메뉴 건너뛰기




Volumn 52, Issue 11, 2004, Pages 3337-3344

Herbicidal pyridyl derivatives of aminomethylene-bisphosphonic acid inhibit plant glutamine synthetase

Author keywords

Amino acid metabolism; Aminomethylene bisphosphonic acid derivatives; Glutamine synthetase; Herbicides; Nitrogen metabolism; Rice (Oryza sativa L.)

Indexed keywords

AMINOMETHYLENEBISPHOSPHONIC ACID; BISPHOSPHONIC ACID DERIVATIVE; GLUTAMATE AMMONIA LIGASE; GLUTAMINE; HERBICIDE; NITROGEN; PHOSPHINOTHRICIN; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 2542456954     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf049843q     Document Type: Article
Times cited : (28)

References (26)
  • 1
    • 0034504157 scopus 로고    scopus 로고
    • Herbicidally active aminomethylenebisphosphonic acids
    • Kafarski, P.; Lejczak, B.; Forlani, G. Herbicidally active aminomethylenebisphosphonic acids. Heteroat. Chem. 2000, 11, 449-453.
    • (2000) Heteroat. Chem. , vol.11 , pp. 449-453
    • Kafarski, P.1    Lejczak, B.2    Forlani, G.3
  • 2
    • 0003738061 scopus 로고    scopus 로고
    • Biodegradation of pesticides containing carbon-to-phosphorus bond
    • Hall, J. C., Hoagland, R. E., Zablotowicz, R. M., Eds.; ACS Symposium Series 777; American Chemical Society: Washington, DC
    • Kafarski, P.; Lejczak, B.; Forlani, G. Biodegradation of pesticides containing carbon-to-phosphorus bond. In Pesticide Biotransformation in Plants and Microorganisms; Hall, J. C., Hoagland, R. E., Zablotowicz, R. M., Eds.; ACS Symposium Series 777; American Chemical Society: Washington, DC, 2001; pp 145-163.
    • (2001) Pesticide Biotransformation in Plants and Microorganisms , pp. 145-163
    • Kafarski, P.1    Lejczak, B.2    Forlani, G.3
  • 3
    • 0023896661 scopus 로고
    • Amino acid biosynthesis inhibitors as herbicides
    • Kishore, G. M.; Shah, D. M. Amino acid biosynthesis inhibitors as herbicides. Annu. Rev. Biochem. 1988, 57, 627-663.
    • (1988) Annu. Rev. Biochem. , vol.57 , pp. 627-663
    • Kishore, G.M.1    Shah, D.M.2
  • 4
    • 0030168730 scopus 로고    scopus 로고
    • Rational design of a new herbicide by inhibition of histidine biosynthesis - Design and synthesis of inhibitors of imidazole glycerol phosphate dehydratase
    • Mori, I.; Iwasaki, G.; Hayakawa, K. Rational design of a new herbicide by inhibition of histidine biosynthesis - Design and synthesis of inhibitors of imidazole glycerol phosphate dehydratase J. Synth. Org. Chem. Jpn. 1996, 54, 514-524.
    • (1996) J Synth. Org. Chem. Jpn. , vol.54 , pp. 514-524
    • Mori, I.1    Iwasaki, G.2    Hayakawa, K.3
  • 5
    • 0035853092 scopus 로고    scopus 로고
    • Closing down on glyphosate inhibition-with a new structure for drug discovery
    • Alibhai, M. F.; Stallings, W. C. Closing down on glyphosate inhibition-with a new structure for drug discovery Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 2944-2946.
    • (2001) Proc. Natl. Acad. Sci. U.S.A. , vol.98 , pp. 2944-2946
    • Alibhai, M.F.1    Stallings, W.C.2
  • 6
    • 0028187840 scopus 로고
    • Glufosinate (phosphinothricin), a natural amino acid with unexpected herbicidal properties
    • Hoerlein, G. Glufosinate (phosphinothricin), a natural amino acid with unexpected herbicidal properties. Rev. Environ. Contam. Toxicol. 1994, 138, 73-145.
    • (1994) Rev. Environ. Contam. Toxicol. , vol.138 , pp. 73-145
    • Hoerlein, G.1
  • 7
    • 0023571453 scopus 로고
    • Design and synthesis of phosphonate inhibitors of glutamine synthetase
    • Farrington, G. K.; Kumar, A.; Wedler, F. C. Design and synthesis of phosphonate inhibitors of glutamine synthetase. J. Med. Chem. 1987, 30, 2062-2067.
    • (1987) J. Med. Chem. , vol.30 , pp. 2062-2067
    • Farrington, G.K.1    Kumar, A.2    Wedler, F.C.3
  • 8
    • 84989719185 scopus 로고
    • Herbicidal activity of phosphonic and phosphinic acid analogues of glutamic and aspartic acids
