메뉴 건너뛰기




Volumn 56, Issue 3, 2013, Pages 286-295

Experimental and computational correlation and prediction on herbicide resistance for acetohydroxyacid synthase mutants to Bispyribac

Author keywords

acetohydroxyacid synthase; Bispyribac sodium; herbicide resistance; MB QSAR; resistance prediction

Indexed keywords

ACETOHYDROXYACID SYNTHASE; BISPYRIBAC-SODIUM; COMPUTATIONAL DATA; CORRELATION AND PREDICTION; HERBICIDE RESISTANCE; INHIBITION PROPERTY; MB-QSAR; THREE-DIMENSIONAL INFORMATION;

EID: 84874050041     PISSN: 16747291     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11426-013-4841-9     Document Type: Conference Paper
Times cited : (10)

References (37)
  • 1
    • 25144494007 scopus 로고    scopus 로고
    • Mechanisms of acetohydroxyacid synthases
    • 10.1016/j.cbpa.2005.07.002 1:CAS:528:DC%2BD2MXhtVehs7rP
    • Chipman DM, Duggleby RG, Tittmann K. Mechanisms of acetohydroxyacid synthases. Curr Opin Chem Biol, 2005, 9: 475-481
    • (2005) Curr Opin Chem Biol , vol.9 , pp. 475-481
    • Chipman, D.M.1    Duggleby, R.G.2    Tittmann, K.3
  • 2
    • 40849133989 scopus 로고    scopus 로고
    • Structure and mechanism of inhibition of plant acetohydroxyacid synthase
    • 10.1016/j.plaphy.2007.12.004 1:CAS:528:DC%2BD1cXjs1KmsLw%3D
    • Duggleby RG, McCourt JA, Guddat LW. Structure and mechanism of inhibition of plant acetohydroxyacid synthase. Plant Physiol Biochem, 2008, 46: 309-324
    • (2008) Plant Physiol Biochem , vol.46 , pp. 309-324
    • Duggleby, R.G.1    McCourt, J.A.2    Guddat, L.W.3
  • 3
    • 33747135959 scopus 로고    scopus 로고
    • Acetohydroxyacid synthase and its role in the biosynthetic pathway for branched-chain amino acids
    • 10.1007/s00726-005-0297-3 1:CAS:528:DC%2BD28XotVynurw%3D
    • McCourt JA, Duggleby RG. Acetohydroxyacid synthase and its role in the biosynthetic pathway for branched-chain amino acids. Amino Acids, 2006, 31: 173-210
    • (2006) Amino Acids , vol.31 , pp. 173-210
    • McCourt, J.A.1    Duggleby, R.G.2
  • 4
    • 84987157104 scopus 로고
    • Mechanism of action of the 1,2,4-triazolo[1,5-a] pyrimidines
    • 10.1002/ps.2780290310 1:CAS:528:DyaK3cXmt1Kgt7o%3D
    • Gerwick BC, Subramanian MV, Loney-Gallant VI, Chandler DP, Mechanism of action of the 1,2,4-triazolo[1,5-a] pyrimidines. Pestic Sci, 1990, 29: 357-364
    • (1990) Pestic Sci , vol.29 , pp. 357-364
    • Gerwick, B.C.1    Subramanian, M.V.2    Loney-Gallant, V.I.3    Chandler, D.P.4
  • 5
    • 0001476338 scopus 로고
    • Site of action of chlorsulfuron: Inhibition of valine and isoleucine biosynthesis in plants
    • 10.1104/pp.75.3.827 1:CAS:528:DyaL2cXltVGksLc%3D
    • Ray TB, Site of action of chlorsulfuron: Inhibition of valine and isoleucine biosynthesis in plants. Plant physiol, 1984, 75: 827-831
    • (1984) Plant Physiol , vol.75 , pp. 827-831
    • Ray, T.B.1
  • 7
    • 84957869700 scopus 로고
    • Imidazolinones: Potent inhibitors of acetohydroxyacid synthase
    • 10.1104/pp.76.2.545 1:CAS:528:DyaL2MXisFSg
    • Shaner DL, Anderson PC, Stidham MA, Imidazolinones: Potent inhibitors of acetohydroxyacid synthase. Plant physiol, 1984, 76: 545-546
    • (1984) Plant Physiol , vol.76 , pp. 545-546
    • Shaner, D.L.1    Anderson, P.C.2    Stidham, M.A.3
  • 9
    • 77956571833 scopus 로고    scopus 로고
    • AHAS herbicide resistance endowing mutations: Effect on AHAS functionality and plant growth
    • 10.1093/jxb/erq205 1:CAS:528:DC%2BC3cXhtFGhtrrP
    • Yu Q, Han HP, Vila-Aiub MM, Powles SB. AHAS herbicide resistance endowing mutations: effect on AHAS functionality and plant growth. J Exp Bot, 2010, 61: 3925-3934
    • (2010) J Exp Bot , vol.61 , pp. 3925-3934
    • Yu, Q.1    Han, H.P.2    Vila-Aiub, M.M.3    Powles, S.B.4
  • 10
    • 0842294529 scopus 로고    scopus 로고
    • Resistance of weeds to ALS-inhibiting herbicides: What have we learned?
