Research Topics
Species | Naomi SakaiSummaryAffiliation: University of Geneva Country: Switzerland Publications
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Detail Information
Publications
Anionic fullerenes, calixarenes, coronenes, and pyrenes as activators of oligo/polyarginines in model membranes and live cellsFlorent Perret
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland, Institute for Chemical Research, Kyoto University and PRESTO, JST, Kyoto, Japan
J Am Chem Soc 127:1114-5. 2005..Applied to HeLa cells, pyrenebutyrate is shown to significantly increase the uptake of a fluorescently labeled octaarginine in a concentration-dependent manner...- Dendritic folate rosettes as ion channels in lipid bilayersNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
J Am Chem Soc 128:2218-9. 2006..The found ion channels are small, quite homogeneous, long-lived, ohmic, cation selective (Eisenman I), and blockable by the permeant cation... - Anion-mediated transfer of polyarginine across liquid and bilayer membranesNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
J Am Chem Soc 125:14348-56. 2003..The infinite variability and dynamic nature of available regulatory anion cocktails may contribute to the elusive character of guanidinium-rich oligo/polymer function in biomembranes... - Direct observation of anion-mediated translocation of fluorescent oligoarginine carriers into and across bulk liquid and anionic bilayer membranesNaomi Sakai
Department of Organic Chemistry, University of Geneva, 30, Quai Ernest Ansermet, 1211 Geneva 4, Switzerland
Chembiochem 6:114-22. 2005.... - Programmed assembly of rigid-rod beta-barrel pores: thermal inversion of chiralityNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Chirality 16:S28-35. 2004..Qualitative thermal inversion of supramolecular chirality during programmed assembly was detected continuously. Inversion of supramolecular chirality occurred with decreasing solvent polarity as well... - G-quartet self-assembly under osmotic pressure: remote control by vesicle shrinking rather than stressNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Chirality 15:766-71. 2003.... - Synthetic catalytic poresNaomi Sakai
Department of Organic Chemistry, University of Geneva, CH 1211 Geneva, Switzerland
J Am Chem Soc 125:7776-7. 2003..3) is discussed as one possible explanation of this global reduction of catalyst saturation. Control experiments show, inter alia, that similarly strong changes do not occur with opposing membrane potentials... - Voltage-dependent formation of anion channels by synthetic rigid-rod push-pull beta-barrelsNaomi Sakai
Department of Organic Chemistry, University of Geneva, 1211 Geneva 4, Switzerland
Chemistry 9:223-32. 2003..Fluorescence depth quenching and circular dichroism studies confirm the effect of membrane potentials in promotion of the partitioning of 5 (but not 6) into the bilayers, identifying partitioning as the voltage-dependent step... - Optoelectronically mismatched oligophenylethynyl-naphthalenediimide SHJ architecturesSantanu Maity
Department of Organic, University of Geneva, Geneva, Switzerland
Org Biomol Chem 8:1052-7. 2010..NDI excitation is not followed by the complementary hole transfer to the OPE rod. Scaffolds with higher HOMOs will be needed to integrate blue NDIs into SHJ photosystems... - Thermodynamic and kinetic stability of synthetic multifunctional rigid-rod beta-barrel pores: evidence for supramolecular catalysisSvetlana Litvinchuk
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
J Am Chem Soc 126:10067-75. 2004..The first molecular mechanics modeling (MacroModel, MMFF94) of multifunctional rigid-rod beta-barrel pore hosts 1 with internal 1,3,6-pyrenetrisulfonate guests is reported... - Photoproduction of proton gradients with pi-stacked fluorophore scaffolds in lipid bilayersSheshanath Bhosale
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Science 313:84-6. 2006..Ligand intercalation transformed the photoactive scaffolds into ion channels... - Ultrafast photoinduced charge separation in naphthalene diimide based multichromophoric systems in liquid solutions and in a lipid membraneNatalie Banerji
Department of Physical Chemistry, University of Geneva, 30 Quai Ernest Ansermet, CH 1211 Geneva 4, Switzerland
