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Organic Chemistry

An L319F mutation in transmembrane region 3 (TM3) selectively reduces sensitivity to okaramine B of the Bombyx moril-glutamate-gated chloride channel

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Pages 1861-1867 | Received 19 Jun 2017, Accepted 12 Jul 2017, Published online: 21 Aug 2017

References

  • Bode HB, Bethe B, Höfs R, et al. Big effects from small changes: possible ways to explore nature's chemical diversity. ChemBioChem. 2002;3(7):619–627.10.1002/1439-7633(20020703)3:7<619::AID-CBIC619>3.0.CO;2-9
  • Keller NP, Turner G, Bennett JW. Fungal secondary metabolism – from biochemistry to genomics. Nat Rev Microbiol. 2005;3(12):937–947.10.1038/nrmicro1286
  • Hayashi H, Takiuchi K, Murao S, et al. Structure and insecticidal activity of new indole alkaloids, okaramines A and B, from Penicillium simplicissimum AK-40. Agric Biol Chem. 1989;53(2):461–469.
  • Baran PS, Guerrero CA, Corey EJ. Short, enantioselective total synthesis of okaramine N. J Am Chem Soc. 2003;125(19):5628–5629.10.1021/ja034491+
  • Hayashi H. Frontier studies on highly selective bio-regulators useful for environmentally benign agricultural production. Biosci Biotechnol Biochem. 2015;79(6):877–887.10.1080/09168451.2015.1015954
  • Hirata K, Kataoka S, Furutani S, et al. A fungal metabolite asperparaline a strongly and selectively blocks insect nicotinic acetylcholine receptors: the first report on the mode of action. PLoS ONE. 2011;6(4):e18354.10.1371/journal.pone.0018354
  • Xu Y, Furutani S, Ihara M, et al. Meroterpenoid chrodrimanins are selective and potent blockers of insect GABA-gated chloride channels. PLOS ONE. 2015;10(4):e0122629.10.1371/journal.pone.0122629
  • Furutani S, Nakatani Y, Miura Y, et al. GluCl a target of indole alkaloid okaramines: a 25 year enigma solved. Sci Rep. 2014;4:6190.
  • Furutani S, Ihara M, Kai K, et al. Okaramine insecticidal alkaloids show similar activity on both exon 3c and exon 3b variants of glutamate-gated chloride channels of the larval silkworm, Bombyx mori. Neurotoxicology. 2017;60:240–244.
  • Hibbs RE, Gouaux E. Principles of activation and permeation in an anion-selective Cys-loop receptor. Nature. 2011;474(7349):54–60.10.1038/nature10139
  • Furutani S, Ihara M, Nishino Y, et al. Exon 3 splicing and mutagenesis identify residues influencing cell surface density of heterologously expressed silkworm (Bombyx mori) glutamate-gated chloride channels. Mol Pharmacol. 2014;86(6):686–695.10.1124/mol.114.095869
  • Shimomura M, Okuda H, Matsuda K, et al. Effects of mutations of a glutamine residue in loop D of the α7 nicotinic acetylcholine receptor on agonist profiles for neonicotinoid insecticides and related ligands. Br J Pharmacol. 2002;137(2):162–169.10.1038/sj.bjp.0704848
  • Shimomura M, Yokota M, Ihara M, et al. Role in the selectivity of neonicotinoids of insect-specific basic residues in loop D of the nicotinic acetylcholine receptor agonist binding site. Mol Pharmacol. 2006;70(4):1255–1263.10.1124/mol.106.026815
  • Ihara M, Matsuda K, Otake M, et al. Diverse actions of neonicotinoids on chicken α7, α4β2 and Drosophila-chicken SADβ2 and ALSβ2 hybrid nicotinic acetylcholine receptors expressed in Xenopus laevis oocytes. Neuropharmacology. 2003;45(1):133–144.10.1016/S0028-3908(03)00134-5
  • Wolstenholme AJ. Recent progress in understanding the interaction between avermectins and ligand-gated ion channels: putting the pests to sleep. Ivert Neurosci. 2010;10(1):5–10.10.1007/s10158-010-0105-y
  • Bass C, Puinean AM, Andrews M, et al. Mutation of a nicotinic acetylcholine receptor β subunit is associated with resistance to neonicotinoid insecticides in the aphid Myzus persicae. BMC Neurosci. 2011;12:51.10.1186/1471-2202-12-51

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