More chemistry of the thaxtomin phytotoxins

Phytochemistry

Volumn 64, Issue 6, 2003, Pages 1091-1096

  King, Russell R ^a   Lawrence, C Harold ^c   Embletona, Jean ^a   Calhoun, Larry A ^b  

^a AGRICULTURE AND AGRI FOOD CANADA   (Canada)

^b UNIVERSITY OF NEW BRUNSWICK   (Canada)

^c NONE

Author keywords

4 Nitrotryptophans; Auto oxidation; O Thaxtomin A; Streptomyces scabies; Thaxtomin A; Thaxtomin A glucosides

Indexed keywords

4 NITROTRYPTOPHAN; N ACETYLTRYPTOPHAN; PLANT TOXIN; THAXTOMIN; TRYPTOPHAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; AUTOOXIDATION; BACTERIUM ISOLATE; CONTROLLED STUDY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOMERISM; MASS SPECTROMETRY; NONHUMAN; PHYTOCHEMISTRY; STREPTOMYCES; STRUCTURE ANALYSIS; THIN LAYER CHROMATOGRAPHY; TOXIN ANALYSIS; TOXIN STRUCTURE;

STREPTOMYCES; STREPTOMYCES SCABIEI;

EID: 0142058139     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0031-9422(03)00465-5     Document Type: Article

References (15)

1. Acuna, I.A., Strobel, G.A., Jacobsen, B.J., Corsini, D.L., 2001. Glucosylation as a mechanism of resistance to thaxtomin A in potatoes. Plant Science 161, 77-88.
2. Babcock, M.J., Eckwall, E.C., Schottel J.L., 1993. Production and regulation of potato-scab-reducing phytotoxins by Streptomyces scabies. J. Gen. Microbiol. 139, 1579-1586.
3. King, R.R., Lawrence, C.H., Clark, M.C., Calhoun, L.A., 1989. Isolation and characterization of phytotoxins associated with Streptomyces scabies. J. Chem. Soc. Chem. Commun. 13, 849-850.
4. King, R.R., Lawrence, C.H., Calhoun, L.A., 1992. Chemistry of phytotoxins associated with Streptomyces scabies, the causal organism of potato common scab. J. Agric. Food Chem. 40, 834-837.
5. King. R.R., Lawrence C.H., Calhoun, L.A., Ristaino, J.B., 1994. Isolation and characterization of thaxtomin-type phytotoxins associated with Streptomyces ipomoeae. J. Agric. Food Chem. 42, 1791-1794.
6. King, R.R., Lawrence. C.H., 1995. 4-Nitrotryptophans associated with the in vitro production of thaxtomin A by Streptomyces scabies. Phytochemistry 40, 41-43.
7. King, R.R., Lawrence. C.H., 1996. Characterization of new thaxtomin A analogues generated in vitro by Streptomyces scabies. J. Agric. Food Chem. 44, 1108-1110.
8. King, R.R., Lawrence, C.H., Calhoun L.A., 1998. Unusual product of 5-nitroanthranilic acid by Streptomyces scabies. Phytochemistry 49, 1265-1267.
9. King. R.R., Lawrence, C.H., Calhoun L.A., 2000 Microbial glucosylation of thaxtomin A, a partial detoxification. J. Agric. Food Chem. 48, 512-514.
10. King. R.R., Lawrence, C.H., Gray, J.A., 2001. Herbicidal properties of the thaxtomin group of phytotoxins. J. Agric. Food Chem. 49, 2298-2301.
11. Lauzier, A., Goyer, C., Ruest, L., Brzezinski, R., Crawford, D.L., Beaulieu, C., 2002. Effect of amino acids on thaxtomin A biosynthesis by Streptomyces scabies. Can. J. Microbiol. 48, 359-364.
12. Loria, R., Bukhali, R.A., Fry, B.A., King. R.R., 1997. Plant pathogenicity in the genus Streptomyces. Plant Dis. 81, 836-846.
13. Park, H.O., Stierle A., Strobel, G.A., 1994. Metabolism of maculosin, a host-specific phytotoxin produced by Alternaria alternata on spotted knapweed (Centaurea maculosa). Phytochemistry 35, 101-106.
14. Wach, M., Gibson, D., Loria, R., 2002. A nitric oxide synthase in Streptomyces turgidiscabies affects thaxtomin biosynthesis. Phytopathology 92, 84.
15. Wagner, O., 2000. Sekundärstoffbildende Actinomyceten aus der Umgebung Göttingens: Isolierung Strukturaufklärung und Biosynthese ausegewählter Metabolite, PhD thesis, University of Gottingen.