{"id":{"repo_id":"vt","oai_identifier":"oai:vtechworks.lib.vt.edu:10919/101178"},"canonical_url":"https://search.dev.ndltd.org/etd/vt/oai:vtechworks.lib.vt.edu:10919/101178","repository":{"repo_id":"vt","name":"Virginia Tech","base_url":"https://vtechworks.lib.vt.edu/oai/request"},"display":{"title":"The E/Z isomerization step in the biosynthesis of Z coniferyl alcohol in Fagus grandifolia Ehrh.","abstract":"In nature, it has long been assumed that p-hydroxycinnamyl alcohols occur exclusively in their trans (E) stereoisomeric form. However, in beech bark (Fagus grandifolia Ehrh.) only the corresponding cis (Z) monomers were found. Experiments with beech bark and 2-¹⁴C-labelled E ferulic acid, E coniferaldehyde, and E coniferyl alcohol revealed that these compounds were efficiently incorporated into both E and Z isomers of coniferyl alcohol. On the other hand, low incorporation of 2-¹⁴C-labelled Z ferulic acid indicated that this isomer was not a preferred substrate. Our results suggest that Z coniferyl alcohol is produced by E + Z isomerization of the corresponding E isomer. Experimental evidence excluded the possibility of this unusual isomerization occurring by either chemical or photochemical means; instead it is concluded that isomerization is enzymatically mediated by a novel isomerase.","abstract_html":"In nature, it has long been assumed that p-hydroxycinnamyl alcohols occur exclusively in their trans (E) stereoisomeric form. However, in beech bark (Fagus grandifolia Ehrh.) only the corresponding cis (Z) monomers were found. Experiments with beech bark and 2-¹⁴C-labelled E ferulic acid, E coniferaldehyde, and E coniferyl alcohol revealed that these compounds were efficiently incorporated into both E and Z isomers of coniferyl alcohol. On the other hand, low incorporation of 2-¹⁴C-labelled Z ferulic acid indicated that this isomer was not a preferred substrate. Our results suggest that Z coniferyl alcohol is produced by E + Z isomerization of the corresponding E isomer. Experimental evidence excluded the possibility of this unusual isomerization occurring by either chemical or photochemical means; instead it is concluded that isomerization is enzymatically mediated by a novel isomerase.","abstract_has_math":false,"creators":["Dubelsten, Paul"],"institution":"Virginia Polytechnic Institute and State University","degree_name":"M.S.","degree_level":"masters","degree_discipline":"Forest Products","degree_department":"Forest Products","school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":1987,"date_issued":"1987","date_published":"1987","updated_at":"2026-07-22T22:19:27Z","subjects":[],"languages":["en"],"rights":["In Copyright"],"rights_urls":["http://rightsstatements.org/vocab/InC/1.0/"],"identifier_entries":[]},"links":{"outbound_url":"http://hdl.handle.net/10919/101178","outbound_label":"Handle","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.department","label":"Department","values":["Forest Products"]},{"key":"dc:creator","label":"Author","values":["Dubelsten, Paul"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.accessioned","label":"Dc Date Accessioned","values":["2020-12-14T16:34:43Z"]},{"key":"dc:date.available","label":"Dc Date Available","values":["2020-12-14T16:34:43Z"]},{"key":"dc:date.issued","label":"Date","values":["1987"]},{"key":"dc:publisher","label":"Institution","values":["Virginia Polytechnic Institute and State University"]},{"key":"dc:type","label":"Dc Type","values":["Thesis"]},{"key":"dc:type.dcmitype","label":"Dc Type Dcmitype","values":["Text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Forest Products"]},{"key":"thesis:degree_level","label":"Degree Level","values":["masters"]},{"key":"thesis:degree_name","label":"Degree Name","values":["M.S."]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["Virginia Polytechnic Institute and State University"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language.iso","label":"Language (ISO)","values":["en"]},{"key":"dc:rights","label":"Dc Rights","values":["In Copyright"]},{"key":"dc:rights.uri","label":"Rights URI","values":["http://rightsstatements.org/vocab/InC/1.0/"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier.uri","label":"Identifier URI","values":["http://hdl.handle.net/10919/101178"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["In nature, it has long been assumed that p-hydroxycinnamyl alcohols occur exclusively in their trans (E) stereoisomeric form. However, in beech bark (Fagus grandifolia Ehrh.) only the corresponding cis (Z) monomers were found. Experiments with beech bark and 2-¹⁴C-labelled E ferulic acid, E coniferaldehyde, and E coniferyl alcohol revealed that these compounds were efficiently incorporated into both E and Z isomers of coniferyl alcohol. On the other hand, low incorporation of 2-¹⁴C-labelled Z ferulic acid indicated that this isomer was not a preferred substrate. Our results suggest that Z coniferyl alcohol is produced by E + Z isomerization of the corresponding E isomer. Experimental evidence excluded the possibility of this unusual isomerization occurring by either chemical or photochemical means; instead it is concluded that isomerization is enzymatically mediated by a novel isomerase."]},{"key":"dc:description.degree","label":"Dc Description Degree","values":["M.S."]},{"key":"dc:format.mimetype","label":"Dc Format Mimetype","values":["application/pdf"]},{"key":"dc:title","label":"Title","values":["The E/Z isomerization step in the biosynthesis of Z coniferyl alcohol in Fagus grandifolia Ehrh."]}]}],"canonical_facts":{"dc:contributor.department":["Forest Products"],"dc:creator":["Dubelsten, Paul"],"dc:date.accessioned":["2020-12-14T16:34:43Z"],"dc:date.available":["2020-12-14T16:34:43Z"],"dc:date.issued":["1987"],"dc:description.abstract":["In nature, it has long been assumed that p-hydroxycinnamyl alcohols occur exclusively in their trans (E) stereoisomeric form. However, in beech bark (Fagus grandifolia Ehrh.) only the corresponding cis (Z) monomers were found. Experiments with beech bark and 2-¹⁴C-labelled E ferulic acid, E coniferaldehyde, and E coniferyl alcohol revealed that these compounds were efficiently incorporated into both E and Z isomers of coniferyl alcohol. On the other hand, low incorporation of 2-¹⁴C-labelled Z ferulic acid indicated that this isomer was not a preferred substrate. Our results suggest that Z coniferyl alcohol is produced by E + Z isomerization of the corresponding E isomer. Experimental evidence excluded the possibility of this unusual isomerization occurring by either chemical or photochemical means; instead it is concluded that isomerization is enzymatically mediated by a novel isomerase."],"dc:description.degree":["M.S."],"dc:format.mimetype":["application/pdf"],"dc:identifier.uri":["http://hdl.handle.net/10919/101178"],"dc:language.iso":["en"],"dc:publisher":["Virginia Polytechnic Institute and State University"],"dc:rights":["In Copyright"],"dc:rights.uri":["http://rightsstatements.org/vocab/InC/1.0/"],"dc:title":["The E/Z isomerization step in the biosynthesis of Z coniferyl alcohol in Fagus grandifolia Ehrh."],"dc:type":["Thesis"],"dc:type.dcmitype":["Text"],"thesis:degree_discipline":["Forest Products"],"thesis:degree_level":["masters"],"thesis:degree_name":["M.S."],"thesis:institution_name":["Virginia Polytechnic Institute and State University"]},"updated_at":"2026-07-22T22:19:27Z"}