48mer quinolinecarboxamide crystal structure

Publications

2021

S. Dengler, P. K. Mandal, L. Allmendinger, C. Douat, I. Huc*
Conformational interplay in hybrid peptide–helical aromatic foldamer macrocycles

Supporting Information

ccdc2002474 ccdc2010131 ccdc2010173

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J. Wang, B. Wicher, A. M-Ardoy, X. Li, G. Pecastaings, T. Buffeteau, D. M. Bassani, V. Maurizot, I. Huc*
Loading linear arrays of Cu (II) inside aromatic amide helices

Supporting Information

ccdc2074374 ccdc2074375 ccdc2074376 

ccdc2074377 ccdc2074378 ccdc2074379

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K. Urushibara, Y. Ferrand*, Z. Liu, K. Katagiri, M. Kawahata, E. Morvan, R. D’Elia, V. Pophristic, A. Tanatani*, I. Huc*
Accessing improbable foldamer shapes with strained macrocycles

Supporting Information

ccdc2059866 ccdc2059868 ccdc2059869 ccdc2059870 

ccdc2059871 ccdc2063705

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V. Corvaglia, I. A. M. Amar, V. Garambois, S. Letast, A. Garcin, C. Gongora, M. D. Rio, C. D-Sabourin, N. Joubert, I. Huc, P. Pourquier*
Internalization of foldamer-based DNA mimics through a site-specific antibody conjugate to target HER2-positive cancer cells

Supporting Information

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F. Devaux, X. Li, D. Sluysmans, F. Zerbetto, I. Huc*, A.-S. Duwez*
Single-molecule mechanics of synthetic aromatic amide helices: Ultrafast and robust non-dissipative winding
D. Bindl, E. Heinemann, P. K. Mandal, I. Huc*
Quantitative helix handedness bias through a single H vs. CH3 stereochemical differentiation

Supporting Information

ccdc2070816

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M. Gauthier , V. Koehler, C. Clavel, B. Kauffmann, I. Huc , Y. Ferrand*, F. Coutrot*
Interplay between a foldamer helix and a macrocycle in a foldarotaxane architecture

Supporting Information

ccdc2050779

ccdc2050780

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P. Mateus, A. Jacquet, A. Mendez-Ardoy, A. Boulloy, B. Kauffmann, G. Pecastaings, T. Buffeteau, Y. Ferrand, D. M. Bassani*, I. Huc*
Sensing a binding event through charge transport variations using an aromatic oligoamide capsule

Supporting Information

ccdc2040639

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J. Atcher, P. Mateus, B. Kauffmann, F. Rosu, V. Maurizot, I. Huc*
Large‐amplitude conformational changes in self‐assembled multi‐stranded aromatic sheets

Supporting Information

Supplementary movie #1

Supplementary movie #2

Supplementary movie #3

ccdc2040478

ccdc2040479

ccdc2040480

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S. Pramanik, B. Kauffmann, S. Hecht, Y. Ferrand, I. Huc*
Light-mediated chiroptical switching of an achiral foldamer host in presence of a carbohydrate guest

Supporting Information

ccdc2032748 ccdc2032749 ccdc2032750

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J. Wang, B. Wicher, V. Maurizot*, I. Huc*
Oligo-quinolylene–vinylene foldamers

Supporting Information

6_ccdc2018566 19_ccdc2018567 19'_ccdc2018568 20_ccdc2018569

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2020

M. Zwillinger, P. Sai Reddy , B. Wicher, P. K. Mandal, M. Csékei, L. Fischer, A. Kotschy, I. Huc*
Aromatic foldamer helices as α-helix extended surface mimetics

Supporting Information

6_ccdc2014258

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C. G. Pappas , P. K. Mandal , B. Liu, B. Kauffmann , X. Miao, D. Komáromy , W. Hoffmann , C. Manz, R. Chang, K. Liu , K. Pagel , I. Huc *, S. Otto*
Emergence of low-symmetry foldamers from single monomers

Supporting Information

Supplementary movie #1 Supplementary movie #2

Supplementary data #1

4b_ccdc1942977 4d_ccdc1999456

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A. Meunier, M. L. Singleton, B. Kauffmann, T. Granier, G. Lautrette, Y. Ferrand, I. Huc*
Aromatic foldamers as scaffolds for metal second coordination sphere design

Supporting Information

9_ccdc2031550  1_ccdc_2031551 4_ccdc203152  5_ccdc2031555 3_ccdc_2031556

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Y. Zhohong , B. Kauffmann, W. Xu, Z. L. Lu, Y. Ferrand, I. Huc, X. C. Zeng, R. Liu*, B. Gong*
Multiturn hollow helices: Synthesis and folding of long aromatic oligoamides

