, Laboratory of Biotechnology, Wrocław University of Science and Technology, Wrocław, Poland. ewa.zymanczyk-duda@pwr.edu.pl.

Funding

Narodowe Centrum Nauki 2016/23/B/NZ9/02721
6 · The paper itself

Abstract

backgroundPhosphonates derivatives are in the area of interests because of their unique chemical-physical features. These compounds manifest variety of biological interactions within the sensitive living cells, including impact on particular enzymes activities. Biological "cause and effect" interactions are based upon the specific matching between the structures and/or compounds and this is usually the result of proper optical configurations of particular chiral moieties. Presented research is targeted to the phosphonates with the heteroatom incorporated in their side functionalities. Such molecules are described as possible substrates of bioconversion for the first time lately and this field is not fully explored.

resultsPresented research is targeted to the synthesis of pure hetero-phosphonates enantiomers. The catalytic activity of yeasts and moulds were tested towards two substrates: the thienyl and imidazole phosphonates to resolve their racemic mixtures. Biotransformations conditions differed depending on the outcome, what included changing of following parameters: type of cultivation media, bioprocess duration (24-72 h), additional biocatalyst pre-treatment (24-48 h starvation step triggering the secondary metabolism). (S)-1-amino-1-(3-thienyl)methylphosphonate was produced with the assistance of R. mucilaginosa or A. niger (e.e. up to 98% and yield up to 100%), starting from the 3 mM of substrate racemic mixture. Bioconversion of racemic mixture of 3 mM of (1-amino-1-(4-imidazole)methylphosphonic acid) resulted in the synthesis of S-isomer (up to 95% of e.e.; 100% of yield) with assistance of R. mucilaginosa. 24 h biotransformation was conducted with biomass preincubated under 48-hour starvation conditions. Such stereoselective resolution of the racemic mixtures of substrates undergoes under kinetic control with the conversion of one from the enantiomers.

conclusionsComposition of the culturing media and pre-incubation in conditions of nutrient deficiency were significant factors influencing the results of kinetic resolution of racemic mixtures of phosphonic substrates and influencing the economic side of the biocatalysis e.g. by determining the duration of whole biocatalytic process.

Indexed as

BiocatalysisBiotransformationCulture MediaFungiMolecular StructureOrganophosphonatesStereoisomerismCulture MediaOrganophosphonatesBiotransformationFungiHeterocyclic phosphonatesYeast

Identifiers

PMID33827578
PMCPMC8028800

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.