{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T15:07:53Z","timestamp":1787065673800,"version":"build-2736575974"},"reference-count":59,"publisher":"Wiley","issue":"34","license":[{"start":{"date-parts":[[2006,9,1]],"date-time":"2006-09-01T00:00:00Z","timestamp":1157068800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2006,11,24]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    During the past years, there has been increasing interest in endogenous nitric oxide storage compounds. Recently, we briefly reported on the ascorbate\u2010dependent release of nitric oxide (\n                    <jats:sup>.<\/jats:sup>\n                    NO) from\n                    <jats:italic>N<\/jats:italic>\n                    \u2010nitrosotryptophan derivatives. In the present study, the underlying mechanism of\n                    <jats:sup>.<\/jats:sup>\n                    NO release is studied in more detail, primarily utilizing\n                    <jats:italic>N<\/jats:italic>\n                    \u2010acetyl\u2010\n                    <jats:italic>N<\/jats:italic>\n                    \u2010nitrosotryptophan (NANT) as a model compound. The initial rate of the ascorbate\u2010induced release of nitric oxide has been found to correspond to the rate of NANT decay. In this process,\n                    <jats:italic>N<\/jats:italic>\n                    \u2010acetyltryptophan (NAT) is produced almost quantitatively. The final yield of nitrite amounted to around 90\u2009% with respect to the applied amount of NANT. However, the total release of nitric oxide was only 60\u2009%, as determined by using an FNOCT\u20104(fluorescent nitric oxide cheletropic trap number 4) assay. Besides nitric oxide, a second volatile product, dinitrogen oxide (N\n                    <jats:sub>2<\/jats:sub>\n                    O), has been identified by using\n                    <jats:sup>15<\/jats:sup>\n                    N NMR spectrometry, strongly indicating the intermediacy of nitroxyl (HNO). The formation of intermediate ascorbyl radical anions during the NANT\u2013ascorbate reaction has been monitored by using ESR spectrometry. Unexpectedly, it was found that the primary oxidized product of vitamin C, dehydroascorbic acid (DHA), efficiently consumes nitric oxide. Since ESR spectrometry further revealed that ascorbyl radical anions are also generated during the spontaneous decay of DHA, the DHA\u2013nitric oxide reaction is related to recombination of\n                    <jats:sup>.<\/jats:sup>\n                    NO with the thus formed ascorbyl radical anions. A conclusively established mechanism of the NANT\u2013ascorbate reaction is presented, with\n                    <jats:italic>O<\/jats:italic>\n                    \u2010nitrosoascorbate as a key intermediate, as additionally supported by CBS\u2010QB3 calculations. The present study suggests that vitamin C and its oxidation products can chemically counterbalance endogenous nitric oxide levels.\n                  <\/jats:p>","DOI":"10.1002\/chem.200600405","type":"journal-article","created":{"date-parts":[[2006,9,1]],"date-time":"2006-09-01T09:28:30Z","timestamp":1157102910000},"page":"8786-8797","source":"Crossref","is-referenced-by-count":51,"title":["On the Mechanism of the Ascorbic Acid\u2010Induced Release of Nitric Oxide from\n                    <i>N<\/i>\n                    \u2010Nitrosated Tryptophan Derivatives: Scavenging of NO by Ascorbyl Radicals"],"prefix":"10.1002","volume":"12","author":[{"given":"Anna","family":"Kytzia","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hans\u2010Gert","family":"Korth","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Reiner","family":"Sustmann","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Herbert","family":"de Groot","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michael","family":"Kirsch","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2006,11,16]]},"reference":[{"key":"e_1_2_5_1_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0031-6997(25)06663-3"},{"key":"e_1_2_5_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00074a023"},{"key":"e_1_2_5_3_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.271.32.19180"},{"key":"e_1_2_5_4_2","doi-asserted-by":"publisher","DOI":"10.1006\/bbrc.1996.1620"},{"key":"e_1_2_5_5_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.271.24.14271"},{"key":"e_1_2_5_6_2","doi-asserted-by":"publisher","DOI":"10.1007\/BF02256578"},{"key":"e_1_2_5_7_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M300237200"},{"key":"e_1_2_5_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.freeradbiomed.2004.05.030"},{"key":"e_1_2_5_9_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-079X.2004.00200.x"},{"key":"e_1_2_5_10_2","doi-asserted-by":"publisher","DOI":"10.1080\/10715760100301351"},{"key":"e_1_2_5_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo047720z"},{"key":"e_1_2_5_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo000865v"},{"key":"e_1_2_5_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3765(19990604)5:6<1738::AID-CHEM1738>3.0.CO;2-T"},{"key":"e_1_2_5_14_2","doi-asserted-by":"publisher","DOI":"10.1039\/p29820001383"},{"key":"e_1_2_5_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0005-2728(99)00019-5"},{"key":"e_1_2_5_16_2","doi-asserted-by":"publisher","DOI":"10.1139\/v73-166"},{"key":"e_1_2_5_17_2","doi-asserted-by":"publisher","DOI":"10.1139\/v70-063"},{"key":"e_1_2_5_18_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.90.17.8103"},{"key":"e_1_2_5_19_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.270.27.16075"},{"key":"e_1_2_5_20_2","doi-asserted-by":"publisher","DOI":"10.1039\/b502915e"},{"key":"e_1_2_5_21_2","volume-title":"Physical Chemistry","author":"Atkins P.","year":"1994"},{"key":"e_1_2_5_22_2","volume-title":"Kinetics and Mechanism","author":"Moore J. 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