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  1. Article ; Online: Heterologous Production and Biosynthesis of Threonine-16:0dioic acids with a Hydroxamate Moiety.

    Stierhof, Marc / Myronovskyi, Maksym / Zapp, Josef / Luzhetskyy, Andriy

    Journal of natural products

    2023  Volume 86, Issue 10, Page(s) 2258–2269

    Abstract: Dereplication and genome mining ... ...

    Abstract Dereplication and genome mining in
    MeSH term(s) Siderophores/chemistry ; Threonine/genetics ; Threonine/metabolism ; Hydroxamic Acids ; Amides ; Hydroxylation ; Multigene Family
    Chemical Substances Siderophores ; Threonine (2ZD004190S) ; Hydroxamic Acids ; Amides
    Language English
    Publishing date 2023-09-20
    Publishing country United States
    Document type Journal Article
    ZDB-ID 304325-3
    ISSN 1520-6025 ; 0163-3864
    ISSN (online) 1520-6025
    ISSN 0163-3864
    DOI 10.1021/acs.jnatprod.3c00097
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article: Discovery and Heterologous Production of New Cyclic Depsibosamycins

    Stierhof, Marc / Myronovskyi, Maksym / Zapp, Josef / Luzhetskyy, Andriy

    Microorganisms. 2021 June 28, v. 9, no. 7

    2021  

    Abstract: Streptomyces are producers of valuable secondary metabolites with unique scaffolds that perform a plethora of biological functions. Nonribosomal peptides are of special interest due to their variety and complexity. They are synthesized by nonribosomal ... ...

    Abstract Streptomyces are producers of valuable secondary metabolites with unique scaffolds that perform a plethora of biological functions. Nonribosomal peptides are of special interest due to their variety and complexity. They are synthesized by nonribosomal peptide synthetases, large biosynthetic machineries that are encoded in the genome of many Streptomyces species. The identification of new peptides and the corresponding biosynthetic gene clusters is of major interest since knowledge can be used to facilitate combinatorial biosynthesis and chemical semisynthesis of natural products. The recently discovered bosamycins are linear octapeptides with an interesting 5-OMe tyrosine moiety and various modifications at the N-terminus. In this study, the new cyclic depsibosamycins B, C, and D from Streptomyces aurantiacus LU19075 were discovered. In comparison to the linear bosamycins B, C, and D, which were also produced by the strain, the cyclic depsibosamycins showed a side-chain-to-tail lactonization of serine and glycine, leading to a ring of four amino acids. In silico identification and heterologous expression of the depsibosamycin (dbm) gene cluster indicated that the cyclic peptides, rather than the linear derivatives, are the main products of the cluster.
    Keywords Streptomyces aurantiacus ; biosynthesis ; computer simulation ; cyclic peptides ; heterologous gene expression ; ligases ; moieties ; multigene family ; nonribosomal peptides ; serine ; tyrosine
    Language English
    Dates of publication 2021-0628
    Publishing place Multidisciplinary Digital Publishing Institute
    Document type Article
    ZDB-ID 2720891-6
    ISSN 2076-2607
    ISSN 2076-2607
    DOI 10.3390/microorganisms9071396
    Database NAL-Catalogue (AGRICOLA)

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  3. Article ; Online: Formulation attributes, acid tunable degradability and cellular interaction of acetalated maltodextrin nanoparticles.

    Abdel-Hafez, Salma M / Zapp, Josef / Gallei, Markus / Schneider, Marc

    Carbohydrate polymers

    2022  Volume 288, Page(s) 119378

    Abstract: Exploiting materials for nanoparticle production has never halted to address the diversity in cargos and applications. Herein, maltodextrin (MD) was selected for being economic, nontoxic, biocompatible, and biodegradable. Different MDs were modified ... ...

    Abstract Exploiting materials for nanoparticle production has never halted to address the diversity in cargos and applications. Herein, maltodextrin (MD) was selected for being economic, nontoxic, biocompatible, and biodegradable. Different MDs were modified through acetal modification, turning the polymer hydrophobic and allowing pH-dependent tunable degradability. The synthesized acetalated MD (AcMD) polymers exhibited different thermal decomposition profiles and lower glass transition temperatures. Nanoprecipitation yielded uniform AcMD nanoparticles (NPs) with diameters ranging from 141 to 258 nm. The particles were loaded with hydrophobic model drug, resveratrol (67.86% entrapment efficiency and 3.75% drug loading). The degradation and the in vitro release were studied at pH 7.4 and pH 5.0 and revealed different kinetics in dependence on the amount of cyclic/acyclic acetalation. Cell viability and cellular interaction were studied on adenocarcinoma human lung epithelial A549 and differentiated human monocytic THP-1 cells. The AcMD-NPs were well tolerated by both cell lines but exhibited different uptake behaviors.
    MeSH term(s) Drug Carriers/chemistry ; Humans ; Hydrogen-Ion Concentration ; Nanoparticles/chemistry ; Particle Size ; Polymers/chemistry ; Polysaccharides
    Chemical Substances Drug Carriers ; Polymers ; Polysaccharides ; maltodextrin (7CVR7L4A2D)
    Language English
    Publishing date 2022-03-22
    Publishing country England
    Document type Journal Article
    ZDB-ID 1501516-6
    ISSN 1879-1344 ; 0144-8617
    ISSN (online) 1879-1344
    ISSN 0144-8617
    DOI 10.1016/j.carbpol.2022.119378
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article: Discovery and Heterologous Production of New Cyclic Depsibosamycins.

