Five tyrosines and two serines in human albumin are labeled by the organophosphorus agent FP-biotin.

Chemical Research in Toxicology
Shi-Jian DingOksana Lockridge

Abstract

Tyrosine 411 of human albumin is an established site for covalent attachment of 10-fluoroethoxyphosphinyl- N-biotinamidopentyldecanamide (FP-biotin), diisopropylfluorophosphate, chlorpyrifos oxon, soman, sarin, and dichlorvos. This work investigated the hypothesis that other residues in albumin could be modified by organophosphorus agents (OP). Human plasma was aggressively treated with FP-biotin; plasma proteins were separated into high and low abundant portions using a proteome partitioning antibody kit, and the proteins were digested with trypsin. The FP-biotinylated tryptic peptides were isolated by binding to monomeric avidin beads. The major sites of covalent attachment identified by mass spectrometry were Y138, Y148, Y401, Y411, Y452, S232, and S287 of human albumin. Prolonged treatment of pure human albumin with chlorpyrifos oxon labeled Y138, Y150, Y161, Y401, Y411, and Y452. To identify the most reactive residue, albumin was treated for 2 h with DFP, FP-biotin, chlorpyrifos oxon, or soman, digested with trypsin or pepsin, and analyzed by mass spectrometry. The most reactive residue was always Tyr 411. Diethoxyphosphate-labeled Tyr 411 was stable for months at pH 7.4. These results will be useful in the development of ...Continue Reading

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Citations

Feb 2, 2013·Archives of Toxicology·Robin M Black, Robert W Read
Oct 22, 2008·Toxicological Sciences : an Official Journal of the Society of Toxicology·Bin LiOksana Lockridge
Apr 17, 2010·Toxicological Sciences : an Official Journal of the Society of Toxicology·Bin LiOksana Lockridge
Nov 30, 2012·The Journal of Pharmacology and Experimental Therapeutics·Sigeng ChenJohn R Cashman
Jan 9, 2010·Environmental Health Perspectives·Charles M ThompsonKathleen M George
Dec 25, 2012·Toxicology·Judit MarsillachClement E Furlong
May 8, 2010·Analytical Biochemistry·Lawrence M SchopferOksana Lockridge
Jul 28, 2009·Toxicology and Applied Pharmacology·Hasmik GrigoryanOksana Lockridge
Jun 23, 2009·Chemico-biological Interactions·Hasmik GrigoryanLawrence M Schopfer
Oct 13, 2009·Chemico-biological Interactions·Anna HrabovskaJaromir Myslivecek
Mar 10, 2010·Chemico-biological Interactions·Oksana Lockridge, Lawrence M Schopfer
Apr 10, 2013·Toxicology and Applied Pharmacology·Bin LiOksana Lockridge
Jul 15, 2009·Analytical Biochemistry·Hasmik GrigoryanOksana Lockridge
Sep 23, 2016·Chemical Research in Toxicology·Tanzila RehmanDavid R Goodlett
Dec 19, 2016·Chemical Research in Toxicology·Gabriele Sabbioni, Robert J Turesky
Nov 6, 2013·Chemical Research in Toxicology·Wei JiangOksana Lockridge
Jul 1, 2014·Journal of Proteome Research·Tri M Bui-NguyenJohn A Lewis
Sep 19, 2009·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Lawrence M SchopferOksana Lockridge
Nov 14, 2021·Archives of Toxicology·Gabriele Sabbioni, Billy W Day

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Methods Mentioned

BETA
chemical modification

Software Mentioned

Protein Pilot
Data Explorer
MASCOT
ProteinPilot
YLYEIAR
UNIMOD
ABI
Analyst
PyMol

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