Selective inactivation of parvulin-like peptidyl-prolyl cis/trans isomerases by juglone

Biochemistry
L HennigG Fischer

Abstract

In contrast to FK506 binding proteins and cyclophilins, the parvulin family of peptidyl-prolyl cis/trans isomerases (PPIases; E.C. 5.2.1.8) cannot be inhibited by either FK506 or cyclosporin A. We have found that juglone, 5-hydroxy-1,4-naphthoquinone, irreversibly inhibits the enzymatic activity of several parvulins, like the E. coli parvulin, the yeast Ess1/Ptf1, and human Pin1, in a specific manner, thus allowing selective inactivation of these enzymes in the presence of other PPIases. The mode of action was studied by analyzing the inactivation kinetics and the nature of products of the reaction of E. coli parvulin and its Cys69Ala variant with juglone. For all parvulins investigated, complete inactivation was obtained by a slow process that is characterized by pseudo-first-order rate constants in the range of 5.3 x 10(-)4 to 4. 5 x 10(-)3 s-1. The inactivated parvulin contains two juglone molecules that are covalently bound to the side chains of Cys41 and Cys69 because of a Michael addition of the thiol groups to juglone. Redox reactions did not contribute to the inactivation process. Because thiol group modification was shown to proceed 5-fold faster than the rate of enzyme inactivation, it was considered as a necessary bu...Continue Reading

References

Jan 25, 1992·Nucleic Acids Research·I Mikaelian, A Sergeant
Jan 1, 1992·Toxicology and Applied Pharmacology·T J MonksD G Graham
Jan 1, 1995·Progress in Biophysics and Molecular Biology·A Galat, S M Metcalfe
Jan 1, 1995·Trends in Biochemical Sciences·E V Koonin, S M van der Vies
Jul 20, 1993·Journal of Molecular Biology·B Rost, C Sander
Mar 1, 1996·Journal of Bacteriology·S W Lazar, R Kolter

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Citations

Jan 17, 2007·European Biophysics Journal : EBJ·Pekka Mark, Lennart Nilsson
Feb 8, 2003·Chemistry & Biology·Takafumi UchidaTony Hunter
Jun 21, 2011·Expert Reviews in Molecular Medicine·Tae Ho LeeKun Ping Lu
Feb 26, 2010·Journal of Medicinal Chemistry·Tao LiuDehua Pei
Jul 15, 2009·Nature Cell Biology·Dirk Siepe, Stefan Jentsch
Apr 6, 2007·Nature Reviews. Cancer·Elizabeth S Yeh, Anthony R Means
Sep 20, 2007·Nature Reviews. Molecular Cell Biology·Kun Ping Lu, Xiao Zhen Zhou
Feb 8, 2011·The Journal of Biological Chemistry·Mayuko NishiAkihide Ryo
Jan 12, 2012·The Journal of Biological Chemistry·Niko-Petteri NykänenHenri J Huttunen
Oct 9, 2013·The Journal of Cell Biology·Nikhil RaghuramMichael J Hendzel
Jun 8, 2002·EMBO Reports·Peter E Shaw
Jul 28, 2013·Nucleic Acids Research·Toryn M PoolmanDavid W Ray
Mar 11, 2010·Science Signaling·Pamela R WestmarkJames S Malter
Nov 9, 2011·Molecular and Cellular Biology·Prashant RajbhandariElaine T Alarid
Jul 14, 2011·Cancer Prevention Research·Darya V UrusovaZigang Dong
Nov 6, 2010·Arteriosclerosis, Thrombosis, and Vascular Biology·Ling RuanRichard C Venema
Jan 12, 2008·The Journal of Clinical Investigation·Zhong-Jian ShenJames S Malter
Feb 22, 2007·PloS One·Stephane EsnaultJames S Malter
Jan 30, 2003·Biological Chemistry·Cordelia Schiene-FischerGunter Fischer
Nov 16, 2001·Biochemical and Biophysical Research Communications·F FujimoriY Murakami
Apr 15, 2004·Trends in Biochemical Sciences·Kun Ping Lu
Aug 6, 2004·Proceedings of the National Academy of Sciences of the United States of America·Stefan Kepinski, Ottoline Leyser
Jul 14, 2010·Proceedings of the National Academy of Sciences of the United States of America·Matteo Moretto-ZitaYang Xu
Sep 29, 2011·Annual Review of Pharmacology and Toxicology·Yoshito KumagaiArthur K Cho
Sep 2, 2014·Médecine sciences : M/S·Justine Marsolier, Jonathan B Weitzman
Jan 5, 2002·Molecular Plant-microbe Interactions : MPMI·K NucR Słomski

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