J Phys Chem B 112:8912-22. 2008..A better spatial separation of the charges in the red system stemming from the localization of the hole on the p-octiphenyl scaffold could additionally contribute to the slowing down of charge recombination... - Use of the exciton chirality method in the investigation of ligand-gated synthetic ion channelsNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Chirality 18:91-4. 2006.... - Counterion-activated polyions as soft sensing systems in lipid bilayer membranes: from cell-penetrating peptides to DNAToshihide Takeuchi
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Faraday Discuss 143:187-203; discussion 265-75. 2009.... - Ligand-gated synthetic ion channelsPinaki Talukdar
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Chemistry 11:6525-32. 2005..Control experiments demonstrate that minor structural changes leading to internal decrowding suffice to cleanly annihilate chiral self-organization and function... - Synthetic multifunctional pores that open and close in response to chemical stimulationVirginie Gorteau
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Bioorg Med Chem 13:5171-80. 2005..Refined molecular models show good agreement with pore design and experimental facts with regard to function... - Arginine magic with new counterions up the sleeveMasamichi Nishihara
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Org Biomol Chem 3:1659-69. 2005.... - Excited-state dynamics of hybrid multichromophoric systems: toward an excitation wavelength control of the charge separation pathwaysNatalie Banerji
Department of Physical Chemistry, University of Geneva, 30 Quai Ernest Ansermet, CH 1211 Geneva 4, Switzerland
J Phys Chem A 113:8202-12. 2009..Because of this, the relative energies of the two charge-separated states (hole on the OPE or an NDI) are inverted... - Ion channels and pores, made from scratchNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Mol Biosyst 3:658-66. 2007..We elaborate on the structural diversity well beyond the biological limitations that becomes accessible with synthetic ion channels and pores, and on the importance of advanced nanoarchitecture to create significant function... - Synthetic multifunctional pores with external and internal active sites for ligand gating and noncompetitive blockageVirginie Gorteau
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
J Am Chem Soc 126:13592-3. 2004..Practical usefulness of ligand-gated synthetic multifunctional pores is exemplified with the continuous detection of chemical processes... - Complementary characteristics of homologous p-octiphenyl beta-barrels with ion channel and esterase activityAbhigyan Som
Department of Organic Chemistry, University of Geneva, CH-1211 Geneva 4, Switzerland
Bioorg Med Chem 11:1363-9. 2003.... - Transmembrane anion transport mediated by halogen-bond donorsAndreas Vargas Jentzsch
Department of Organic Chemistry, University of Geneva, Geneva CH 1211, Switzerland
Nat Commun 3:905. 2012..Contrary to the destructive action of small-molecule detergents, transport with halogen bonds is leakage-free, cooperative, non-ohmic and highly selective, with anion/cation permeability ratios <37... - Engineering antiparallel charge-transfer cascades into supramolecular n/p-heterojunction photosystems: toward directional self-sorting on surfacesMarco Lista
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Faraday Discuss 155:63-77; discussion 103-14. 2012..However, the reduction of efforts devoted to covalent organic synthesis will have to be compensated by the development of strategic concepts on the supramolecular level to tackle basic questions such as self-sorting on surfaces... - Ordered and oriented supramolecular n/p-heterojunction surface architectures: completion of the primary color collectionRavuri S K Kishore
Department of Organic, University of Geneva, Geneva, Switzerland
J Am Chem Soc 131:11106-16. 2009.... - Outer surface modification of synthetic multifunctional poresPinaki Talukdar
Department of Organic Chemistry, University of Geneva, CH-1211 Geneva 4, Switzerland
Bioorg Med Chem 12:1325-36. 2004..The relation between the stability of supramolecular (pre)pores and dependence of activity on monomer concentration is discussed in a more general context... - Synthetic functional pi-stack architecture in lipid bilayersSheshanath Bhosale
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Org Biomol Chem 4:3031-9. 2006.... - Self-organizing surface-initiated polymerization: facile access to complex functional systemsNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva 1211, Switzerland
