Motohiro Tomizawa

Summary

Affiliation: University of California
Country: USA

Publications

  1. ncbi request reprint Neonicotinoid insecticide toxicology: mechanisms of selective action
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    Annu Rev Pharmacol Toxicol 45:247-68. 2005
  2. ncbi request reprint Insect nicotinic acetylcholine receptors: neonicotinoid binding site specificity is usually but not always conserved with varied substituents and species
    Hideo Honda
    Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    J Agric Food Chem 54:3365-71. 2006
  3. ncbi request reprint Selective toxicity of neonicotinoids attributable to specificity of insect and mammalian nicotinic receptors
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    Annu Rev Entomol 48:339-64. 2003
  4. doi request reprint Molecular recognition of neonicotinoid insecticides: the determinants of life or death
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    Acc Chem Res 42:260-9. 2009
  5. ncbi request reprint Defining nicotinic agonist binding surfaces through photoaffinity labeling
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    Biochemistry 46:8798-806. 2007
  6. pmc Atypical nicotinic agonist bound conformations conferring subtype selectivity
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, CA 94720 3112, USA
    Proc Natl Acad Sci U S A 105:1728-32. 2008
  7. pmc Nicotinic agonist binding site mapped by methionine- and tyrosine-scanning coupled with azidochloropyridinyl photoaffinity labeling
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    J Med Chem 52:3735-41. 2009
  8. ncbi request reprint 5-Azidoepibatidine: an exceptionally potent photoaffinity ligand for neuronal alpha 4 beta 2 and alpha 7 nicotinic acetylcholine receptors
    Nanjing Zhang
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, CA 94720 3112, USA
    Bioorg Med Chem Lett 13:525-7. 2003
  9. ncbi request reprint Pharmacological profiles of recombinant and native insect nicotinic acetylcholine receptors
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, 94720 3112, USA
    Insect Biochem Mol Biol 35:1347-55. 2005
  10. ncbi request reprint Drosophila nicotinic receptors: evidence for imidacloprid insecticide and alpha-bungarotoxin binding to distinct sites
    Nanjing Zhang
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, 114 Wellman Hall, Berkeley, CA 94720 3112, USA
    Neurosci Lett 371:56-9. 2004