    • Miliszkiewicz, D.; Wieczorek, P.; Lejczak, B.; Kowalik, E.; Kafarski, P. Herbicidal activity of phosphonic and phosphinic acid analogues of glutamic and aspartic acids. Pestic. Sci. 1992, 34, 349-354.
    • (1992) Pestic. Sci. , vol.34 , pp. 349-354
    • Miliszkiewicz, D.1    Wieczorek, P.2    Lejczak, B.3    Kowalik, E.4    Kafarski, P.5
  • 9
    • 0033554651 scopus 로고    scopus 로고
    • Farnesyl pyro-phosphate synthase is the molecular target of nitrogen-containing bisphosphonates
    • van Beek, E.; Pieterman, E.:, Cohen, L.; Lowik, C.; Papapoulos, S. Farnesyl pyro-phosphate synthase is the molecular target of nitrogen-containing bisphosphonates. Biochem. Biophys. Res. Commun. 1999, 264, 108-111.
    • (1999) Biochem. Biophys. Res. Commun. , vol.264 , pp. 108-111
    • Van Beek, E.1    Pieterman, E.2    Cohen, L.3    Lowik, C.4    Papapoulos, S.5
  • 10
    • 0029791778 scopus 로고    scopus 로고
    • 1-Hydroxy-3-(methylpentylamino)-propylidene-1,1-bisphosphonic acid as a potent inhibitor of squalene synthase
    • Amin, D.; Cornell, S. A.; Perrone, M. H.; Bilder, G. E. 1-Hydroxy-3-(methylpentylamino)-propylidene-1,1-bisphosphonic acid as a potent inhibitor of squalene synthase. Arzneim.-Forsch./Drug Res. 1996, 46, 759-762.
    • (1996) Arzneim.-Forsch./Drug Res. , vol.46 , pp. 759-762
    • Amin, D.1    Cornell, S.A.2    Perrone, M.H.3    Bilder, G.E.4
  • 11
    • 0033084097 scopus 로고    scopus 로고
    • Structural aspects of the effectiveness of bisphosphonates as competitive inhibitors of the plant vacuolar proton-pumping pyrophosphatase
    • Gordon-Weeks, R.; Parmar, S.; Davies, T. G. E.; Leigh, R. A. Structural aspects of the effectiveness of bisphosphonates as competitive inhibitors of the plant vacuolar proton-pumping pyrophosphatase. Biochem. J. 1999, 337, 373-377.
    • (1999) Biochem. J. , vol.337 , pp. 373-377
    • Gordon-Weeks, R.1    Parmar, S.2    Davies, T.G.E.3    Leigh, R.A.4
  • 12
    • 0031903193 scopus 로고    scopus 로고
    • New target enzyme(s) for bisphosphonates: Inhibition of geranylgeranyl diphosphate synthase
    • Oberhauser, V.; Gaudin, J.; Fonné-Pfister, R.; Schär, H.-P. New target enzyme(s) for bisphosphonates: inhibition of geranylgeranyl diphosphate synthase. Pestic. Biochem. Physiol. 1998, 60, 111-117.
    • (1998) Pestic. Biochem. Physiol. , vol.60 , pp. 111-117
    • Oberhauser, V.1    Gaudin, J.2    Fonné-Pfister, R.3    Schär, H.-P.4
  • 13
    • 0000375164 scopus 로고    scopus 로고
    • Mode of action of herbicidal derivatives of aminomethylenebisphosphonic acid. I. Physiological activity and inhibition of anthocyanins biosynthesis
    • Lejczak, B.; Boduszek, B.; Kafarski, P.; Forlani, G.; Wojtasek, H.; Wieczorek P. Mode of action of herbicidal derivatives of aminomethylenebisphosphonic acid. I. Physiological activity and inhibition of anthocyanins biosynthesis. J. Plant Growth Regul. 1996, 15, 109-113.
    • (1996) J. Plant Growth Regul. , vol.15 , pp. 109-113
    • Lejczak, B.1    Boduszek, B.2    Kafarski, P.3    Forlani, G.4    Wojtasek, H.5    Wieczorek, P.6
  • 14
    • 0030772186 scopus 로고    scopus 로고
    • Mode of action of herbicidal derivatives of aminomethylenebisphosphonic acid. II. Reversal of herbicidal action by aromatic amino acids
    • Forlani, G.; Kafarski, P.; Lejczak, B.; Wieczorek, P. Mode of action of herbicidal derivatives of aminomethylenebisphosphonic acid. II. Reversal of herbicidal action by aromatic amino acids. J. Plant Growth Regul. 1997, 16, 147-152.
    • (1997) J. Plant Growth Regul. , vol.16 , pp. 147-152
    • Forlani, G.1    Kafarski, P.2    Lejczak, B.3    Wieczorek, P.4
  • 16
    • 0030185625 scopus 로고    scopus 로고
    • N-pyridyl-aminomethylene-bisphosphonic acids inhibit the first enzyme in the shikimate pathway, 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase
    • Forlani, G.; Lejczak, B.; Kafarski, P. N-pyridyl-aminomethylene-bisphosphonic acids inhibit the first enzyme in the shikimate pathway, 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase. Pestic. Biochem. Physiol. 1996, 55, 180-188.
