Premium
Identification of the new UV filter compound cysteine‐ l ‐3‐hydroxykynurenine O ‐β‐ d ‐glucoside in human lenses
Author(s) -
Hains Peter G.,
Mizdrak Jasminka,
Streete Isla M.,
Jamie Joanne F.,
Truscott Roger J.W.
Publication year - 2006
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/j.febslet.2006.08.026
Subject(s) - uv filter , cysteine , glucoside , adduct , deamination , chemistry , biochemistry , stereochemistry , biology , optics , organic chemistry , enzyme , physics , medicine , alternative medicine , pathology
UV filters protect the human lens and retina from UV light‐induced damage. Here, we report the identification of a new UV filter, cysteine‐ l ‐3‐hydroxykynurenine O ‐β‐ d ‐glucoside, which is present in older normal human lenses. Its structure was confirmed by independent synthesis. It is likely this novel UV filter is formed in the lens by nucleophilic attack of cysteine on the unsaturated ketone derived from deamination of 3‐hydroxykynurenine O ‐β‐ d ‐glucoside. Quantitation studies revealed considerable variation in normal lens levels that may be traced to the marked instability of the cysteine adduct. The novel UV filter was not detected in advanced nuclear cataract lenses.