    • 10.1614/0043-1745(2002)050[0700:RROWTA]2.0.CO;2 1:CAS:528: DC%2BD38XptV2jtL4%3D
    • Tranel PJ, Wright TR. Resistance of weeds to ALS-inhibiting herbicides: What have we learned? Weed Sci, 2002, 50: 700-712
    • (2002) Weed Sci , vol.50 , pp. 700-712
    • Tranel, P.J.1    Wright, T.R.2
  • 11
    • 0033728230 scopus 로고    scopus 로고
    • Altered target sites as a mechanism of herbicide resistance
    • 10.1016/S0261-2194(00)00123-X 1:CAS:528:DC%2BD3cXovFGlsr4%3D
    • Devine MD, Shukla A. Altered target sites as a mechanism of herbicide resistance. Crop Prot, 2000, 19: 881-889
    • (2000) Crop Prot , vol.19 , pp. 881-889
    • Devine, M.D.1    Shukla, A.2
  • 12
    • 84856404574 scopus 로고    scopus 로고
    • Herbicide cross resistance in weeds
    • 10.1016/j.cropro.2011.12.018 1:CAS:528:DC%2BC38XjsVCgsrY%3D
    • Beckie HJ, Tardif FJ, Herbicide cross resistance in weeds. Crop Prot, 2012, 35: 15-28
    • (2012) Crop Prot , vol.35 , pp. 15-28
    • Beckie, H.J.1    Tardif, F.J.2
  • 13
    • 77955331963 scopus 로고    scopus 로고
    • Syntheses and herbicidal activity of new triazolopyrimidine-2- sulfonamides as acetohydroxyacid synthase inhibitor
    • 10.1016/j.bmc.2010.06.015 1:CAS:528:DC%2BC3cXoslagt7g%3D
    • Chen CN, Chen Q, Liu YC, Zhu XL, Niu CW, Xi Z, Yang GF. Syntheses and herbicidal activity of new triazolopyrimidine-2-sulfonamides as acetohydroxyacid synthase inhibitor. Bioorg Med Chem, 2010, 18: 4897-4904
    • (2010) Bioorg Med Chem , vol.18 , pp. 4897-4904
    • Chen, C.N.1    Chen, Q.2    Liu, Y.C.3    Zhu, X.L.4    Niu, C.W.5    Xi, Z.6    Yang, G.F.7
  • 14
    • 64049113738 scopus 로고    scopus 로고
    • Design and synthesis of N-2,6-difluorophenyl-5-methoxyl-1,2,4-triazolo[1, 5-a]-pyrimidine-2-sulfonamide as acetohydroxyacid synthase inhibitor
    • 10.1016/j.bmc.2009.03.018 1:CAS:528:DC%2BD1MXksVWlu7g%3D
    • Chen CN, Lv LL, Ji FQ, Chen Q, Xu H, Niu CW, Xi Z, Yang GF. Design and synthesis of N-2,6-difluorophenyl-5-methoxyl-1,2,4-triazolo[1,5-a]-pyrimidine-2- sulfonamide as acetohydroxyacid synthase inhibitor. Bioorg Med Chem, 2009, 17: 3011-3017
    • (2009) Bioorg Med Chem , vol.17 , pp. 3011-3017
    • Chen, C.N.1    Lv, L.L.2    Ji, F.Q.3    Chen, Q.4    Xu, H.5    Niu, C.W.6    Xi, Z.7    Yang, G.F.8
  • 15
    • 37249033641 scopus 로고    scopus 로고
    • Rational design based on bioactive conformation analysis of pyrimidinylbenzoates as acetohydroxyacid synthase inhibitors by integrating molecular docking, CoMFA, CoMSIA, and DFT calculations
    • 10.1021/ci7002297 1:CAS:528:DC%2BD2sXhtVKrs7%2FL
    • He YZ, Li YX, Zhu XL, Xi Z, Niu CW, Wan J, Zhang L, Yang GF. Rational design based on bioactive conformation analysis of pyrimidinylbenzoates as acetohydroxyacid synthase inhibitors by integrating molecular docking, CoMFA, CoMSIA, and DFT calculations. J Chem Inf Model, 2007, 47: 2335-2344
    • (2007) J Chem Inf Model , vol.47 , pp. 2335-2344
