Abstract
The three-dimensional structure of mouse liver glutathione S-transferase P1-1 carboxymethylated at Cys-47 and its complex with S-(p-nitrobenzyl)glutathione have been determined by x-ray diffraction analysis. The structure of the modified enzyme described here is the first structural report for a Pi class glutathione S-transferase with no glutathione, glutathione S-conjugate, or inhibitor bound. It shows that part of the active site area, which includes helix alphaB and helix 310B, is disordered. However, the environment of Tyr-7, an essential residue for the catalytic reaction, remains unchanged. The position of the sulfur atom of glutathione is occupied in the ligand-free enzyme by a water molecule that is at H-bond distance from Tyr-7. We do not find any structural evidence for a tyrosinate form, and therefore our results suggest that Tyr-7 is not acting as a general base abstracting the proton from the thiol group of glutathione. The binding of the inhibitor S-(p-nitrobenzyl)-glutathione to the carboxymethylated enzyme results in a partial restructuring of the disordered area. The modification of Cys-47 sterically hinders structural organization of this region, and although it does not prevent glutathione binding, it signifi...Continue Reading
References
Oct 27, 1992·Biochemistry·X JiG L Gilliland
Sep 5, 1992·Journal of Molecular Biology·P ReinemerM W Parker
Aug 15, 1992·Archives of Biochemistry and Biophysics·A M CaccuriA Desideri
Mar 1, 1991·Chemical Research in Toxicology·R N Armstrong
Mar 1, 1991·The Biochemical Journal·D J MeyerB Ketterer
Apr 1, 1991·Archives of Biochemistry and Biophysics·H X ShenK Sato
Sep 16, 1991·Biochemical and Biophysical Research Communications·K TamaiK Sato
Jan 31, 1991·Biochemical and Biophysical Research Communications·T NishiharaT Terada
Feb 28, 1990·Biochemical and Biophysical Research Communications·K TamaiK Sato
Jan 1, 1988·CRC Critical Reviews in Biochemistry·B Mannervik, U H Danielson
Nov 1, 1985·Proceedings of the National Academy of Sciences of the United States of America·B MannervikH Jörnvall
Nov 1, 1995·The Biochemical Journal·D J Meyer, M Thomas
Feb 10, 1995·Journal of Molecular Biology·M A McTigueJ A Tainer
Oct 14, 1994·Journal of Molecular Biology·H DirrR Huber
Feb 8, 1994·Biochemistry·X JiG L Gilliland
Mar 16, 1994·Biochimica Et Biophysica Acta·M C Wilce, M W Parker
Mar 15, 1994·European Journal of Biochemistry·H DirrR Huber
Apr 1, 1994·Journal of Molecular Biology·I García-SáezM Coll
May 20, 1994·Journal of Molecular Biology·S RaghunathanG S Rule
Jul 5, 1993·Journal of Molecular Biology·I SinningP G Board
Jul 15, 1993·The Biochemical Journal·D J MeyerB Ketterer
Aug 15, 1993·The Biochemical Journal·M F Phillips, T J Mantle
Aug 1, 1995·Biochemical Society Transactions·S B Walsh, T J Mantle
Jul 15, 1995·Structure·A D CameronT A Jones
Jun 18, 1996·Biochemistry·M WiderstenB Mannervik
Nov 1, 1996·The Biochemical Journal·S E PembleJ B Taylor
Jan 21, 1997·Biochemistry·A J OakleyM W Parker
May 20, 1997·Biochemistry·M Lo BelloG Ricci
Jan 30, 1992·Nature·A T Brünger
Citations
Oct 12, 2001·Archives of Biochemistry and Biophysics·P S WongA van der Vliet
Nov 17, 2007·Cancer Chemotherapy and Pharmacology·Huifei CuiPeng George Wang
Jun 26, 2007·The Protein Journal·Yifan WuZhimin Yin
Jun 3, 1999·Biochemical Pharmacology·M L van IerselP J van Bladeren
Jun 11, 2002·Journal of Molecular Biology·Kerstin BrooBengt Mannervik
Apr 21, 1999·Biochimica Et Biophysica Acta·T BucciarelliC Di Ilio
Feb 5, 2003·The International Journal of Biochemistry & Cell Biology·Alfonso PennelliCarmine Di Ilio
Nov 18, 1998·Current Opinion in Chemical Biology·R N Armstrong
Nov 23, 2006·Chemical Research in Toxicology·Yakov M KoenRobert P Hanzlik
Jun 7, 2011·Chemical Research in Toxicology·J S BoermaJ N M Commandeur
Sep 25, 2012·Chemical Research in Toxicology·Jan Simon BoermaJan N M Commandeur
Mar 23, 2000·The Biochemical Journal·J M StevensH W Dirr
Aug 23, 2002·Protein Science : a Publication of the Protein Society·Jiann-Kae LuoHeini W Dirr
Oct 18, 2001·Protein Science : a Publication of the Protein Society·A J OakleyM C Wilce
Sep 26, 2007·Chemical Research in Toxicology·Alexandra DruckovaLawrence J Marnett
Apr 5, 2007·Annals of the New York Academy of Sciences·Javier GayarreDolores Pérez-Sala
Jul 6, 2004·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Maxwell Afari GyamfiYoko Aniya
Apr 17, 2007·Chemico-biological Interactions·Christopher R Orton, Daniel C Liebler
Feb 19, 2015·Chemical Communications : Chem Comm·Dandan LiJames F Rusling
Mar 8, 2007·Annals of the New York Academy of Sciences·Konstantinos Stamatakis, Dolores Pérez-Sala
Sep 26, 2009·Protein Science : a Publication of the Protein Society·Indalecio Quesada-SorianoLuis García-Fuentes
Oct 14, 2010·Cell Biochemistry and Function·Yawei LiuLiang Zhao
Dec 8, 2010·The FEBS Journal·Gavin McManusTimothy J Mantle
Jun 12, 2010·Journal of Molecular Recognition : JMR·Indalecio Quesada-SorianoLuis García-Fuentes
Jan 11, 2005·The Journal of Biological Chemistry·Markus PerbandtEva Liebau
Aug 29, 2019·Frontiers in Chemistry·Timon GeibLekha Sleno
Jan 8, 2008·Journal of Molecular Biology·Usama M HegazyBengt Mannervik
Oct 31, 2008·Molecular Immunology·Lan LuoZhimin Yin