    Stierhof, Marc / Myronovskyi, Maksym / Zapp, Josef / Luzhetskyy, Andriy

    Microorganisms

    2021  Volume 9, Issue 7

    Abstract: ... ...

    Abstract Streptomyces
    Language English
    Publishing date 2021-06-28
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 2720891-6
    ISSN 2076-2607
    ISSN 2076-2607
    DOI 10.3390/microorganisms9071396
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: New Scabimycins A-C Isolated from

    Paulus, Constanze / Zapp, Josef / Luzhetskyy, Andriy

    Molecules (Basel, Switzerland)

    2021  Volume 26, Issue 19

    Abstract: Peptide natural products displaying a wide range of biological activities have become important drug candidates over the years. Microorganisms have been a powerful source of such bioactive peptides, ... ...

    Abstract Peptide natural products displaying a wide range of biological activities have become important drug candidates over the years. Microorganisms have been a powerful source of such bioactive peptides, and
    MeSH term(s) Biological Products/pharmacology ; Magnetic Resonance Spectroscopy ; Metabolome/drug effects ; Molecular Structure ; Peptide Fragments/pharmacology ; Streptomyces/drug effects ; Streptomyces/metabolism
    Chemical Substances Biological Products ; Peptide Fragments
    Language English
    Publishing date 2021-09-29
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules26195922
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article: Formulation attributes, acid tunable degradability and cellular interaction of acetalated maltodextrin nanoparticles

    Abdel-Hafez, Salma M. / Zapp, Josef / Gallei, Markus / Schneider, Marc

    Carbohydrate polymers. 2022 July 15, v. 288

    2022  

    Abstract: Exploiting materials for nanoparticle production has never halted to address the diversity in cargos and applications. Herein, maltodextrin (MD) was selected for being economic, nontoxic, biocompatible, and biodegradable. Different MDs were modified ... ...

    Abstract Exploiting materials for nanoparticle production has never halted to address the diversity in cargos and applications. Herein, maltodextrin (MD) was selected for being economic, nontoxic, biocompatible, and biodegradable. Different MDs were modified through acetal modification, turning the polymer hydrophobic and allowing pH-dependent tunable degradability. The synthesized acetalated MD (AcMD) polymers exhibited different thermal decomposition profiles and lower glass transition temperatures. Nanoprecipitation yielded uniform AcMD nanoparticles (NPs) with diameters ranging from 141 to 258 nm. The particles were loaded with hydrophobic model drug, resveratrol (67.86% entrapment efficiency and 3.75% drug loading). The degradation and the in vitro release were studied at pH 7.4 and pH 5.0 and revealed different kinetics in dependence on the amount of cyclic/acyclic acetalation. Cell viability and cellular interaction were studied on adenocarcinoma human lung epithelial A549 and differentiated human monocytic THP-1 cells. The AcMD-NPs were well tolerated by both cell lines but exhibited different uptake behaviors.
    Keywords adenocarcinoma ; biodegradability ; cell viability ; drugs ; epithelium ; glass transition ; humans ; hydrophobicity ; lungs ; maltodextrins ; pH ; polymers ; resveratrol ; thermal degradation
    Language English
    Dates of publication 2022-0715
    Publishing place Elsevier Ltd
    Document type Article
    ZDB-ID 1501516-6
    ISSN 1879-1344 ; 0144-8617
    ISSN (online) 1879-1344
    ISSN 0144-8617
    DOI 10.1016/j.carbpol.2022.119378
    Database NAL-Catalogue (AGRICOLA)

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  7. Article: Activity-guided isolation of cholinesterase inhibitors quercetin, rutin and kaempferol from Prunus persica fruit

    Szwajgier, Dominik / Borowiec, Kamila / Zapp, Josef

    Zeitschrift für Naturforschung. 2020 Mar. 26, v. 75, no. 3-4

    2020  

    Abstract: Prunus persica fruit is a source of anti-cholinesterase agents and led to an increase of acetylcholine levels in brain tissue as a usefull tool in the Alzheimer’s disease therapy. This study aimed to propose a convenient method for the purification of ... ...