    • He, Y.Z.1    Li, Y.X.2    Zhu, X.L.3    Xi, Z.4    Niu, C.W.5    Wan, J.6    Zhang, L.7    Yang, G.F.8
  • 16
    • 54449099215 scopus 로고    scopus 로고
    • Computational design and discovery of conformationally flexible inhibitors of acetohydroxyacid synthase to overcome drug resistance associated with the W586L mutation
    • 10.1002/cmdc.200800103 1:CAS:528:DC%2BD1cXhtVOhs7bE
    • Ji FQ, Niu CW, Chen CN, Chen Q, Yang GF, Xi Z, Zhan CG. Computational design and discovery of conformationally flexible inhibitors of acetohydroxyacid synthase to overcome drug resistance associated with the W586L mutation. ChemMedChem, 2008, 3: 1203-1206
    • (2008) ChemMedChem , vol.3 , pp. 1203-1206
    • Ji, F.Q.1    Niu, C.W.2    Chen, C.N.3    Chen, Q.4    Yang, G.F.5    Xi, Z.6    Zhan, C.G.7
  • 17
    • 70349482965 scopus 로고    scopus 로고
    • Homologous and heterologous interactions between catalytic and regulatory subunits of Escherichia coli acetohydroxyacid synthase i and III
    • 10.1007/s11426-009-0213-x 1:CAS:528:DC%2BD1MXhtFyntrvM
    • Niu CW, Feng W, Zhou YF, Wen X, Xi Z. Homologous and heterologous interactions between catalytic and regulatory subunits of Escherichia coli acetohydroxyacid synthase I and III, Sci China Chem, 2009, 52: 1362-1371
    • (2009) Sci China Chem , vol.52 , pp. 1362-1371
    • Niu, C.W.1    Feng, W.2    Zhou, Y.F.3    Wen, X.4    Xi, Z.5
  • 18
    • 34547212875 scopus 로고    scopus 로고
    • Study on structure-activity relationship of mutation-dependent herbicide resistance acetohydroxyacid synthase through 3D-QSAR and mutation
    • 10.1007/s11434-007-0267-0 1:CAS:528:DC%2BD2sXhtFWhs73O
    • Yu ZH, Niu CW, Ban SR, Wen X, Xi Z. Study on structure-activity relationship of mutation-dependent herbicide resistance acetohydroxyacid synthase through 3D-QSAR and mutation. Chin Sci Bull, 2007, 52: 1929-1941
    • (2007) Chin Sci Bull , vol.52 , pp. 1929-1941
    • Yu, Z.H.1    Niu, C.W.2    Ban, S.R.3    Wen, X.4    Xi, Z.5
  • 19
    • 33748543237 scopus 로고    scopus 로고
    • Development of a general quantum-chemical descriptor for steric effects: Density functional theory based QSAR study of herbicidal sulfonylurea analogues
    • 10.1002/jcc.20464 1:CAS:528:DC%2BD28XovFymtrg%3D
    • Xi Z, Yu ZH, Niu CW, Ban SR, Yang GF. Development of a general quantum-chemical descriptor for steric effects: Density functional theory based QSAR study of herbicidal sulfonylurea analogues. J Comput Chem, 2006, 27: 1571-1576
    • (2006) J Comput Chem , vol.27 , pp. 1571-1576
    • Xi, Z.1    Yu, Z.H.2    Niu, C.W.3    Ban, S.R.4    Yang, G.F.5
  • 20
    • 84863231304 scopus 로고    scopus 로고
    • Crystallization of Escherichia coli AHAS i regulatory subunit IlvN and Co-crystallization IlvN with a valine effector
    • 10.3724/SP.J.1206.2011.00193 1:CAS:528:DC%2BC38Xhs1Wmtr%2FE
    • Niu XH, Liu X, Zhou YF, Xi Z, Su XD. Crystallization of Escherichia coli AHAS I regulatory subunit IlvN and Co-crystallization IlvN with a valine effector. Prog Biochem Biophys, 2012, 39: 45-50