J Am Chem Soc 133:15224-7. 2011..The activity of SOSIP architectures is clearly better than that of disordered controls... - Rigid-rod molecules in biomembrane models: from hydrogen-bonded chains to synthetic multifunctional poresNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Acc Chem Res 38:79-87. 2005..Recent molecular mechanics simulations are presented as a valuable approach to insights on the elusive suprastructures of multifunctional pores made from rigid rods... - Artificial beta-barrelsNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Acc Chem Res 41:1354-65. 2008..Further refinements include the introduction of asymmetric staves for voltage gating and anchoring of the pore at the membrane-water interface... - Naphthalene- and perylenediimides with hydroquinones, catechols, boronic esters and imines in the coreAndrea Fin
School of Chemistry and Biochemistry, University of Geneva, Geneva, Switzerland
Org Biomol Chem 9:8246-52. 2011..We conclude that the panchromatic hypersensitivity toward the environment of the new cNDIs is ideal for pattern generation in differential sensing arrays... - Rapid and mild synthesis of functionalized naphthalenediimidesRavuri S K Kishore
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
J Org Chem 73:738-40. 2008..Here, we report rapid access to blue, red, and yellow NDIs under mild conditions with tolerance toward the additional presence of pertinent functional groups... - A rivet model for channel formation by aerolysin-like pore-forming toxinsIoan Iacovache
Department of Microbiology and Molecular Medicine, University of Geneva, Geneva, Switzerland
EMBO J 25:457-66. 2006..This rivet-like conformation was modeled and sequence alignments suggest that such channel riveting may operate for many other pore-forming toxins... - Polarized vesicles in molecular recognition and catalysisNaomi Sakai
Department of Organic Chemistry, University of Geneva, 30 Quai Ernest Ansermet, CH-1211 Geneva
Chem Biodivers 1:28-43. 2004..Examples for the recognition of and self-assembly, molecular recognition, and catalysis in polarized vesicles are discussed with emphasis on 'remote control' by dipole-potential interactions and electrostatic steering... - A quantitative model for the transcription of 2D patterns into functional 3D architecturesEdvinas Orentas
Department of Organic Chemistry, University of Geneva, 1211 Geneva, Switzerland
Nat Chem 4:746-50. 2012..The functional relevance of surface-templated self-sorting and meaningful dependences of templation efficiencies on structural modifications are demonstrated... - Amphiphilic dynamic NDI and PDI probes: imaging microdomains in giant unilamellar vesiclesDavid Alonso Doval
School of Chemistry and Biochemistry, University of Geneva, Geneva, Switzerland
Org Biomol Chem 10:6087-93. 2012..These results confirm the potential of dynamic fluorescent amphiphiles to selectively label extra- and intracellular membrane domains and visualize biological function... - Conceptually new entries into cellsJavier Montenegro
School of Chemistry and Biochemistry, University of Geneva, CH 1211 Geneva, Switzerland
Chimia (Aarau) 65:853-8. 2011..Emphasis is on the use of dynamic covalent chemistry for counterion activation, slow release of polyions and fluorescent probes, and the generation of activator libraries and polyions that grow and shrink... - Supramolecular n/p-heterojunction photosystems with oriented multicolored antiparallel redox gradients (OMARG-SHJs)Rajesh Bhosale
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Chem Soc Rev 39:138-49. 2010..This conceptually innovative twist added to a timely topic should appeal to the synthetic organic, supramolecular, biological, physical, analytical and materials chemist as well as to the expert in energy and environmental sciences... - Sensing, threading, orienting, and cutting polymers with rigid-rod poresStefan Matile
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
J Recept Signal Transduct Res 26:461-72. 2006..The spotlight is on recent breakthroughs to image the longtime elusive pore-polymer host-guest complexes as single giant pseudorotaxanes... - Supramolecular n/p-Heterojunction Photosystems with Antiparallel Redox Gradients in Electron- and Hole-Transporting PathwaysNaomi Sakai
Department of Organic Chemistry, University of Geneva, 1211 Geneva 4, Switzerland
