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Aminophosphonates bearing fluorine atoms as inhibitors odf aminopeptideses and their potential application for determination of enzyme-inhibitor interactions

2017/26/M/ST5/00437

Keywords:

aminophosphonates phosphonopeptides enzyme inhibitors asymmetric synthesis molecular modeling

Descriptors:

  • ST5_23:
  • ST5_16:
  • NZ1_2: Biochemistry

Panel:

ST5 - Materials: materials synthesis, structure-properties relations, advanced and functional materials with designed properties, (macro)molecular architecture, material engineering

Host institution :

Politechnika Wrocławska

woj. dolnośląskie

Other projects carried out by the institution 

Principal investigator (from the host institution):

prof. Paweł Kafarski 

Number of co-investigators in the project: 13

Call: HARMONIA 9 - announced on 2017-06-14

Amount awarded: 1 039 920 PLN

Project start date (Y-m-d): 2018-05-10

Project end date (Y-m-d): 2022-11-09

Project duration:: 54 months (the same as in the proposal)

Project status: Project settled

Project description

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Note - project descriptions were prepared by the authors of the applications themselves and placed in the system in an unchanged form.

Information in the final report

  • Publication in academic press/journals (11)
  1. Amino acids with fluorinated olefinic motifs – synthetic approaches
    Authors:
    Katarzyna Salamon-Krokosz, Katarzyna Koroniak-Szejn, Henryk Koroniak
    Academic press:
    ARKIVOC (rok: 2020, tom: 2020, strony: 99-117), Wydawca: ARKAt USA, Inc.
    Status:
    Published
    DOI:
    10.24820/ark.5550190.p011.366 - link to the publication
  2. Hypervalent-iodine mediated one-pot synthesis of isoxazolines and isoxazoles bearing a difluoromethyl phosphonate moiety
    Authors:
    Romana Pajkert, Henryk Koroniak, PAweł Kafarski, Gerd-Volker Röschenthaler
    Academic press:
    Organic & Biomolecular Chemistry (rok: 2021, tom: 19, strony: 4871-4876), Wydawca: RSC Publishing
    Status:
    Published
    DOI:
    10.1039/d1ob00685a - link to the publication
  3. Phosphonic Acid Analogs of Fluorophenylalanines as Inhibitors of Human and Porcine Aminopeptidases N: Validation of the Importance of the Substitution of the Aromatic Ring
    Authors:
    Weronika Wanat, Michał Talma, Błażej Dziuk, Jean-Luc Pirat, Paweł Kafarski
    Academic press:
    Biomolecules (rok: 2020, tom: 10, strony: 45312), Wydawca: mdpi
    Status:
    Published
    DOI:
    10.3390/biom10040579 - link to the publication
  4. Deoxyfluorinating reagents as tools for γ-amino- α-hydroxyphosphonate modification
    Authors:
    M. Kaźmierczak, G. Dutkiewicz, H. Koroniak
    Academic press:
    Organic & Biomolecular Chemistry (rok: 2022, tom: 28, strony: 45300), Wydawca: RSC
    Status:
    Published
    DOI:
    10.1039/d2ob00915c - link to the publication
  5. Shapiro and Bamford-Stevens reactions – revisited
    Authors:
    Katarzyna Salamon-Krokosz, Henryk Koroniak, and Katarzyna Koroniak-Szejn
    Academic press:
    ARKIVOC (rok: 2023, tom: 2023, strony: 117-134), Wydawca: ARKAt USA, Inc.
    Status:
    Published
    DOI:
    0.24820/ark.5550190.p011.905 - link to the publication
  6. Pyrrolidine and oxazolidine ring transformations in proline and serine derivatives of α-hydroxyphosphonates induced by deoxyfluorinating reagents
    Authors:
    Patrycja Kaczmarek, Magdalena Rapp, Henryk Koroniak
    Academic press:
    RSC Advances (rok: 2018, tom: 8, strony: 24444-24457), Wydawca: Royal Chemical Society
    Status:
    Published
    DOI:
    10.1039/C8RA05186K - link to the publication
  7. Synthesis and Inhibitory Studies of Phosphonic Acid Analogues of Homophenylalanine and Phenylalanine towards Alanyl Aminopeptidases
    Authors:
    Weronika Wanat, Michał Talma, Błażej Dziuk, Jean-Luc Pirat, Paweł Kafarski
    Academic press:
    Biomolecules (rok: 2020, tom: 10, strony: 1319), Wydawca: mdpi
    Status:
    Published
    DOI:
    10.3390/biom1009131 - link to the publication
  8. Highly Diastereoselective Construction of Carbon– Heteroatom Quaternary Stereogenic Centers in the Synthesis of Analogs of Bioactive Compounds: From Monofluorinated Epoxyalkylphosphonates to alpha-Fluoro-, beta-, or gamma-Amino Alcohol Derivatives of Alkylphosphonates
    Authors:
    Magdalena Raqpp, Klaudia Margas-Misielak, Patrycja Kaczmarek, Agnieszka Witkowska, Tomasz Cytlak, Tomasz Siodła, Henryk Koroniak
    Academic press:
    Frontiers in Chemistry (rok: 2021, tom: 9:613633., strony: 45312), Wydawca: Frontiers
    Status:
    Published
    DOI:
    10.3389/fchem.2021.613633 - link to the publication
  9. New crystal structures of fluorinated α-aminophosphonic acid analogues of phenylglycine
    Authors:
    Weronika Wanat, Błażej Dziuk, Paweł Kafarski
    Academic press:
    Structural Chemistry (rok: 2020, tom: 31, strony: 1197-1209), Wydawca: Springer Verlag
    Status:
    Published
    DOI:
    10.1007/s11224-020-01508-w - link to the publication
  10. Phosphonic Acid Analogues of Phenylglycine as Inhibitors of Aminopeptidases: Comparison of Porcine Aminopeptidase N, Bovine Leucine Aminopeptidase, Tomato Acidic Leucine Aminopeptidase and Aminopeptidase from Barley Seeds
    Authors:
    Weronika Wanat, Michał Talma, Małgoorzata Pawełczak, Paweł Kafarski
    Academic press:
    Pharmaceuticals (rok: 2019, tom: 12, strony: 45303), Wydawca: mdpi
    Status:
    Published
    DOI:
    10.3390/ph12030139 - link to the publication
  11. Stereoselective synthesis and investigation of mechanism of trifluoromethylated cyclopropylphosphonate
    Authors:
    Marcin Kaźmierczak, Tomasz Siodła, Henryk Koroniak
    Academic press:
    Journal of Fluorine Chemistry (rok: 2022, tom: 254, strony: 109934 (1-7)), Wydawca: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.jfluchem.2021.109934 - link to the publication

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