    • (2012) Prog Biochem Biophys , vol.39 , pp. 45-50
    • Niu, X.H.1    Liu, X.2    Zhou, Y.F.3    Xi, Z.4    Su, X.D.5
  • 21
    • 76449106940 scopus 로고    scopus 로고
    • Insight into herbicide resistance of W574L mutant Arabidopsis thaliana acetohydroxyacid synthase: Molecular dynamics simulations and binding free energy calculations
    • 10.1007/s11426-010-0024-0 1:CAS:528:DC%2BC3cXjslartL4%3D
    • Yu ZH, Wen X, Xi Z. Insight into herbicide resistance of W574L mutant Arabidopsis thaliana acetohydroxyacid synthase: molecular dynamics simulations and binding free energy calculations. Sci China Chem, 2010, 53: 91-102
    • (2010) Sci China Chem , vol.53 , pp. 91-102
    • Yu, Z.H.1    Wen, X.2    Xi, Z.3
  • 22
    • 77449112202 scopus 로고    scopus 로고
    • Nominee (Bispyribac-sodium): A new post-emergence herbicide in rice
    • Sadohara H. Nominee (Bispyribac-sodium): A new post-emergence herbicide in rice. Agrochemicals Japan, 1997, 0: 18-19
    • (1997) Agrochemicals Japan , vol.0 , pp. 18-19
    • Sadohara, H.1
  • 23
    • 0034523989 scopus 로고    scopus 로고
    • Mechanisms of resistance to Bispyribac-sodium in an Echinochloa phyllopogon accession
    • 10.1006/pest.2000.2511 1:CAS:528:DC%2BD3cXptVynsbg%3D
    • Fischer AJ, Bayer DE, Carriere MD, Ateh CM, Yim KO. Mechanisms of resistance to Bispyribac-sodium in an Echinochloa phyllopogon accession. Pest Biochem Physiol, 2000, 68: 156-165
    • (2000) Pest Biochem Physiol , vol.68 , pp. 156-165
    • Fischer, A.J.1    Bayer, D.E.2    Carriere, M.D.3    Ateh, C.M.4    Yim, K.O.5
  • 24
    • 73449105806 scopus 로고    scopus 로고
    • Prospective Ligand- and Target-Based 3D QSAR: State of the Art 2008
    • 10.2174/156802609789207118 1:CAS:528:DC%2BD1MXhsVSmt7vJ
    • Clark RD. Prospective Ligand- and Target-Based 3D QSAR: State of the Art 2008. Curr Top Med Chem, 2009, 9: 791-810
    • (2009) Curr Top Med Chem , vol.9 , pp. 791-810
    • Clark, R.D.1
  • 25
    • 47349088078 scopus 로고    scopus 로고
    • Recent advances in QSAR and their applications in predicting the activities of chemical molecules, peptides and proteins for drug design
    • 10.2174/138920308784534005 1:CAS:528:DC%2BD1cXlsFens74%3D
    • Du QS, Huang RB, Chou KC. Recent advances in QSAR and their applications in predicting the activities of chemical molecules, peptides and proteins for drug design. Curr Protein Pept Sci, 2008, 9: 248-259
    • (2008) Curr Protein Pept Sci , vol.9 , pp. 248-259
    • Du, Q.S.1    Huang, R.B.2    Chou, K.C.3
  • 26
    • 33751550276 scopus 로고    scopus 로고
    • Development of quantitative structure-activity relationships and its application in rational drug design
    • 10.2174/138161206779010431 1:CAS:528:DC%2BD2sXhsF2mtA%3D%3D
    • Yang GF, Huang X. Development of quantitative structure-activity relationships and its application in rational drug design. Curr Pharm Des, 2006, 12: 4601-4611
