Uv filter compounds in human lenses: The origin of 4-(2-amino-3- hydroxyphenyl)-4-oxobutanoic acid O-β-D-glucoside

Investigative Ophthalmology and Visual Science

Volumn 40, Issue 13, 1999, Pages 3237-3244

  Bova, Lisa M ^a   Wood, Andrew M ^a   Jamie, Joanne F ^a   Truscott, Roger J W ^a  

^a UNIVERSITY OF WOLLONGONG   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

BUTYRIC ACID DERIVATIVE; RADIOPROTECTIVE AGENT;

ARTICLE; BIOSYNTHESIS; CHEMICAL COMPOSITION; CONTROLLED STUDY; HUMAN; HUMAN TISSUE; LENS; NORMAL HUMAN; PRIORITY JOURNAL; RADIATION PROTECTION; ULTRAVIOLET RADIATION;

ACRYLATES; ADULT; AGING; BENZOATES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DEAMINATION; FETUS; GLUCOSIDES; HUMANS; HYDROGEN-ION CONCENTRATION; INFANT; KYNURENINE; LENS, CRYSTALLINE; MIDDLE AGED; PHENYLBUTYRATES; PROPIONATES; TRYPTOPHAN; ULTRAVIOLET RAYS;

EID: 0032726186     PISSN: 01460404     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (18)

1. van Heyningen R. Fluorescent derivatives of 3-hydroxy-L-kynurenine in the lens of man, the baboon and the grey squirrel. Biochem J. 1971a;123:30P-31P.
2. van Heyningen R. Fluorescent glucoside in the human lens. Nature. 1971b;230:393-394.
3. van Heyningen R. Assay of fluorescent glucosides in the human lens. Exp Eye Res. 1973a;15:121-126.
4. van Heyningen R. The glucoside of 3-hydroxykynurenine and other fluorescent compounds in the human lens. CIBA Found Symp. 1973;19:151-171.
5. Wood A, Truscott R. UV filters in human lenses: tryptophan catabolism. Exp Eye Res. 1993;56:317-325.
6. Wood AM, Truscott RJW. Ultraviolet filter compounds in human lenses: 3-hydroxykynurenine glucoside formation. Vision Res. 1994;34:1369-1374.
7. Inoue A, Satoh K. Identification of a fluorescent glucoside isolated from the protein-free extract of human lens. Bio Med Chem Lett. 1994;4:2303-2306.
8. Truscott RJW, Wood AM, Carver JA, et al. A new UV-filter compound in human lenses. FEBS Lett. 1994;348:173-176.
9. Stutchbury GM, Truscott RJW. The modification of proteins by 3-hydroxykynurenine. Exp Eye Res. 1993;57:149-155.
10. Ceriani S, Tarzia G. Simple synthesis of DL-β-amino-β-aroylpropionic acids. Ann Chim. 1973;63:457-466.
11. Manthey MK, Jamie JF, Truscott, RJW. Synthesis of human ultraviolet filter compounds: O-β-D-glucopyranosides of 3-hydroxykymirenine and 2-amino-3-hydroxy-γ-oxobenzenebutanoic acid. J Org Chem. 1999;64:3930-3933.
12. Marcantonio J, Duncan G. Amino acid transport and protein synthesis in human normal and cataractous lenses. Curr Eye Res. 1987;6:1299-1308.
13. Takikawa O, Kuroiwa T, Yamazaki F, et al. Mechanism of interferon gamma action. J Biol Chem. 1988;263:2041-2048.
14. Tokuyama T, Senoh S, Hirace YX, et al. Kynurcnine yellow. J Chem Soc. Jpn. 1958;179:752-761.
15. Metzler DE. Biochemistry the Chemical Reactions of living Cells. New York: Academic Press; 1977:463-464.
16. Takeda Y, Mishima HK, Kitamura S, et al. Purification and characterisation of alpha,beta-ketoalkene double bond reductases from bovine eyes. Curr Eye Res 1997;16:327-332.
17. Shefer S, Salen G, Batta AK, et al. Markedly inhibited 7-dehydrocholesterol-delta7-reductase activity in liver microsomes from Smith-Lemli-Opitz homozygotes. J Clin Invest. 1995;96:1779-1785.
18. Garner B, Vazquez S, Griffith R, et al. Identification of glutathionyl-3-hydroxykynurenine glucoside as a novel fluorophore associated with aging of the human lens. J Biol Chem. 1999;274:20847-20854.