J Am Chem Soc 132:6923-5. 2010..The presence of both gradients is shown to be essential for achieving photoinduced charge separation over very long distances... - Directional stack exchange along oriented oligothiophene stacksJetsuda Areephong
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Chem Commun (Camb) 48:10618-20. 2012..Successful addition of co-axial π-acidic stacks by templated hydrazone exchange provides general access to multicomponent architectures of unique complexity... - Synthesis of an enlarged library of dynamic DNA activators with oxime, disulfide and hydrazone bridgesJavier Montenegro
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Chemistry 18:10436-43. 2012..Moreover, oximes, contrary to hydrazones, remain active under acidic conditions. Linear elongation of dendritic head-groups seems to cause increasing detergent effects and should therefore be avoided... - Zipper and layer-by-layer assemblies of artificial photosystems analyzed by combining optical and piezoelectric surface techniquesMariya Porus
Department of Inorganic, Analytical, and Applied Chemistry, University of Geneva, Geneva, Switzerland
Langmuir 27:7213-21. 2011..These features are in excellent agreement with the better photophysical performance of the OPE-NDI assemblies when compared to the POP-NDI films... - Recognition of polarized lipid bilayers by p-oligophenyl ion channels: from push-pull rods to push-pull barrelsNaomi Sakai
Department of Organic Chemistry, University of Geneva, CH-1211 Geneva, Switzerland
J Am Chem Soc 124:1184-5. 2002..Nonlinear concentration dependence of activity at -180 mV indicates parallel self-assembly of push-pull rod 1 into a tetrameric barrel-stave supramolecule... - Interface engineering of synthetic pores: towards hypersensitive biosensorsFederico Mora
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Chemistry 14:1947-53. 2008..The scope and limitations of this approach are exemplified with pertinent analyte pairs that are essential for the sensing of sucrose, lactose, acetate, and glutamate with synthetic pores in samples from the supermarket... - Lysobisphosphatidic acid controls endosomal cholesterol levelsJulien Chevallier
Departments of Biochemistry, University of Geneva, 30 quai E Ansermet, 1211 Geneva 4, Switzerland
J Biol Chem 283:27871-80. 2008..We conclude that LBPA controls the cholesterol capacity of endosomes... - Binding of organic anions by synthetic supramolecular metallopores with internal Mg2+-aspartate complexesGopal Das
Department of Organic Chemistry University of Geneva 1211 Geneva 4, Switzerland
Chembiochem 3:1089-96. 2002..The negligible flippase activity measurable for Mg(2+)-free pores indicates that transmembrane p-octiphenyl beta barrels do not disturb the lipid bilayer suprastructure, in other words, they form barrel-stave rather than toroidal pores... - Direct and rapid cytosolic delivery using cell-penetrating peptides mediated by pyrenebutyrateToshihide Takeuchi
ACS Chem Biol 1:299-303. 2006..Thus, coupling arginine-rich peptides with this hydrophobic anion dramatically improved their ability to translocate cellular membranes, suggesting the great impact of this approach on exploring and controlling cell function... - Multistep organic synthesis of modular photosystemsNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
Beilstein J Org Chem 8:897-904. 2012.... - Lateral self-sorting on surfaces: a practical approach to double-channel photosystemsMarco Lista
Department of Organic Chemistry, University of Geneva, Geneva 1211, Switzerland
J Am Chem Soc 133:15228-31. 2011..Experimental support for self-repair during co-SOSIP is reported. Initiators on the surface are shown to serve as templates for the self-sorting into multichannel architectures of freely variable composition... - Stack exchange strategies for the synthesis of covalent double-channel photosystems by self-organizing surface-initiated polymerizationNaomi Sakai
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland
J Am Chem Soc 133:18542-5. 2011..With appropriate templation from the surface, post-SOSIP stack exchange is nearly quantitative... - Comparison of larvicidal, adulticidal and acaricidal activity of two geometrical butylidenephthalide isomersToshihiko Tsukamoto
Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, Higashiosaka, Osaka, Japan
Biol Pharm Bull 29:592-4. 2006..Insecticidal activity of both (E)- and (Z)-butylidenephthalide toward adults of C. felis was not detected even at the maximum concentration of 200 microg/cm2...