    • (2006) Curr Pharm des , vol.12 , pp. 4601-4611
    • Yang, G.F.1    Huang, X.2
  • 27
    • 33748529044 scopus 로고    scopus 로고
    • Studies on herbicide design through mutation on herbicidal target acetohydroxyacid synthase (II). Effects of mutagenesis at tryptophan 464 of Escherichia coli acetohydroxyacid synthase II on herbicidal molecules
    • 1:CAS:528:DC%2BD28XhtFylsLvE
    • Xi Z, Niu CW, Ban SR, Li QX, Ouyang D, Huang MZ. Studies on herbicide design through mutation on herbicidal target acetohydroxyacid synthase (II). Effects of mutagenesis at tryptophan 464 of Escherichia coli acetohydroxyacid synthase II on herbicidal molecules. Nongyaoxue Xuebao, 2005, 7: 311-315
    • (2005) Nongyaoxue Xuebao , vol.7 , pp. 311-315
    • Xi, Z.1    Niu, C.W.2    Ban, S.R.3    Li, Q.X.4    Ouyang, D.5    Huang, M.Z.6
  • 28
    • 33748550750 scopus 로고    scopus 로고
    • Studies on herbicide design through mutation on herbicidal target - Acetohydroxyacid synthase (I). Enzyme kinetics of wild type and mutants of E-coli AHAS II
    • 10.3901/JME.2005.10.215 1:CAS:528:DC%2BD2MXhtlWksbjI
    • Xi Z, Niu CW, Li QX, Ouyang D, Ban SR. Studies on herbicide design through mutation on herbicidal target - Acetohydroxyacid synthase (I). Enzyme kinetics of wild type and mutants of E-coli AHAS II. Nongyaoxue Xuebao, 2005, 7: 215-220
    • (2005) Nongyaoxue Xuebao , vol.7 , pp. 215-220
    • Xi, Z.1    Niu, C.W.2    Li, Q.X.3    Ouyang, D.4    Ban, S.R.5
  • 29
    • 0032142859 scopus 로고    scopus 로고
    • Herbicide-resistant forms of Arabidopsis thaliana acetohydroxyacid synthase: Characterization of the catalytic properties and sensitivity to inhibitors of four defined mutants
    • 1:CAS:528:DyaK1cXlsVWnt7g%3D
    • Chang AK, Duggleby RG. Herbicide-resistant forms of Arabidopsis thaliana acetohydroxyacid synthase: Characterization of the catalytic properties and sensitivity to inhibitors of four defined mutants. Biochem J, 1998, 333: 765-777
    • (1998) Biochem J , vol.333 , pp. 765-777
    • Chang, A.K.1    Duggleby, R.G.2
  • 30
    • 79958153221 scopus 로고    scopus 로고
    • Preliminary X-ray crystallographic studies of the catalytic subunit of Escherichia coli AHAS II with its cofactors
    • 10.1107/S1744309111008839
    • Niu XH, Liu X, Zhou YF, Niu CW, Xi Z, Su XD. Preliminary X-ray crystallographic studies of the catalytic subunit of Escherichia coli AHAS II with its cofactors. Acta Crystallogr F-Struct Biol Cryst Commun, 2011, 67: 659-661
    • (2011) Acta Crystallogr F-Struct Biol Cryst Commun , vol.67 , pp. 659-661
    • Niu, X.H.1    Liu, X.2    Zhou, Y.F.3    Niu, C.W.4    Xi, Z.5    Su, X.D.6
  • 31
    • 11644261806 scopus 로고    scopus 로고
    • Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function
    • 10.1002/(SICI)1096-987X(19981115)19:14<1639: AID-JCC10>3.0.CO;2-B 1:CAS:528:DyaK1cXntFemur4%3D
    • Morris GM, Goodsell DS, Halliday RS, Huey R, Hart WE, Belew RK, Olson AJ. Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function. J Comput Chem, 1998, 19: 1639-1662
