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Organic Acid to Nitrile: A Chemoenzymatic Three-Step Route

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F23%3A00568108" target="_blank" >RIV/61388971:_____/23:00568108 - isvavai.cz</a>

  • Result on the web

    <a href="https://onlinelibrary.wiley.com/doi/10.1002/adsc.202201053" target="_blank" >https://onlinelibrary.wiley.com/doi/10.1002/adsc.202201053</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/adsc.202201053" target="_blank" >10.1002/adsc.202201053</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Organic Acid to Nitrile: A Chemoenzymatic Three-Step Route

  • Original language description

    Various widely applied compounds contain cyano-groups, and this functional group serves as a chemical handle for a whole range of different reactions. We report a cyanide free chemoenzymatic cascade for nitrile synthesis. The reaction pathway starts with a reduction of carboxylic acid to aldehyde by carboxylate reductase enzymes (CARs) applied as living cell biocatalysts. The second chemical step includes in situ oxime formation with hydroxylamine. The final direct step from oxime to nitrile is catalyzed by aldoxime dehydratases (Oxds). With compatible combinations of a CAR and an Oxd, applied in one-pot two-step reactions, several aliphatic and aryl-aliphatic target nitriles were obtained in more than 80% conversion. Phenylacetonitrile, for example, was prepared in 78% isolated yield. This chemoenzymatic route does not require cyanide salts, toxic metals, or undesired oxidants in contrast to entirely chemical procedures.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10608 - Biochemistry and molecular biology

Result continuities

  • Project

    <a href="/en/project/GF20-23532L" target="_blank" >GF20-23532L: A new chemoenzymatic route from carboxylic acids to nitriles</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2023

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Advanced Synthesis & Catalysis

  • ISSN

    1615-4150

  • e-ISSN

    1615-4169

  • Volume of the periodical

    365

  • Issue of the periodical within the volume

    1

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    6

  • Pages from-to

    37-42

  • UT code for WoS article

    000905397400001

  • EID of the result in the Scopus database

    2-s2.0-85144999023