Please use this identifier to cite or link to this item: https://doi.org/10.15480/882.4541
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dc.contributor.authorReich, Jannis Alexander-
dc.contributor.authorAßmann, Miriam-
dc.contributor.authorHölting, Kristin-
dc.contributor.authorBubenheim, Paul-
dc.contributor.authorKuballa, Jürgen-
dc.contributor.authorLiese, Andreas-
dc.date.accessioned2022-08-12T05:46:20Z-
dc.date.available2022-08-12T05:46:20Z-
dc.date.issued2022-05-20-
dc.identifier.citationBeilstein Journal of Organic Chemistry 18: 567-579 (2022)de_DE
dc.identifier.issn1860-5397de_DE
dc.identifier.urihttp://hdl.handle.net/11420/13432-
dc.description.abstractThe importance of a compound that helps fight against influenza is, in times of a pandemic, self-evident. In order to produce these compounds in vast quantities, many researchers consider continuous flow reactors in chemical industry as next stepping stone for large scale production. For these reasons, the synthesis of N-acetylneuraminic acid (Neu5Ac) in a continuous fixed-bed reactor by an immobilized epimerase and aldolase was investigated in detail. The immobilized enzymes showed high stability, with half-life times > 173 days under storage conditions (6 °C in buffer) and reusability over 50 recycling steps, and were characterized regarding the reaction kinetics (initial rate) and scalability (different lab scales) in a batch reactor. The reaction kinetics were studied in a continuous flow reactor. A high-pressure circular reactor (up to 130 MPa) was applied for the investigation of changes in the position of the reaction equilibrium. By this, equilibrium conversion, selectivity, and yield were increased from 57.9% to 63.9%, 81.9% to 84.7%, and 47.5% to 54.1%, respectively. This indicates a reduction in molar volume from N-acetyl-D-glucosamine (GlcNAc) and pyruvate (Pyr) to Neu5Ac. In particular, the circular reactor showed great potential to study reactions at high pressure while allowing for easy sampling. Additionally, an increase in affinity of pyruvate towards both tested enzymes was observed when high pressure was applied, as evidenced by a decrease of KI for the epimerase and KM for the aldolase from 108 to 42 mM and 91 to 37 mM, respectively.en
dc.language.isoende_DE
dc.publisherBeilstein-Institut zur Förderung der Chemischen Wissenschaftende_DE
dc.relation.ispartofBeilstein journal of organic chemistryde_DE
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/de_DE
dc.subjectaldolasede_DE
dc.subjectcontinuous fixed-bed reactorde_DE
dc.subjectenzymede_DE
dc.subjectepimerasede_DE
dc.subjectGlcNAcde_DE
dc.subjecthigh pressurede_DE
dc.subjectimmobilizationde_DE
dc.subjectManNAcde_DE
dc.subjectNeu5Acde_DE
dc.subjectpyruvatede_DE
dc.subject.ddc570: Biowissenschaften, Biologiede_DE
dc.titleShift of the reaction equilibrium at high pressure in the continuous synthesis of neuraminic acidde_DE
dc.typeArticlede_DE
dc.identifier.doi10.15480/882.4541-
dc.type.diniarticle-
dcterms.DCMITypeText-
tuhh.identifier.urnurn:nbn:de:gbv:830-882.0194486-
tuhh.oai.showtruede_DE
