About: Oxidation of Endogenous N-Arachidonoylserotonin by Human Cytochrome P450 2U1

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Cytochrome P450 (P450) 2U1 has been shown to be expressed, at the mRNA level, in human thymus, brain, and several other tissues. Recombinant P450 2U1 was purified and used as a reagent in a metabolomic search for substrates in bovine brain. In addition to fatty acid oxidation reactions, an oxidation of endogenous N-arachidonoylserotonin was characterized. Subsequent NMR and masss pectrometry and chemical synthesis showed that the main product was the result of C2 oxidation of the indole ring, in contrast to other human P450s that generated different products. N-Arachidonoylserotonin, first synthesized chemically and described as an inhibitor of fatty acid amide hydrolase, had previously been found in porcine and mouse intestine; we demonstrated its presence in bovine and human brain samples. The product (2-oxo) was 4-fold less active than N-arachidonoylserotonin in inhibiting fatty acid amide hydrolase. The rate of oxidation of N-arachidonoylserotonin was similar to that of arachidonic acid, one of the previously identified fatty acid substrates of P450 2U1. The demonstration of the oxidation of N-arachidonoylserotonin by P450 2U1 suggests a possible role in human brain and possibly other sites. Cytochrome P450 (P450) 2U1 has been shown to be expressed, at the mRNA level, in human thymus, brain, and several other tissues. Recombinant P450 2U1 was purified and used as a reagent in a metabolomic search for substrates in bovine brain. In addition to fatty acid oxidation reactions, an oxidation of endogenous N-arachidonoylserotonin was characterized. Subsequent NMR and masss pectrometry and chemical synthesis showed that the main product was the result of C2 oxidation of the indole ring, in contrast to other human P450s that generated different products. N-Arachidonoylserotonin, first synthesized chemically and described as an inhibitor of fatty acid amide hydrolase, had previously been found in porcine and mouse intestine; we demonstrated its presence in bovine and human brain samples. The product (2-oxo) was 4-fold less active than N-arachidonoylserotonin in inhibiting fatty acid amide hydrolase. The rate of oxidation of N-arachidonoylserotonin was similar to that of arachidonic acid, one of the previously identified fatty acid substrates of P450 2U1. The demonstration of the oxidation of N-arachidonoylserotonin by P450 2U1 suggests a possible role in human brain and possibly other sites. (en)
Title	Oxidation of Endogenous N-Arachidonoylserotonin by Human Cytochrome P450 2U1 Oxidation of Endogenous N-Arachidonoylserotonin by Human Cytochrome P450 2U1 (en)
skos:prefLabel	Oxidation of Endogenous N-Arachidonoylserotonin by Human Cytochrome P450 2U1 Oxidation of Endogenous N-Arachidonoylserotonin by Human Cytochrome P450 2U1 (en)
skos:notation	RIV/61989592:15110/14:33150969!RIV15-MSM-15110___
http://linked.open...avai/riv/aktivita	P
http://linked.open...avai/riv/aktivity	P(ED0030/01/01)
http://linked.open...iv/cisloPeriodika	15
http://linked.open...vai/riv/dodaniDat	2015
http://linked.open...aciTvurceVysledku	Šiller, Michal
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Palackého v Olomouci / Lékařská fakulta
http://linked.open...dnocenehoVysledku	35527
http://linked.open...ai/riv/idVysledku	RIV/61989592:15110/14:33150969
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	metabolomics; N-arachidonoylserotonin; orphan P450; cytochrome P450 (en)
http://linked.open.../riv/klicoveSlovo	N-arachidonoylserotonin orphan P450 cytochrome P450 metabolomics - metabolic profiling - metabolic %22fingerprint%22- medicinal plants
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[1F1E0BB7D483]
http://linked.open...i/riv/nazevZdroje	Journal of Biological Chemistry
http://linked.open...in/vavai/riv/obor	FR
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	6 (xsd:int)
http://linked.open...vavai/riv/projekt	Biomedicine for regional development and human resources
http://linked.open...UplatneniVysledku	2014
http://linked.open...v/svazekPeriodika	289
http://linked.open...iv/tvurceVysledku	Šiller, Michal Goyal, Sandeep Guengerich, F. Peter Wei, Shouzou Xiao, Yi Yoshimoto, Francis K
http://linked.open...ain/vavai/riv/wos	000334226400021
issn	0021-9258
number of pages	12 (xsd:int)
http://bibframe.org/vocab/doi	10.1074/jbc.M114.550004
http://localhost/t...ganizacniJednotka	15110

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