Light-Induced Covalent Buffer Adducts to Histidine in a Model Protein

Pharmaceutical Research
Ming LeiC Schöneich

Abstract

Light is known to induce histidine (His) oxidation and His-His crosslinking in proteins. The crosslinking is resulted from the nucleophilic attack of a His to a photooxidized His from another protein. The goal of this work is to understand if covalent buffer adducts on His residues can be generated by light through similar mechanisms in nucleophilic buffers such as Tris and His. A model protein (DNase) was buffer exchanged into nucleophilic buffers before light exposure. Photogenerated products were characterized by tryptic peptide mapping with mass spectrometry (MS) analysis. Several buffer adductions on His residues were identified after light exposure. To understand the influencing factors of such reactions, the levels of adducts were measured for six nucleophilic buffers on all His residues in DNase. The levels of adducts were found to correlate with the solvent accessibility of the His residue. The levels of adducts also correlate with the structure of the nucleophile, especially the steric restrictions of the nucleophile. The levels of adducts can be higher than that of other His photoreaction products, including photooxidation and crosslinking. In nucleophilic buffers, light can induce covalently-linked adducts to His re...Continue Reading

References

Jan 1, 1984·Current Eye Research·S D VarmaR D Richards
Nov 30, 2000·Experimental Eye Research·P Chévez-BarriosM W Lieberman
Jun 8, 2001·Free Radical Biology & Medicine·A GrzelakG Bartosz
Jun 7, 2002·IUBMB Life·Thomas K Harris, George J Turner
Aug 9, 2002·Journal of the American Chemical Society·Ping Kang, Christopher S Foote
May 24, 2003·Biochemical and Biophysical Research Communications·Michael J Davies
Jun 5, 2003·Proteins·Eugene A PermyakovVladimir N Uversky
Feb 1, 2005·Biochimica Et Biophysica Acta·Michael J Davies
Mar 12, 2005·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Hanns-Christian MahlerSusanne Matheus
Mar 31, 2005·The Journal of Biological Chemistry·Bernard F GodleyMike Boulton
Sep 17, 2005·Science·Peter O'DonovanPeter Karran
Dec 22, 2006·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Chris ChumsaeHongcheng Liu
Jan 19, 2007·Journal of Pharmaceutical Sciences·Bruce A Kerwin, Richard L Remmele
Nov 21, 2007·Journal of Pharmaceutical Sciences·Yatin R GokarnSusan Hershenson
Nov 30, 2007·Journal of Agricultural and Food Chemistry·Trine K DalsgaardLotte B Larsen
May 13, 2008·Journal of Cataract and Refractive Surgery·Frederik Raiskup-WolfLutz E Pillunat
Jul 10, 2008·The Journal of Physical Chemistry. B·Olivier MozziconacciChristian Schöneich
Oct 1, 2008·Journal of Pharmaceutical Sciences·Hanns-Christian MahlerSylvia Kiese
Mar 3, 2009·Free Radical Biology & Medicine·Lars RedeckeChristian Betzel
Apr 21, 2009·Free Radical Biology & Medicine·Michelle GracaninMichael J Davies
Apr 23, 2009·Journal of Pharmaceutical Sciences·Shouvik RoyBruce A Kerwin
May 23, 2009·Journal of the American Chemical Society·Kevin Huvaere, Leif H Skibsted
Nov 27, 2009·Current Pharmaceutical Biotechnology·Haripada MaityJoel Goldstein
Feb 25, 2010·The Journal of Physical Chemistry. B·Olivier MozziconacciChristian Schöneich
Jul 26, 2011·Journal of Pharmaceutical Sciences·Steven D StroopScott D Leigh
Aug 23, 2011·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·David I PattisonMichael J Davies
Feb 4, 2012·Molecular Pharmaceutics·Bruce D MasonBruce A Kerwin
Sep 29, 2012·Beilstein Journal of Organic Chemistry·Herbert MayrArmin R Ofial

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Citations

Feb 6, 2020·Pharmaceutical Research·Christian Schöneich
Aug 30, 2019·Journal of Pharmaceutical Sciences·Yoann Le BasleValérie Sautou

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