The Interaction of Tentoxin with CF1 and CF1-e Isolated from Spinach Chloroplast

Dahse, I.; Pezennec, Stéphane; Girault, G.; Berger, G.; Andre, F; Liebermann, Bernd

doi:10.1016/s0176-1617(11)81147-8

Cited by 22 publications

(28 citation statements)

References 21 publications

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“…Its main target is the F~ moiety of some photosynthetic H+-ATPases [2][3][4]. The site of inhibition seems to be the fl subunit [5], although the ~ subunit is probably required for TTX binding [6,7]. One TTX molecule per CFL would be tightly bound [7].…”

Section: Tentoxin (Ttx) Is a Cyclic Tetrapeptide Cyclo-(l-mealaj-l -mentioning

confidence: 99%

“…The site of inhibition seems to be the fl subunit [5], although the ~ subunit is probably required for TTX binding [6,7]. One TTX molecule per CFL would be tightly bound [7]. The amino acids involved in TTX-sensitivity are disputed [7,8].…”

Section: Tentoxin (Ttx) Is a Cyclic Tetrapeptide Cyclo-(l-mealaj-l -mentioning

confidence: 99%

“…One TTX molecule per CFL would be tightly bound [7]. The amino acids involved in TTX-sensitivity are disputed [7,8].…”

Section: Tentoxin (Ttx) Is a Cyclic Tetrapeptide Cyclo-(l-mealaj-l -mentioning

confidence: 99%

“…At high concentrations (0.05-1 mM), TTX has the fascinating property to stimulate ATP hydrolysis by soluble CF1 from plants [7,9] or from cyanobacteria [3]. The activity so recovered may be 2-3 times higher than that of the control [7,9].…”

Section: Tentoxin (Ttx) Is a Cyclic Tetrapeptide Cyclo-(l-mealaj-l -mentioning

confidence: 99%

“…The activity so recovered may be 2-3 times higher than that of the control [7,9]. It was reported that TTX at 60 ¢tM also limited the AMP-PNP-induced release of tightly-bound ADP in isolated CF~, an effect attributed to the loss of interactions between the different nucleotide sites [6].…”

Section: Tentoxin (Ttx) Is a Cyclic Tetrapeptide Cyclo-(l-mealaj-l -mentioning

confidence: 99%

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Proton coupling is preserved in membrane‐bound chloroplast ATPase activated by high concentrations of tentoxin

1995

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The effect of tentoxin at high concentrations was investigated in thylakoids and proteoliposomes containing bacteriorhodopsin and CFoCFp Venturicidin-sensitive ATP hydrolysis, ATP-generated ApH and ATP synthesis were practically 100% inhibited at 2 stM tentoxin, and restored to various extents beyond 50 ttM. With respect to the native enzyme, tentoxin-reactivated ATPase had the following properties: (i) a higher ApH requirement to synthetise ATP; (ii) a decreased futile proton flow through CFoCF~ (without ADP), which remains 100% blocked by ADP. It is concluded that despite its altered kinetic performances, tentoxin-modified CFoCF ~ preserves its mechanism and remains a tightly coupled proton pump.

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Section: Tentoxin (Ttx) Is a Cyclic Tetrapeptide Cyclo-(l-mealaj-l -mentioning

confidence: 99%

Section: Tentoxin (Ttx) Is a Cyclic Tetrapeptide Cyclo-(l-mealaj-l -mentioning

confidence: 99%

“…One TTX molecule per CFL would be tightly bound [7]. The amino acids involved in TTX-sensitivity are disputed [7,8].…”

Section: Tentoxin (Ttx) Is a Cyclic Tetrapeptide Cyclo-(l-mealaj-l -mentioning

confidence: 99%

Section: Tentoxin (Ttx) Is a Cyclic Tetrapeptide Cyclo-(l-mealaj-l -mentioning

confidence: 99%

Section: Tentoxin (Ttx) Is a Cyclic Tetrapeptide Cyclo-(l-mealaj-l -mentioning

confidence: 99%

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Proton coupling is preserved in membrane‐bound chloroplast ATPase activated by high concentrations of tentoxin

