{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,20]],"date-time":"2026-08-20T15:13:14Z","timestamp":1787238794360,"version":"build-2736575974"},"reference-count":44,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2014,11,7]],"date-time":"2014-11-07T00:00:00Z","timestamp":1415318400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"name":"Funded Access"},{"name":"Austrian Science Foundation","award":["L-472"],"award-info":[{"award-number":["L-472"]}]},{"name":"Austrian Science Foundation","award":["I-563"],"award-info":[{"award-number":["I-563"]}]},{"name":"Federal Ministery of Science and Research","award":["SPA-02\/88"],"award-info":[{"award-number":["SPA-02\/88"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2015,1,2]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    In senescent leaves, chlorophyll typically is broken down to colorless and essentially photo\u2010inactive phyllobilanes, which are linear tetrapyrroles classified as \u201cnonfluorescent\u201d chlorophyll catabolites (NCCs) and dioxobilane\u2010type NCCs (DNCCs). In homogenates of senescent leaves of the tropical evergreen\n                    <jats:italic>Spathiphyllum wallisii<\/jats:italic>\n                    , when left at room temperature and extracted with methanol, the major endogenous, naturally formed NCC was regio\u2010 and stereoselectively oxidized (in part) to a mixture of its 15\u2010hydroxy and 15\u2010methoxy derivative. In the absence of methanol in the extract, only the 15\u2010OH\u2010NCC was observed. The endogenous oxidation process depended upon molecular oxygen. It was inhibited by carbon monoxide, as well as by keeping the leaf homogenate and extract at low temperatures. The remarkable \u201coxidative activity\u201d was inactivated by heating the homogenate for 10\u2005min at 70\u2009\u00b0C. Upon addition of a natural epimeric NCC (\n                    <jats:italic>epi<\/jats:italic>\n                    NCC) to the homogenate of senescent or green\n                    <jats:italic>Sp. wallisii<\/jats:italic>\n                    leaves at room temperature, the exogenous\n                    <jats:italic>epi<\/jats:italic>\n                    NCC was oxidized regio\u2010 and stereoselectively to 15\u2010OH\u2010\n                    <jats:italic>epi<\/jats:italic>\n                    NCC and 15\u2010OMe\u2010\n                    <jats:italic>epi<\/jats:italic>\n                    NCC. The identical two oxidized\n                    <jats:italic>epi<\/jats:italic>\n                    NCCs were also obtained as products of the oxidation of\n                    <jats:italic>epi<\/jats:italic>\n                    NCC with dicyanodichlorobenzoquinone (DDQ). Water elimination from 15\u2010OH\u2010\n                    <jats:italic>epi<\/jats:italic>\n                    NCC occurred readily and gave a known \u201cyellow\u201d chlorophyll catabolite (YCC). The endogenous oxidation process, described here, may represent the elusive natural path from the colorless NCCs to yellow and pink coloured phyllobilins, which were found in (extracts of) some senescent leaves.\n                  <\/jats:p>","DOI":"10.1002\/chem.201404783","type":"journal-article","created":{"date-parts":[[2014,11,7]],"date-time":"2014-11-07T17:02:20Z","timestamp":1415379740000},"page":"136-149","source":"Crossref","is-referenced-by-count":40,"title":["Stereo\u2010 and Regioselective Phyllobilane Oxidation in Leaf Homogenates of the Peace Lily (\n                    <i>Spathiphyllum wallisii)<\/i>\n                    : Hypothetical Endogenous Path to Yellow Chlorophyll Catabolites"],"prefix":"10.1002","volume":"21","author":[{"given":"Clemens","family":"Vergeiner","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Markus","family":"Ulrich","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chengjie","family":"Li","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiujun","family":"Liu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thomas","family":"M\u00fcller","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bernhard","family":"Kr\u00e4utler","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2014,11,7]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/9780470988855.ch2"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1039\/b802356p"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200800804"},{"key":"e_1_2_6_5_2","unstructured":"\u00a0"},{"key":"e_1_2_6_6_2","first-page":"117","volume-title":"Chlorophyll Breakdown \u2010 Chemistry, Biochemistry and Biology, Vol.\u200528","author":"Kr\u00e4utler B.","year":"2013"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CS00079J"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19911031020"},{"key":"e_1_2_6_8_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199113151"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bbabio.2010.12.007"},{"key":"e_1_2_6_10_2","unstructured":"\u00a0"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201103934"},{"key":"e_1_2_6_11_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201103934"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1105\/tpc.113.112151"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1232207100"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201000294"},{"key":"e_1_2_6_14_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201000294"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.febslet.2010.09.011"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0908060106"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1039\/C3PP50392E"},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200803189"},{"key":"e_1_2_6_18_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200803189"},{"key":"e_1_2_6_19_2","unstructured":"\u00a0"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1039\/b813558d"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201003313"},{"key":"e_1_2_6_22_2","unstructured":"\u00a0"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.201200203"},{"key":"e_1_2_6_24_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2014.03.114"},{"key":"e_1_2_6_25_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201201023"},{"key":"e_1_2_6_26_2","unstructured":"G. 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