Indole peroxygenase activity of indoleamine 2,3-dioxygenase

Proceedings of the National Academy of Sciences of the United States of America
Hsin H Kuo, A Grant Mauk

Abstract

The heme enzyme indoleamine 2,3-dioxygenase (IDO) was found to catalyze the oxidation of indole by H(2)O(2), with generation of 2- and 3-oxoindole as the major products. This reaction occurred in the absence of O(2) and reducing agents and was not inhibited by superoxide dismutase or hydroxyl radical scavengers, although it was strongly inhibited by L-Trp. The stoichiometry of the reaction indicated a one-to-one correspondence for the consumption of indole and H(2)O(2). The (18)O-labeling experiments indicated that the oxygen incorporated into the monooxygenated products was derived almost exclusively from H(2)(18)O(2), suggesting that electron transfer was coupled to the transfer of oxygen from a ferryl intermediate of IDO. These results demonstrate that IDO oxidizes indole by means of a previously unrecognized peroxygenase activity. We conclude that IDO inserts oxygen into indole in a reaction that is mechanistically analogous to the "peroxide shunt" pathway of cytochrome P450.

References

Aug 1, 1976·Archives of Biochemistry and Biophysics·G D NordblomM J Coon
Nov 1, 1979·The Biochemical Journal·M D Corbett, B R Chipko
Apr 1, 1976·Journal of Biochemistry·O Hayaishi
Jul 1, 1995·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·H B Dunford
Aug 14, 1999·The Journal of Biological Chemistry·L C Bell-Parikh, F P Guengerich
Nov 24, 1999·Biochemical and Biophysical Research Communications·E M GillamF P Guengerich
Nov 15, 2000·Biochemistry·E M GillamF P Guengerich
May 24, 2001·Archives of Biochemistry and Biophysics·V F XimenesL H Catalani
Sep 11, 2001·Biochemical and Biophysical Research Communications·V F XimenesA Campa
Oct 25, 2001·Archives of Biochemistry and Biophysics·K NakamuraF P Guengerich
Oct 31, 2001·Journal of Photochemistry and Photobiology. B, Biology·M J Davies, Roger J W Truscott
Nov 7, 1996·Chemical Reviews·Masanori SonoJohn H. Dawson
Apr 16, 2003·Analytical Biochemistry·Wei-Ping Lu, Lin Fei
Oct 16, 1953·Science·R E BENESCH, R BENESCH
Apr 8, 1958·Proceedings of the Royal Society of London. Series B, Containing Papers of a Biological Character·S COTSON, S J HOLT
Nov 1, 1964·Biochemistry·L K RAMACHANDRAN, B WITKOP
Nov 30, 1951·Science·R J BARRNETT, A M SELIGMAN
Sep 9, 2004·Chemical Reviews·Bernard MeunierSason Shaik
Apr 16, 2005·Annual Review of Pharmacology and Toxicology·William M Atkins
Jun 9, 2005·Chemical Reviews·Ilia G DenisovIlme Schlichting
Sep 6, 2005·Biochemical and Biophysical Research Communications·Stephen G SligarIlia G Denisov
Sep 24, 2005·Biochemical and Biophysical Research Communications·Osamu Takikawa
Feb 16, 2006·Proceedings of the National Academy of Sciences of the United States of America·Hiroshi SugimotoYoshitsugu Shiro
Mar 3, 2006·Journal of Inorganic Biochemistry·Thomas M MakrisStephen G Sligar
Sep 18, 2007·Journal of Molecular Biology·Wei-Cheng HuangGordon C K Roberts
Mar 28, 2008·Immunological Reviews·Jessica B KatzGeorge C Prendergast
Apr 17, 2008·Applied Biochemistry and Biotechnology·Hong-mei LiR D Schmid
Sep 10, 2009·Journal of the American Chemical Society·Changyuan LuSyun-Ru Yeh
Oct 7, 2009·Proceedings of the National Academy of Sciences of the United States of America·Ariel Lewis-BallesterSyun-Ru Yeh
Apr 3, 2010·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·Luciana CapeceMarcelo A Marti
Apr 20, 2011·The Journal of Biological Chemistry·Changyuan Lu, Syun-Ru Yeh
Jun 3, 2011·The Journal of Biological Chemistry·Rong FuAimin Liu
Jun 22, 2011·The Journal of Biological Chemistry·Federico I RosellA Grant Mauk
Sep 7, 2011·Journal of the American Chemical Society·Jaswir BasranEmma Lloyd Raven
Dec 27, 2011·The Journal of Physical Chemistry. B·Luciana CapeceMarcelo A Marti

Citations

Dec 4, 2013·Archives of Biochemistry and Biophysics·Jiafeng Geng, Aimin Liu
Oct 23, 2014·Nature Communications·Daniel ThielJan Deska
Oct 28, 2014·Frontiers in Immunology·Helen J BallHajime Julie Yuasa
Dec 2, 2016·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·Emma Lloyd Raven
Dec 14, 2019·Applied Microbiology and Biotechnology·Andrea N Fabara, Marco W Fraaije
Jul 18, 2015·Clinical Science·Amanda W S YeungShane R Thomas
May 14, 2019·Frontiers in Chemistry·Leander Crocker, Ljiljana Fruk
Jul 6, 2019·Biochimica Et Biophysica Acta. Proteins and Proteomics·Hajime Julie Yuasa

Related Concepts

Peroxygenase
Indole, 14C-labeled
Aspergillus niger
Bos indicus
Alkalescens-Dispar Group
Esterases
Glucose Oxidase
Oxydol
Mixed Function Oxygenases
Indoles

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