1995

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Natural cyclopeptides as leads for novel pesticides: tentoxin and destruxin

et al. 1998

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: Difficulties in synthesis make natural cyclopeptides challenging targets for chemists. Our interest focused on two natural toxic cyclopeptide series produced by pathogenic fungi :The total syntheses of these two bioactive series were optimised, and several analogues were designed and synthesised to establish structureÈactivity relationships. The importance of synthetic analogues in the identiÐcation of molecular targets and the explanation of mechanisms of action was demonstrated. Such systematic investigations can determine the crucial features responsible for the activity of the natural compound and help the design of more powerful or more selective products.1998 SCI. ( Pestic. Sci., 52, 81È89, 1998 Key words : cyclopeptide ; cyclodepsipeptide ; tentoxin ; H`-ATPase ; herbi-F 0 F 1 cide ; destruxin ; insecticide Abbreviations : These follow the recommendations of the IUPAC-IUB Commission on Biological Nomenclature as given in Eur. J. Biochem. 138 (1984), 9È37.

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Multiple interconverting conformers of the cyclic tetrapeptide tentoxin, [cyclo‐(L‐MeAla¹‐L‐Leu²‐MePhe[(Z)Δ]³‐Gly⁴)], as seen by two‐dimensional ¹H‐nmr spectroscopy

et al. 1995

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The conformations of the phytotoxic cyclic tetrapeptide tentoxin [cyclo-(L-MeAla1-L-Leu2-MePhe[(Z) delta]3-Gly4)] have been studied in aqueous solution by two-dimensional proton nmr at various temperatures. Contrary to what is observed in chloroform, tentoxin exhibits multiple exchanging conformations in water. Aggregation phenomena were also observed. Four conformations with different proportions (51, 37, 8, and 4%) were observed at -5 degrees C. Models were constructed from nmr parameters and restrained molecular dynamics simulations. All the models exhibit cis-trans-cis-trans conformation of the amide bond sequence. The conversion from one form to another is accomplished by a conformational peptide flip consisting of a 180 degree rotation of a nonmethylated peptide bond.

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The Interaction of Tentoxin with CF1 and CF1-e Isolated from Spinach Chloroplast

Cited by 22 publications

References 21 publications

Proton coupling is preserved in membrane‐bound chloroplast ATPase activated by high concentrations of tentoxin

Proton coupling is preserved in membrane‐bound chloroplast ATPase activated by high concentrations of tentoxin

Natural cyclopeptides as leads for novel pesticides: tentoxin and destruxin

Multiple interconverting conformers of the cyclic tetrapeptide tentoxin, [cyclo‐(L‐MeAla¹‐L‐Leu²‐MePhe[(Z)Δ]³‐Gly⁴)], as seen by two‐dimensional ¹H‐nmr spectroscopy

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The Interaction of Tentoxin with CF1 and CF1-e Isolated from Spinach Chloroplast

Cited by 22 publications

References 21 publications

Proton coupling is preserved in membrane‐bound chloroplast ATPase activated by high concentrations of tentoxin

Proton coupling is preserved in membrane‐bound chloroplast ATPase activated by high concentrations of tentoxin

Natural cyclopeptides as leads for novel pesticides: tentoxin and destruxin

Multiple interconverting conformers of the cyclic tetrapeptide tentoxin, [cyclo‐(L‐MeAla1‐L‐Leu2‐MePhe[(Z)Δ]3‐Gly4)], as seen by two‐dimensional 1H‐nmr spectroscopy

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Multiple interconverting conformers of the cyclic tetrapeptide tentoxin, [cyclo‐(L‐MeAla¹‐L‐Leu²‐MePhe[(Z)Δ]³‐Gly⁴)], as seen by two‐dimensional ¹H‐nmr spectroscopy