Collaborators

Detail Information

Publications23

  1. ncbi request reprint Neonicotinoid insecticide toxicology: mechanisms of selective action
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    Annu Rev Pharmacol Toxicol 45:247-68. 2005
    ..The low affinity of neonicotinoids for vertebrate relative to insect nicotinic receptors is a major factor in their favorable toxicological profile...
  2. ncbi request reprint Insect nicotinic acetylcholine receptors: neonicotinoid binding site specificity is usually but not always conserved with varied substituents and species
    Hideo Honda
    Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    J Agric Food Chem 54:3365-71. 2006
    ..The TFM moiety of DIN may bind in a different orientation compared to the CPM group of IMI and ACE...
  3. ncbi request reprint Selective toxicity of neonicotinoids attributable to specificity of insect and mammalian nicotinic receptors
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    Annu Rev Entomol 48:339-64. 2003
    ....
  4. doi request reprint Molecular recognition of neonicotinoid insecticides: the determinants of life or death
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    Acc Chem Res 42:260-9. 2009
    ..Therefore, the unique binding conformations of nicotinic agonists in these insect and vertebrate receptor homologues define the basis for molecular recognition of neonicotinoid insecticides as the determinants of life or death...
  5. ncbi request reprint Defining nicotinic agonist binding surfaces through photoaffinity labeling
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    Biochemistry 46:8798-806. 2007
    ..These findings enabled us to use AChBP as a structural surrogate to define the nAChR agonist site...
  6. pmc Atypical nicotinic agonist bound conformations conferring subtype selectivity
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, CA 94720 3112, USA
    Proc Natl Acad Sci U S A 105:1728-32. 2008
    ..Accordingly, the subtype selectivity is based on two disparate bound conformations of nicotinic agonists, thereby establishing an atypical concept for neonicotinoid versus nicotinoid selectivity between insect and vertebrate nAChRs...
  7. pmc Nicotinic agonist binding site mapped by methionine- and tyrosine-scanning coupled with azidochloropyridinyl photoaffinity labeling
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    J Med Chem 52:3735-41. 2009
    ..Methionine and tyrosine are the only residues found derivatized, and their reactivity exquisitely depends on the direction of the azido moiety and its apposition to the reactive amino acid side chains...
  8. ncbi request reprint 5-Azidoepibatidine: an exceptionally potent photoaffinity ligand for neuronal alpha 4 beta 2 and alpha 7 nicotinic acetylcholine receptors
    Nanjing Zhang
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, CA 94720 3112, USA
    Bioorg Med Chem Lett 13:525-7. 2003
    ..027 nM for alpha 4 beta 2 and 9.7 nM for alpha 7) and excellent photoreactivity...
  9. ncbi request reprint Pharmacological profiles of recombinant and native insect nicotinic acetylcholine receptors
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, 94720 3112, USA
    Insect Biochem Mol Biol 35:1347-55. 2005
    ..These findings are consistent with the agonist binding site being located at the nAChR subunit interface and indicate that both alpha and beta subunits influence the pharmacological properties of insect nAChRs...
  10. ncbi request reprint Drosophila nicotinic receptors: evidence for imidacloprid insecticide and alpha-bungarotoxin binding to distinct sites
    Nanjing Zhang
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, 114 Wellman Hall, Berkeley, CA 94720 3112, USA
    Neurosci Lett 371:56-9. 2004
    ..This study, therefore, provides direct evidence for distinct IMI- and alpha-BGT-sensitive sites or subtypes in Drosophila brain...
  11. doi request reprint Potency and selectivity of trifluoroacetylimino and pyrazinoylimino nicotinic insecticides and their fit at a unique binding site niche
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy, and Management, University of California, Berkeley, California 94720 3112, USA
    J Med Chem 51:4213-8. 2008
    ....
  12. pmc Mapping the elusive neonicotinoid binding site
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy, and Management, University of California, Berkeley, CA 94720 3112, USA
    Proc Natl Acad Sci U S A 104:9075-80. 2007
    ..These structural models based on AChBP directly map the elusive neonicotinoid binding site and further describe the molecular determinants of agonists on nicotinic receptors...
  13. ncbi request reprint 6'-Methylpyrido[3,4-b]norhomotropane: synthesis and outstanding potency in relation to the alpha4beta2 nicotinic receptor pharmacophore model
    David B Kanne
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, CA 94720 3112, USA
    Bioorg Med Chem Lett 15:877-81. 2005
    ..In this pharmacophore model, the 6'-methyl substituent may be equivalent to the acetyl methyl of acetylcholine...
  14. ncbi request reprint The neonicotinoid electronegative pharmacophore plays the crucial role in the high affinity and selectivity for the Drosophila nicotinic receptor: an anomaly for the nicotinoid cation--pi interaction model
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    Biochemistry 42:7819-27. 2003
    ....
  15. ncbi request reprint Cartap hydrolysis relative to its action at the insect nicotinic channel
    Seog Jong Lee
    Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    J Agric Food Chem 52:95-8. 2004
    ..1 but quickly forms the dithiol and some NTX at pH 7.4. The relationship between potency and hydrolysis products at various pH ranges suggests that cartap dithiol is the most plausible blocking agent...
  16. ncbi request reprint Desnitro-imidacloprid activates the extracellular signal-regulated kinase cascade via the nicotinic receptor and intracellular calcium mobilization in N1E-115 cells
    Motohiro Tomizawa
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy, and Management, University of California, Berkeley 94720 3112, USA
    Toxicol Appl Pharmacol 184:180-6. 2002
    ..It is further suggested that intracellular Ca(2+) activates a sequential pathway from PKC to ERK...
  17. ncbi request reprint Insect muscarinic acetylcholine receptor: pharmacological and toxicological profiles of antagonists and agonists
    Hideo Honda
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    J Agric Food Chem 55:2276-81. 2007
    ..The insect mAChR warrants continuing study in lead generation to discover novel insecticides...
  18. ncbi request reprint Neonicotinoid nitroguanidine insecticide metabolites: synthesis and nicotinic receptor potency of guanidines, aminoguanidines, and their derivatives
    David B Kanne
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    Chem Res Toxicol 18:1479-84. 2005
    ..In sharp contrast, potency at the vertebrate alpha4beta2 nicotinic receptor is generally increased on conversion from the nitroguanidine to aminoguanidine and particularly guanidine derivatives...
  19. ncbi request reprint Neo-nicotinoid metabolic activation and inactivation established with coupled nicotinic receptor-CYP3A4 and -aldehyde oxidase systems
    Hideo Honda
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, CA 94720 3112, USA
    Toxicol Lett 161:108-14. 2006
    ....
  20. ncbi request reprint Alpha-nitro ketone as an electrophile and nucleophile: synthesis of 3-substituted 2-nitromethylenetetrahydrothiophene and -tetrahydrofuran as drosophila nicotinic receptor probes
    Nanjing Zhang
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720 3112, USA
    J Org Chem 69:876-81. 2004
    ..These compounds, together with the corresponding 2-nitromethylenepyrrolidine (1), were used to probe the Drosophila neonicotinoid-nicotinic acetylcholine receptor interaction...
  21. ncbi request reprint Structural features of azidopyridinyl neonicotinoid probes conferring high affinity and selectivity for mammalian alpha4beta2 and Drosophila nicotinic receptors
    Nanjing Zhang
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, CA 94720 3112, USA
    J Med Chem 45:2832-40. 2002
    ..Preferred compounds are N-(5-azido-6-chloropyridin-3-ylmethyl) with 2-iminothiazoline for alpha4beta2 (K(i) = 0.47 nM) and with 2-nitroiminothiazoline or 2-nitromethyleneimidazolidine for Drosophila (K(i) = 0.72-3.9 nM)...
  22. ncbi request reprint Nereistoxin and cartap neurotoxicity attributable to direct block of the insect nicotinic receptor/channel
    Seog Jong Lee
    Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, CA 94720 3112, USA
    J Agric Food Chem 51:2646-52. 2003
    ..Surprisingly, cartap is not just a pro-NTX but instead directly induces inhibitory neurotoxicity by blocking the nAChR/channel, whereas NTX may have dual NCB and agonist targets...
  23. pmc Atomic interactions of neonicotinoid agonists with AChBP: molecular recognition of the distinctive electronegative pharmacophore
    Todd T Talley
    Department of Pharmacology, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California at San Diego, La Jolla, CA 99093 0657, USA
    Proc Natl Acad Sci U S A 105:7606-11. 2008
    ..This template defines the association of interacting amino acids and their energetic contributions to the distinctive interactions of neonicotinoids...