Derivatization of phytochelatins from Silene vulgaris, induced upon exposure to arsenate and cadmium: Comparison of derivatization with Ellman's reagent and monobromobimane

Journal of Agricultural and Food Chemistry

Volumn 48, Issue 9, 2000, Pages 4014-4019

  Sneller, F Else C ^a,b   Van Heerwaarden, Luisa M ^a   Koevoets, Paul L M ^a   Vooijs, Riet ^a   Schat, Henk ^a   Verkleij, Jos A C ^a  

^a VU UNIVERSITY AMSTERDAM   (Netherlands)

^b INST INLAND WATER MGMT WASTE W   (Netherlands)

Author keywords

Arsenic; Cadmium; Ellman's reagent; Heavy metal; Monobromobimane; Phytochelatins; Silene vulgaris

Indexed keywords

5,5' DITHIOBIS(2 NITROBENZOIC ACID); ARSENIC ACID; ARSENIC ACID DERIVATIVE; BICYCLO COMPOUND; BROMOBIMANE; CADMIUM; METALLOPROTEIN; PHYTOCHELATIN; VEGETABLE PROTEIN;

ARTICLE; COMPARATIVE STUDY; DERIVATIZATION; EXTRACTION; NONHUMAN; PLANT;

ARSENATES; BICYCLO COMPOUNDS; CADMIUM; DITHIONITROBENZOIC ACID; GLUTATHIONE; METALLOPROTEINS; PLANT PROTEINS; PLANTS;

EID: 0033804392     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf9903105     Document Type: Article

References (19)

1. Ahner, B. A.; Price, N. M.; Morel, F. M. M. Phytochelatin production by marine phytoplankton at low free metal ion concentrations: laboratory studies and field data from Massachusetts Bay. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 8433-8436.
2. Blau, K., Halket, J., Eds. Handbook of derivatives for chromatography, 2nd ed.; Wiley: Chichester, U.K., 1993.
3. De Knecht, J. A.; Van Dillen, M.; Koevoets, P. L. M.; Schat, H.; Verkleij, J. A. C.; Ernst, W. H. O. Phytochelatins in cadmium-sensitive and cadmium-tolerant Silene vulgaris. Chain length distribution and sulfide incorporation. Plant Physiol. 1994, 104, 255-261.
4. Delnomdedieu, M.; Basti, M. M.; Otvos, J. D.; Thomas, D. J. Reduction and binding of arsenate and dimethylarsenate by glutathione: a magnetic resonance study. Chem.-Biol. Interact. 1994, 90, 139-155.
5. Fahey, R. C.; Newton, G. L. Determination of low-molecular-weight thiols using monobromobimane fluorescent labeling and high-performance liquid chromatography. Methods Enzymol. 1987, 143, 85-96.
6. Fahey, R. C.; Newton, G. L.; Dorian, R.; Kosower, E. M. Analysis of biological thiols: quantitative determination of thiols at the picomole level based upon derivatization with monobromobimanes and separation by cation-exchange chromatography. Anal. Biochem. 1981, 111, 357-365.
7. Grill, E.; Winnacker, E.-L.; Zenk, M. H. Phytochelatins: the principal heavy-metal complexing peptides of higher plants. Science 1985, 230, 674-676.
8. Grill, E.; Gekeler, W.; Winnacker, E.-L.; Zenk, M. H. Homophytochelatins are heavy metal-binding peptides of homoglutathione containing Fabales. FEBS Lett. 1986a, 205, 47-50.
9. Grill, E.; Winnacker, E.-L.; Zenk, M. H. Synthesis of seven different homologous phytochelatins in metal-exposed Schizosaccharomyces pombe cells. FEBS Lett. 1986b, 197, 115-120.
10. Grill, E.; Winnacker, E.-L.; Zenk, M. H. Phytochelatins, a class of heavy-metal-binding peptides from plants are functionally analogous to metallothioneins. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 439-443.
11. Habeeb, A. F. S. A. Reaction of protein sulfydryl groups with Ellman's reagent. Methods Enzymol. 1972, 25, 457-464.
12. Jocelyn, P. C. Biochemistry of the SH group; Academic Press Inc.; London, 1972.
13. n-serine] are metal-induced peptides of the Poaceae. Plant Physiol. 1994, 104, 1325-1332.
14. Maitani, T.; Kubota, H.; Sato, K.; Yamada, T. The composition of metals bound to class III metallothionein (phytochelatin and its desglycyl peptide) induced by various metals in root cultures of Rubia tinctorum. Plant Physiol. 1996, 110, 1145-1150.
15. Matsumoto, Y.; Okada, Y.; Min, K-S.; Onosaka, S.; Tanaka, K. Amino acids and peptides XXVII. Synthesis of phytochelatin-related peptides and examination of their heavy metal-binding properties. Chem. Pharm. Bull. 1990, 38, 2364-2368.
16. Mehra, R. K.; Mulchandani, P. Glutathione-mediated transfer of Cu(I) into phytochelatins. Biochem. J. 1995, 307, 697-705.
17. Sneller, F. E. C.; Van Heerwaarden, L. M.; Kraaijeveld-Smit, F. J. L.; Ten Bookum, W. M.; Koevoets, P. L. M.; Schat, H.; Verkleij, J. A. C. Toxicity of arsenate in Silene vulgaris, accumulation and degradation of arsenate-induced phytochelatins. New Phytol. 1999, 144, 223-232.
18. Thompson, D. J. A chemical hypothesis for arsenic methylation in mammals. Chem.-Biol. Interact. 1993, 88, 89-114.
19. Webb, J. L., Ed. Enzyme and metabolic inhibitors; Academic Press: New York, 1966; Vol. III, pp 595-793.