DOI: 10.1002/pro.5560071116. Identification of tryptophan oxidation products in bovine α‐crystallin

Identification of tryptophan oxidation products in bovine α‐crystallin

10.1002/pro.5560071116

Crossref journal-article

Wiley

Protein Science (311)

Abstract

AbstractOxidation is known to affect the structure, activity, and rate of degradation of proteins, and is believed to contribute to a variety of pathological conditions. Metal‐catalyzed oxidation (MCO) is a primary oxidizing system in many cell types. In this study, the oxidative effects of a MCO system (the Fenton reaction) on the structure of the tryptophan residues of α‐crystallin were determined. Tandem mass spectrometry (MS/MS) was utilized to identify specific tryptophan and methionine oxidation products in the bovine α‐crystallin sequence. After oxidative exposure, α‐crystallin was digested with trypsin, and the resulting peptides were fractionated by reverse‐phase HPLC. Structural analysis by mass spectrometry revealed that tryptophan 9 of αA‐ and tryptophan 60 of αB‐crystallin were each converted into hydroxytryptophans (HTRP), N‐formylkynurenine (NFK), and kynurenine (KYN). However, only HTRP and KYN formation were detected at residue 9 of αB‐crystallin. Oxidation of methionine 1 of αA‐ and methionine 1 and 68 of αB‐crystallin was also detected. The products NFK and KYN are of particular importance in the lens, as they themselves are photosensitizers that can generate reactive oxygen species (ROS) upon UV light absorption. The unambiguous identification of HTRP, NFK, and KYN in intact α‐crystallin represents the first structural proof of the formation of these products in an intact protein, and provides a basis for detailed structural analysis of oxidized proteins generated in numerous pathological conditions.

Bibliography

Finley, E. L., Dillon, J., Crouch, R. K., & Schey, K. L. (1998). Identification of tryptophan oxidation products in bovine Î±âcrystallin. Protein Science, 7(11), 2391â2397. Portico.

Authors 4

Eric L. Finley (first)
James Dillon (additional)
Rosalie K. Crouch (additional)
Kevin L. Schey (additional)

References 49 Referenced 171

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Dates

Type	When
Created	16 years, 6 months ago (Feb. 10, 2009, 1:09 a.m.)
Deposited	1 year, 10 months ago (Oct. 28, 2023, 8:24 a.m.)
Indexed	2 months ago (July 4, 2025, 7:04 a.m.)
Issued	26 years, 10 months ago (Nov. 1, 1998)
Published	26 years, 10 months ago (Nov. 1, 1998)
Published Online	16 years, 8 months ago (Dec. 31, 2008)
Published Print	26 years, 10 months ago (Nov. 1, 1998)

Funders 0

None

BibTeX

@article{Finley_1998, title={Identification of tryptophan oxidation products in bovine α‐crystallin}, volume={7}, ISSN={1469-896X}, url={http://dx.doi.org/10.1002/pro.5560071116}, DOI={10.1002/pro.5560071116}, number={11}, journal={Protein Science}, publisher={Wiley}, author={Finley, Eric L. and Dillon, James and Crouch, Rosalie K. and Schey, Kevin L.}, year={1998}, month=nov, pages={2391–2397} }

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