    • (1998) J Comput Chem , vol.19 , pp. 1639-1662
    • Morris, G.M.1    Goodsell, D.S.2    Halliday, R.S.3    Huey, R.4    Hart, W.E.5    Belew, R.K.6    Olson, A.J.7
  • 32
    • 33947716119 scopus 로고    scopus 로고
    • A semiempirical free energy force field with charge-based desolvation
    • 10.1002/jcc.20634 1:CAS:528:DC%2BD2sXjsVSms78%3D
    • Huey R, Morris GM, Olson AJ, Goodsell DS. A semiempirical free energy force field with charge-based desolvation. J Comput Chem, 2007, 28: 1145-1152
    • (2007) J Comput Chem , vol.28 , pp. 1145-1152
    • Huey, R.1    Morris, G.M.2    Olson, A.J.3    Goodsell, D.S.4
  • 33
    • 31444454148 scopus 로고    scopus 로고
    • Herbicide-binding sites revealed in the structure of plant acetohydroxyacid synthase
    • 10.1073/pnas.0508701103 1:CAS:528:DC%2BD28XhtVOitbY%3D
    • McCourt JA, Pang SS, King-Scott J, Guddat LW, Duggleby RG. Herbicide-binding sites revealed in the structure of plant acetohydroxyacid synthase. Proc Natl Acad Sci USA, 2006, 103: 569-573
    • (2006) Proc Natl Acad Sci USA , vol.103 , pp. 569-573
    • McCourt, J.A.1    Pang, S.S.2    King-Scott, J.3    Guddat, L.W.4    Duggleby, R.G.5
  • 34
    • 84879694560 scopus 로고    scopus 로고
    • SYBYL. Version 6.9, Tripos Associates, St. Louis, Missouri, 2002
    • SYBYL. Version 6.9, Tripos Associates, St. Louis, Missouri, 2002
  • 35
    • 70349932423 scopus 로고    scopus 로고
    • AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility
    • 10.1002/jcc.21256 1:CAS:528:DC%2BD1MXht1GitrnK
    • Morris GM, Huey R, Lindstrom W, Sanner MF, Belew RK, Goodsell DS, Olson AJ. AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility. J Comput Chem, 2009, 30: 2785-2791
    • (2009) J Comput Chem , vol.30 , pp. 2785-2791
    • Morris, G.M.1    Huey, R.2    Lindstrom, W.3    Sanner, M.F.4    Belew, R.K.5    Goodsell, D.S.6    Olson, A.J.7
  • 36
    • 0027944195 scopus 로고
    • Molecular similarity indices in a comparative analysis (CoMSIA) of drug molecules to correlate and predict their biological activity
    • 10.1021/jm00050a010 1:CAS:528:DyaK2cXmslWhu7Y%3D
    • Klebe G, Abraham U, Mietzner T. Molecular similarity indices in a comparative analysis (CoMSIA) of drug molecules to correlate and predict their biological activity. J Med Chem, 1994, 37: 4130-4146
    • (1994) J Med Chem , vol.37 , pp. 4130-4146
    • Klebe, G.1    Abraham, U.2    Mietzner, T.3
  • 37
    • 0027672324 scopus 로고
    • Sample-distance partial least squares: PLS optimized for many variables, with application to CoMFA
    • 10.1007/BF00124364 1:CAS:528:DyaK2cXis1Ghs7s%3D
    • Bush BL, Nachbar RB Jr. Sample-distance partial least squares: PLS optimized for many variables, with application to CoMFA. J Comput Aided Mol Des, 1993, 7: 587-619
    • (1993) J Comput Aided Mol des , vol.7 , pp. 587-619
    • Bush, B.L.1    Nachbar, Jr.R.B.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.