    • (1996) Pestic. Biochem. Physiol. , vol.55 , pp. 180-188
    • Forlani, G.1    Lejczak, B.2    Kafarski, P.3
  • 17
    • 0032735521 scopus 로고    scopus 로고
    • The herbicidally active compound N-2-(6-methylpyridyl)-aminomethylene-bisphosphonic acid inhibits in vivo aromatic biosynthesis
    • Forlani, G.; Lejczak, B.; Kafarski, P. The herbicidally active compound N-2-(6-methylpyridyl)-aminomethylene-bisphosphonic acid inhibits in vivo aromatic biosynthesis. J. Plant Growth Regul. 1999, 18, 73-79.
    • (1999) J. Plant Growth Regul. , vol.18 , pp. 73-79
    • Forlani, G.1    Lejczak, B.2    Kafarski, P.3
  • 18
    • 0033863902 scopus 로고    scopus 로고
    • The herbicidally active compound N-2-(5-chloro-pyridyl)-aminomethylene-bisphosphonic acid acts by inhibiting both glutamine and aromatic amino acid biosynthesis
    • Forlani, G.; Lejczak, B.; Kafarski, P. The herbicidally active compound N-2-(5-chloro-pyridyl)-aminomethylene-bisphosphonic acid acts by inhibiting both glutamine and aromatic amino acid biosynthesis. Aust. J. Plant Physiol. 2000, 27, 677-683.
    • (2000) Aust. J. Plant Physiol. , vol.27 , pp. 677-683
    • Forlani, G.1    Lejczak, B.2    Kafarski, P.3
  • 19
    • 0034115432 scopus 로고    scopus 로고
    • Purification and properties of a cytosolic glutamine synthetase expressed in Nicotiana plumbaginifolia cultured cells
    • Forlani, G. Purification and properties of a cytosolic glutamine synthetase expressed in Nicotiana plumbaginifolia cultured cells. Plant Physiol. Biochem. 2000, 38, 201-207.
    • (2000) Plant Physiol. Biochem. , vol.38 , pp. 201-207
    • Forlani, G.1
  • 20
    • 0017184389 scopus 로고
    • A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding
    • Bradford, M. M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 1976, 72, 248-254.
    • (1976) Anal. Biochem. , vol.72 , pp. 248-254
    • Bradford, M.M.1
  • 21
    • 0000580732 scopus 로고
    • Response of glutamine synthetase isoforms to nitrogen sources in rice cell cultures
    • Hayakawa, T.; Kamachi, K.; Oikawa, M.; Ojima, K.; Yamaya, T. Response of glutamine synthetase isoforms to nitrogen sources in rice cell cultures. Plant Cell Physiol. 1990, 31, 1071-1077.
    • (1990) Plant Cell Physiol. , vol.31 , pp. 1071-1077
    • Hayakawa, T.1    Kamachi, K.2    Oikawa, M.3    Ojima, K.4    Yamaya, T.5
  • 22
    • 0000053458 scopus 로고
    • Purification and characterization of two forms of glutamine synthetase from the pedicel region of maize (Zeamays L.) kernels
    • Muhitch, M. J. Purification and characterization of two forms of glutamine synthetase from the pedicel region of maize (Zeamays L.) kernels. Plant Physiol. 1989, 91, 868-875.
    • (1989) Plant Physiol. , vol.91 , pp. 868-875
    • Muhitch, M.J.1
  • 24
    • 0035916242 scopus 로고    scopus 로고
    • Crystal structure of phosphinothricin in active site of glutamine synthetase illuminates mechanism of enzymatic inhibition
    • Gill, H. S.; Eisenberd, D. Crystal structure of phosphinothricin in active site of glutamine synthetase illuminates mechanism of enzymatic inhibition. Biochemistry 2001, 40, 1903-1912.
    • (2001) Biochemistry , vol.40 , pp. 1903-1912
    • Gill, H.S.1    Eisenberd, D.2
  • 25
    • 0036384576 scopus 로고    scopus 로고
    • The use of molecular modelling for comparison of three possible modes of action of herbicidally active derivatives of aminomethylene-bisphosphonic acid
    • Berlicki, L.; Kafarski, P. The use of molecular modelling for comparison of three possible modes of action of herbicidally active derivatives of aminomethylene-bisphosphonic acid. Pestic. Biochem. Physiol. 2002, 73, 94-103.
    • (2002) Pestic. Biochem. Physiol. , vol.73 , pp. 94-103
    • Berlicki, L.1    Kafarski, P.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.