tuhh.abstract.englishThe importance of a compound that helps fight against influenza is, in times of a pandemic, self-evident. In order to produce these compounds in vast quantities, many researchers consider continuous flow reactors in chemical industry as next stepping stone for large scale production. For these reasons, the synthesis of N-acetylneuraminic acid (Neu5Ac) in a continuous fixed-bed reactor by an immobilized epimerase and aldolase was investigated in detail. The immobilized enzymes showed high stability, with half-life times > 173 days under storage conditions (6 °C in buffer) and reusability over 50 recycling steps, and were characterized regarding the reaction kinetics (initial rate) and scalability (different lab scales) in a batch reactor. The reaction kinetics were studied in a continuous flow reactor. A high-pressure circular reactor (up to 130 MPa) was applied for the investigation of changes in the position of the reaction equilibrium. By this, equilibrium conversion, selectivity, and yield were increased from 57.9% to 63.9%, 81.9% to 84.7%, and 47.5% to 54.1%, respectively. This indicates a reduction in molar volume from N-acetyl-D-glucosamine (GlcNAc) and pyruvate (Pyr) to Neu5Ac. In particular, the circular reactor showed great potential to study reactions at high pressure while allowing for easy sampling. Additionally, an increase in affinity of pyruvate towards both tested enzymes was observed when high pressure was applied, as evidenced by a decrease of KI for the epimerase and KM for the aldolase from 108 to 42 mM and 91 to 37 mM, respectively.de_DE
tuhh.publisher.doi10.3762/bjoc.18.59-
tuhh.publication.instituteTechnische Biokatalyse V-6de_DE
tuhh.identifier.doi10.15480/882.4541-
tuhh.type.opus(wissenschaftlicher) Artikel-
dc.type.driverarticle-
dc.type.casraiJournal Article-
tuhh.container.volume18de_DE
tuhh.container.startpage567de_DE
tuhh.container.endpage579de_DE
dc.relation.projectProtein Pressure Specific Activity Impact "Modulation der Reaktivität von Proteinen und Thermodynamik durch Druck"de_DE
dc.rights.nationallicensefalsede_DE
dc.identifier.scopus2-s2.0-85132216975de_DE
local.status.inpressfalsede_DE
local.type.versionpublishedVersionde_DE
datacite.resourceTypeArticle-
datacite.resourceTypeGeneralJournalArticle-
item.openairetypeArticle-
item.openairecristypehttp://purl.org/coar/resource_type/c_6501-
item.fulltextWith Fulltext-
item.languageiso639-1en-
item.grantfulltextopen-
item.mappedtypeArticle-
item.cerifentitytypePublications-
item.creatorGNDReich, Jannis Alexander-
item.creatorGNDAßmann, Miriam-
item.creatorGNDHölting, Kristin-
item.creatorGNDBubenheim, Paul-
item.creatorGNDKuballa, Jürgen-
item.creatorGNDLiese, Andreas-
item.creatorOrcidReich, Jannis Alexander-
item.creatorOrcidAßmann, Miriam-
item.creatorOrcidHölting, Kristin-
item.creatorOrcidBubenheim, Paul-
item.creatorOrcidKuballa, Jürgen-
item.creatorOrcidLiese, Andreas-
crisitem.project.funderBundesministerium für Bildung und Forschung (BMBF)-
crisitem.project.funderid501100002347-
crisitem.project.funderrorid04pz7b180-
crisitem.project.grantno031B0405A-
crisitem.author.deptTechnische Biokatalyse V-6-
crisitem.author.deptTechnische Biokatalyse V-6-
crisitem.author.deptTechnische Biokatalyse V-6-
crisitem.author.deptTechnische Biokatalyse V-6-
crisitem.author.deptTechnische Biokatalyse V-6-
crisitem.author.orcid0000-0002-6374-6630-
crisitem.author.orcid0000-0002-1660-5253-
crisitem.author.orcid0000-0001-6954-4274-
crisitem.author.orcid0000-0001-6336-9452-
crisitem.author.orcid0000-0002-4867-9935-
crisitem.author.parentorgStudiendekanat Verfahrenstechnik (V)-
crisitem.author.parentorgStudiendekanat Verfahrenstechnik (V)-
crisitem.author.parentorgStudiendekanat Verfahrenstechnik (V)-
crisitem.author.parentorgStudiendekanat Verfahrenstechnik (V)-
crisitem.author.parentorgStudiendekanat Verfahrenstechnik (V)-
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