    Abstract Prunus persica fruit is a source of anti-cholinesterase agents and led to an increase of acetylcholine levels in brain tissue as a usefull tool in the Alzheimer’s disease therapy. This study aimed to propose a convenient method for the purification of cholinesterase inhibitors from P. persica water extract. Water extract from the fruit was ultrafiltered (0.2 μm→5 kDa→3 kDa) followed by preparative chromatography (Sephadex LH-20, high pressure C18) and high pressure analytical C18 chromatography. The chemical structures of inhibitors were confirmed using infrared and ¹H-NMR spectroscopies. The anti-acetylcholinesterase activity was measured using the colorimetric method in fractions obtained after each stage of purification. Polyphenolic cholinesterase inhibitors identified in peach fruit were kaempferol, quercetin and quercetin-3-O-rhamnoglucoside (rutin). The relatively fast purification procedure elaborated in this work can be adopted for the isolation of phenolic cholinesterase inhibitors from fruit extracts related to P. persica fruit.
    Keywords Prunus persica ; acetylcholine ; brain ; cholinesterase ; cholinesterase inhibitors ; chromatography ; colorimetry ; fruits ; kaempferol ; peaches ; quercetin ; rutin ; therapeutics ; ultrafiltration
    Language English
    Dates of publication 2020-0326
    Size p. 87-96.
    Publishing place De Gruyter
    Document type Article
    Note NAL-AP-2-clean
    ZDB-ID 124636-7
    ISSN 1865-7125 ; 0341-0382 ; 0341-0471 ; 0939-5075
    ISSN (online) 1865-7125
    ISSN 0341-0382 ; 0341-0471 ; 0939-5075
    DOI 10.1515/znc-2019-0079
    Database NAL-Catalogue (AGRICOLA)

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  8. Article ; Online: Activity-guided isolation of cholinesterase inhibitors quercetin, rutin and kaempferol from

    Szwajgier, Dominik / Borowiec, Kamila / Zapp, Josef

    Zeitschrift fur Naturforschung. C, Journal of biosciences

    2020  Volume 75, Issue 3-4, Page(s) 87–96

    Abstract: ... Prunus ... ...

    Abstract Prunus persica
    MeSH term(s) Cholinesterase Inhibitors/pharmacology ; Fruit ; Kaempferols ; Plant Extracts ; Prunus persica ; Quercetin ; Rutin
    Chemical Substances Cholinesterase Inhibitors ; Kaempferols ; Plant Extracts ; Rutin (5G06TVY3R7) ; Quercetin (9IKM0I5T1E)
    Language English
    Publishing date 2020-03-12
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 124636-7
    ISSN 1865-7125 ; 0341-0382 ; 0341-0471 ; 0939-5075
    ISSN (online) 1865-7125
    ISSN 0341-0382 ; 0341-0471 ; 0939-5075
    DOI 10.1515/znc-2019-0079
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: Rapid Organocatalytic Formation of Carbon Monoxide: Application towards Carbonylative Cross Couplings.

    Zoller, Ben / Zapp, Josef / Huy, Peter H

    Chemistry (Weinheim an der Bergstrasse, Germany)

    2020  Volume 26, Issue 43, Page(s) 9632–9638

    Abstract: Herein, the first organocatalytic method for the transformation of non-derivatized formic acid into carbon monoxide (CO) is introduced. Formylpyrrolidine (FPyr) and trichlorotriazine (TCT), which is a cost-efficient commodity chemical, enable this ... ...

    Abstract Herein, the first organocatalytic method for the transformation of non-derivatized formic acid into carbon monoxide (CO) is introduced. Formylpyrrolidine (FPyr) and trichlorotriazine (TCT), which is a cost-efficient commodity chemical, enable this decarbonylation. Utilization of dimethylformamide (DMF) as solvent and catalyst even allows for a rapid CO generation at room temperature. Application towards four different carbonylative cross coupling protocols demonstrates the high synthetic utility and versatility of the new approach. Remarkably, this also comprehends a carbonylative Sonogashira reaction at room temperature employing intrinsically difficult electron-deficient aryl iodides. Commercial
    Language English
    Publishing date 2020-07-09
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 1478547-X
    ISSN 1521-3765 ; 0947-6539
    ISSN (online) 1521-3765
    ISSN 0947-6539
    DOI 10.1002/chem.202002746
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  10. Article: Furaquinocins K and L: Novel Naphthoquinone-Based Meroterpenoids from

    Tistechok, Stepan / Stierhof, Marc / Myronovskyi, Maksym / Zapp, Josef / Gromyko, Oleksandr / Luzhetskyy, Andriy

    Antibiotics (Basel, Switzerland)

    2022  Volume 11, Issue 11

    Abstract: Actinomycetes are the most prominent group of microorganisms that produce biologically active compounds. Among them, special attention is focused on bacteria in the ... ...

    Abstract Actinomycetes are the most prominent group of microorganisms that produce biologically active compounds. Among them, special attention is focused on bacteria in the genus
    Language English
    Publishing date 2022-11-10
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 2681345-2
    ISSN 2079-6382
    ISSN 2079-6382
    DOI 10.3390/antibiotics11111587
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