Novel human lens metabolites from normal and cataractous human lenses

Jasminka Mizdrak, Peter G. Hains, Danuta Kalinowski, Roger J W Truscott, Michael J. Davies, Joanne F. Jamie

Research output: Contribution to journalArticleResearchpeer-review

Abstract

4-(2-Aminophenyl)-4-oxobutanoic acid, 4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid and glutathionyl-kynurenine have been identified as novel metabolites in normal and cataractous human lenses following total synthesis and comparison with authentic human lens samples. Their structures are consistent with those derived from the major human lens UV filters kynurenine and 3-hydroxykynurenine, and it is proposed that these compounds also play a role as UV filters. These metabolites were isolated in pmol/mg levels (dry mass) in lenses. 4-(2-Amino-3-hydroxyphenyl)-4-oxobutanoic acid and glutathionyl-kynurenine were found to be unstable at physiological pH. Other potential metabolites, glutathionyl-3-hydroxykynurenine, kynurenine yellow and 3-hydroxykynurenine yellow, were not detected in either normal or cataractous lenses.

LanguageEnglish
Pages4990-4999
Number of pages10
JournalTetrahedron
Volume63
Issue number23
DOIs
Publication statusPublished - 4 Jun 2007

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Metabolites
Lenses
Kynurenine
Acids
3-hydroxykynurenine

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Mizdrak, J., Hains, P. G., Kalinowski, D., Truscott, R. J. W., Davies, M. J., & Jamie, J. F. (2007). Novel human lens metabolites from normal and cataractous human lenses. Tetrahedron, 63(23), 4990-4999. https://doi.org/10.1016/j.tet.2007.03.133
Mizdrak, Jasminka ; Hains, Peter G. ; Kalinowski, Danuta ; Truscott, Roger J W ; Davies, Michael J. ; Jamie, Joanne F. / Novel human lens metabolites from normal and cataractous human lenses. In: Tetrahedron. 2007 ; Vol. 63, No. 23. pp. 4990-4999.
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Mizdrak, J, Hains, PG, Kalinowski, D, Truscott, RJW, Davies, MJ & Jamie, JF 2007, 'Novel human lens metabolites from normal and cataractous human lenses', Tetrahedron, vol. 63, no. 23, pp. 4990-4999. https://doi.org/10.1016/j.tet.2007.03.133

Novel human lens metabolites from normal and cataractous human lenses. / Mizdrak, Jasminka; Hains, Peter G.; Kalinowski, Danuta; Truscott, Roger J W; Davies, Michael J.; Jamie, Joanne F.

In: Tetrahedron, Vol. 63, No. 23, 04.06.2007, p. 4990-4999.

Research output: Contribution to journalArticleResearchpeer-review

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Mizdrak J, Hains PG, Kalinowski D, Truscott RJW, Davies MJ, Jamie JF. Novel human lens metabolites from normal and cataractous human lenses. Tetrahedron. 2007 Jun 4;63(23):4990-4999. https://doi.org/10.1016/j.tet.2007.03.133