{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,5]],"date-time":"2025-10-05T11:46:48Z","timestamp":1759664808066},"reference-count":33,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2007,10,17]],"date-time":"2007-10-17T00:00:00Z","timestamp":1192579200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Journal of Pineal Research"],"published-print":{"date-parts":[[2008,4]]},"abstract":"<jats:p><jats:bold>Abstract:\u2002<\/jats:bold> Low\u2010molecular\u2010weight <jats:italic>S<\/jats:italic>\u2010nitrosothiols (RSNOs) are well known for their capability to transnitrosate cysteine residues of enzymes thereby altering their catalytic activity. It is unknown, however, whether <jats:italic>N<\/jats:italic>\u2010nitrosomelatonin (NOMela) which is highly effective in transnitrosating low\u2010molecular\u2010weight thiols (RSHs) can also alter protein function. In the present study, we report on such a capability with glyceraldehyde 3\u2010phosphate dehydrogenase (GAPDH) as a target enzyme. Reaction of NOMela with GAPDH resulted in an increase of RSNOs at the expense of RSHs. Somewhat surprisingly, NOMela was about 10\u2010fold more effective than <jats:italic>S<\/jats:italic>\u2010nitrosocysteine in inhibiting GAPDH. Vitamin C and glutathione increased the NOMela\u2010dependent inhibition of the enzyme by accelerating the intermediacy of nitroxyl which is also highly effective in nitrosating RSHs. The occurrence of this intermediate during the NOMela\u2013vitamin C reaction was verified by using Mn(III)\u2010tetrakis(1\u2010methyl\u20104\u2010pyridyl)porphorin pentachloride as nitroxyl scavenger. The NOMela\u2010dependent inactivation of GAPDH was so effective that this reaction can be used to quantify NOMela with high sensitivity.<\/jats:p>","DOI":"10.1111\/j.1600-079x.2007.00517.x","type":"journal-article","created":{"date-parts":[[2007,10,17]],"date-time":"2007-10-17T07:37:20Z","timestamp":1192606640000},"page":"244-249","source":"Crossref","is-referenced-by-count":12,"title":["<i>N<\/i>\u2010Nitrosomelatonin outcompetes <i>S<\/i>\u2010Nitrosocysteine in inhibiting Glyceraldehyde 3\u2010Phosphate Dehydrogenase: first evidence that <i>N<\/i>\u2010Nitrosomelatonin can modify protein function"],"prefix":"10.1111","volume":"44","author":[{"given":"Michael","family":"Kirsch","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Herbert","family":"De Groot","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2007,10,18]]},"reference":[{"key":"e_1_2_4_2_2","volume-title":"Nitrosation Reactions and the Chemistry of Nitric Oxide","author":"Williams DLH","year":"2004"},{"key":"e_1_2_4_3_2","doi-asserted-by":"publisher","DOI":"10.1124\/mi.3.5.253"},{"key":"e_1_2_4_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0891-5849(01)00627-X"},{"key":"e_1_2_4_5_2","doi-asserted-by":"publisher","DOI":"10.1161\/01.RES.0000122071.55721.BC"},{"key":"e_1_2_4_6_2","doi-asserted-by":"publisher","DOI":"10.1038\/380221a0"},{"key":"e_1_2_4_7_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.272.7.4323"},{"key":"e_1_2_4_8_2","doi-asserted-by":"publisher","DOI":"10.1038\/ncb851"},{"key":"e_1_2_4_9_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.284.5414.651"},{"key":"e_1_2_4_10_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.271.8.4209"},{"key":"e_1_2_4_11_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M609684200"},{"key":"e_1_2_4_12_2","doi-asserted-by":"publisher","DOI":"10.1515\/BC.2002.043"},{"key":"e_1_2_4_13_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-079X.2004.00200.x"},{"key":"e_1_2_4_14_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-079X.2005.00277.x"},{"key":"e_1_2_4_15_2","doi-asserted-by":"publisher","DOI":"10.1039\/b502915e"},{"key":"e_1_2_4_16_2","doi-asserted-by":"publisher","DOI":"10.1039\/b513857d"},{"key":"e_1_2_4_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200600405"},{"key":"e_1_2_4_18_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200700395"},{"key":"e_1_2_4_19_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-079X.2007.00484.x"},{"key":"e_1_2_4_20_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M405987200"},{"key":"e_1_2_4_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja002006u"},{"key":"e_1_2_4_22_2","volume-title":"Methods of Enzymatic Analysis","author":"Bergmeyer HU","year":"1983"},{"key":"e_1_2_4_23_2","first-page":"251","volume-title":"Methods of Enzymatic Analysis","author":"Klingenberg M","year":"1985"},{"key":"e_1_2_4_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja044632n"},{"key":"e_1_2_4_25_2","doi-asserted-by":"crossref","first-page":"23471","DOI":"10.1016\/S0021-9258(17)31540-5","article-title":"Stable Mn(III) porphyrins mimics superoxide dismutase in vitro and substitute for it in vivo","volume":"269","author":"Faulkner KM","year":"1994","journal-title":"J Biol Chem"},{"key":"e_1_2_4_26_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ab.2006.08.020"},{"key":"e_1_2_4_27_2","volume-title":"Harper\u2019s Illustrated Biochemistry","author":"Murray RK","year":"2003"},{"key":"e_1_2_4_28_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo047720z"},{"key":"e_1_2_4_29_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M300237200"},{"key":"e_1_2_4_30_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0891-5849(03)00111-4"},{"key":"e_1_2_4_31_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi973153g"},{"key":"e_1_2_4_32_2","first-page":"245","article-title":"Nuove ricerche sopra l\u2018acido nitroidrossilamminico","volume":"33","author":"Angeli A","year":"1903","journal-title":"Gazz Chim Ital"},{"key":"e_1_2_4_33_2","doi-asserted-by":"crossref","first-page":"844","DOI":"10.1016\/S0021-9258(17)45252-5","article-title":"The acyl\u2010enzyme intermediate and the kinetic mechanism of glyceraldehyde 3\u2010phosphate dehydrogenase reaction","volume":"240","author":"Furfine CS","year":"1965","journal-title":"J Biol Chem"},{"key":"e_1_2_4_34_2","doi-asserted-by":"publisher","DOI":"10.1042\/BJ20040828"}],"container-title":["Journal of Pineal Research"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1111%2Fj.1600-079X.2007.00517.x","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1111\/j.1600-079X.2007.00517.x","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,10,11]],"date-time":"2023-10-11T17:54:11Z","timestamp":1697046851000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1111\/j.1600-079X.2007.00517.x"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2007,10,18]]},"references-count":33,"journal-issue":{"issue":"3","published-print":{"date-parts":[[2008,4]]}},"alternative-id":["10.1111\/j.1600-079X.2007.00517.x"],"URL":"https:\/\/doi.org\/10.1111\/j.1600-079x.2007.00517.x","archive":["Portico"],"relation":{},"ISSN":["0742-3098","1600-079X"],"issn-type":[{"value":"0742-3098","type":"print"},{"value":"1600-079X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2007,10,18]]}}}