Mimicking Tyrosine Phosphorylation in Human Cytochrome c by the Evolved tRNA Synthetase Technique

Chemistry : a European Journal
Alejandra Guerra-CastellanoIrene Díaz-Moreno

Abstract

Phosphorylation of tyrosine 48 of cytochrome c is related to a wide range of human diseases due to the pleiotropic role of the heme-protein in cell life and death. However, the structural conformation and physicochemical properties of phosphorylated cytochrome c are difficult to study as its yield from cell extracts is very low and its kinase remains unknown. Herein, we report a high-yielding synthesis of a close mimic of phosphorylated cytochrome c, developed by optimization of the synthesis of the non-canonical amino acid p-carboxymethyl-L-phenylalanine (pCMF) and its efficient site-specific incorporation at position 48. It is noteworthy that the Y48pCMF mutation significantly destabilizes the Fe-Met bond in the ferric form of cytochrome c, thereby lowering the pKa value for the alkaline transition of the heme-protein. This finding reveals the differential ability of the phosphomimic protein to drive certain events. This modified cytochrome c might be an important tool to investigate the role of the natural protein following phosphorylation.

References

Mar 1, 1991·Journal of Medicinal Chemistry·J W TilleyS Weatherford
Jan 1, 1996·Free Radical Biology & Medicine·H P Monteiro, A Stern
Aug 12, 1997·Biochemistry·L BanciP Turano
Aug 10, 2000·Trends in Cell Biology·S Desagher, J C Martinou
Mar 6, 2003·Journal of the American Chemical Society·Michael AssfalgHarry B Gray
Apr 8, 2003·Journal of Bioenergetics and Biomembranes·Wen-Yih JengWoei-Jer Chuang
May 24, 2003·Biochemical and Biophysical Research Communications·Harry Ischiropoulos
Oct 17, 2003·The Journal of Physiology·Julio F Turrens
Dec 19, 2003·Biochemical and Biophysical Research Communications·Alina OlteanuGary J Pielak
Jul 21, 2004·Journal of Computational Chemistry·Felix AutenriethZaida Luthey-Schulten
Jul 20, 2005·Biochimica Et Biophysica Acta·Sharon M KellyNicholas C Price
Mar 24, 2006·Nature Methods·Youngha Ryu, Peter G Schultz
Aug 4, 2006·Nitric Oxide : Biology and Chemistry·Hyun-Ae EumSun-Mee Lee
Apr 5, 2007·Nature Protocols·Norma J Greenfield
Jul 12, 2007·ACS Chemical Biology·Jianming XiePeter G Schultz
Feb 2, 2008·Biochimica Et Biophysica Acta·Maik HüttemannJeffrey W Doan
Mar 13, 2008·Planta·José M García-HerediaJosé A Navarro
May 14, 2008·Nitric Oxide : Biology and Chemistry·Lissbeth LeonAli Bettaieb
Jun 17, 2008·Methods in Enzymology·José M SouzaRafael Radi
Jun 24, 2008·Nature Reviews. Molecular Cell Biology·Yong-Ling P OwTak W Mak
Jul 31, 2008·The Journal of Physical Chemistry. B·Reinhard Schweitzer-Stenner
Oct 10, 2008·Journal of Bioenergetics and Biomembranes·Maik HüttemannJeffrey W Doan
Feb 3, 2009·Proceedings of the National Academy of Sciences of the United States of America·Patrick WeinkamPeter G Wolynes
Feb 7, 2009·Proceedings of the National Academy of Sciences of the United States of America·Luiz C GodoyJoan B Mannick
Mar 11, 2009·Frontiers in Bioscience (Landmark Edition)·Lucas LiaudetPal Pacher
Jul 2, 2009·Chemical Biology & Drug Design·Bijan Ranjbar, Pooria Gill
Jul 14, 2009·Journal of Bioenergetics and Biomembranes·Tianlei YingXiangshi Tan
Mar 17, 2010·Biochimica Et Biophysica Acta·José M García-HerediaMiguel A De la Rosa
Jun 28, 2011·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·José M García-HerediaIrene Díaz-Moreno
Dec 24, 2011·FEBS Letters·José M García-HerediaMiguel A De la Rosa

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Citations

Jan 26, 2016·Biochimica Et Biophysica Acta·Alejandra Guerra-CastellanoAntonio Díaz-Quintana
Dec 8, 2016·Nucleic Acids Research·Katiuska González-ArzolaIrene Díaz-Moreno
Jun 13, 2017·Nature Chemical Biology·Xiaozhou LuoFeng Wang
Sep 18, 2018·FASEB Journal : Official Publication of the Federation of American Societies for Experimental Biology·Hasini A KalpageMaik Hüttemann
Mar 8, 2018·Cell Death & Disease·Carlos A Elena-RealIrene Díaz-Moreno
Oct 31, 2019·FEBS Letters·Katiuska González-ArzolaMiguel Á De la Rosa
Mar 30, 2017·Proceedings of the National Academy of Sciences of the United States of America·Blas Moreno-BeltránIrene Díaz-Moreno
Jul 19, 2018·Proceedings of the National Academy of Sciences of the United States of America·Alejandra Guerra-CastellanoIrene Díaz-Moreno
May 8, 2020·Oxidative Medicine and Cellular Longevity·Antonio Díaz-QuintanaIrene Díaz-Moreno
Jul 31, 2020·Computational and Structural Biotechnology Journal·Gonzalo Pérez-MejíasIrene Díaz-Moreno
Nov 15, 2020·International Journal of Molecular Sciences·Alejandra Guerra-CastellanoIrene Díaz-Moreno
Dec 24, 2020·The Plant Journal : for Cell and Molecular Biology·Carlos A Elena-RealIrene Díaz-Moreno
Feb 6, 2020·The International Journal of Biochemistry & Cell Biology·Hasini A KalpageMaik Hüttemann
Feb 7, 2018·Archives of Biochemistry and Biophysics·Ying-Wu Lin
Mar 12, 2021·Biochemistry. Biokhimii︠a︡·Erik SedlákNataša Tomášková
May 4, 2021·FEBS Open Bio·Katiuska González-ArzolaMiguel A De la Rosa
Oct 14, 2017·Chemical Reviews·Damián Alvarez-PaggiDaniel H Murgida

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