Supporting Information

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X. Hu, P. K. Mandal, B. Kauffmann, I. Huc*
Hybrid sequences that express both aromatic amide and α‐peptidic folding features

Supporting Information

1_ccdc_955282 2_ccdc_2002649 3_ccdc_2002410

 

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P. Mateus, N. Chandramouli, C. D. Mackereth, B. Kauffmann, Y. Ferrand,* I. Huc*
Allosteric recognition of homomeric and heteromeric pairs of monosaccharides by a foldamer capsule

Supporting Information

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C. Tsiamantas, S. Kwon, J. M. Rogers, C. Douat, I. Huc,* H. Suga*
Ribosomal incorporation of aromatic oligoamides as peptide sidechain appendages

Supporting Information

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H. Little, J. Wang, J. Duhamel,* X. Li, N. Markandeya, V. Maurizot,* I. Huc*
Simplification in the acquisition and analysis of fluorescence decays acquired with polarized emission for time-resolved fluorescence anisotropy measurements

Supporting Information

More
D. Mazzier, S. De, B. Wicher, V. Maurizot, I. Huc*
Parallel homochiral and anti-parallel heterochiral hydrogen- bonding interfaces in multi-helical abiotic foldamers

Supporting Information

2b_ccdc_1955168

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2019

J. M. Alex, V. Corvaglia, X. Hu, S. Engilberge, I. Huc *, P. B. Crowley *
Crystal structure of a protein–aromatic foldamer composite: macromolecular chiral resolution

Supporting Information

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J. Wang, H. Little, J. Duhamel*, X. Li, N. Markandeya, V. Maurizot,* I. Huc*
Application of time-resolved fluorescence anisotropy to probe quinoline-based foldamers labeled with oligo(phenylene vinylene)

Supporting Information

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J. Atcher, A. Nagai, P. Mayer, V. Maurizot, A. Tanatani*, I. Huc*
Aromatic ß-sheet foldamers based on tertiary squaramides

Supporting Information

c9cc04849a2.cif

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Post S. R., B. Langlois d'Estaintot, T. Granier, C. D. Mackereth, L. Fischer, I. Huc*
Structure elucidation of helical aromatic foldamer–protein complexes with large contact surface areas

Supporting Information

 

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D. Mazzier, S. De, B. Wicher, V. Maurizot, I. Huc*
Interplay of secondary and tertiary folding in abiotic foldamers

Supporting Information

 

 

 

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V. Corvaglia, D. Carbajo, P. Prabhakaran, K. Ziach, P.K. Mandal, V. Dos Santos, C. Legeay, R. Vogel, V. Parissi, P. Pourquier, I. Huc*
Carboxylate-functionalized foldamer inhibitors of HIV-1 integrase and Topoisomerase 1: artificial analogues of DNA mimic proteins

Supporting Information

4_CCDC_1527431.cif Fmoc(mQPho)_CCDC_1474392 .cif

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C. Tsiamantas, S. Kwon, C. Douat, I. Huc*, H. Suga*
Optimizing aromatic oligoamide foldamer side-chains for ribosomal translation initiation

Supporting Information

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B. Gole, B. Kauffmann, V. Maurizot, I. Huc*, Y. Ferrand*
Light-controlled conformational switch of an aromatic oligoamide foldamer

Supporting Information

3_ccdc_1897516 4_ccdc_1897517

 

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X. Wang, Q. Gan, B. Wicher, Y. Ferrand,* I. Huc*
Directional threading and sliding of a dissymmetrical foldamer helix on dissymmetrical axles

Supporting Information

ccdc_1868144

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M. Vallade, M. Jewginski, L. Fischer, J. Buratto, K. Bathany,
J.-M. Schmitter, M. Stupfel, F. Godde, C. D. Mackereth, I. Huc*

Assessing interactions between helical aromatic oligoamide foldamers and protein surfaces: a tethering approach

Supporting Information

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E. Jeamet, J. Septavaux, A. Heloin, M. Donnier-Maechal, M. Dumartin, B. Ourri, P. Mandal, I. Huc, E. Bignon, E. Dumont*, C. Morell, J.-P. Francoia, F. Perret, L. Vial*, J. Leclaire*

Wetting the lock and key enthalpically favours polyelectrolyte binding

Supporting Information

CCDC 1554746

 

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2018

M. Vallade, P. Sai Reddy, L. Fischer, I. Huc*

Enhancing aromatic foldamer helix dynamics to probe interactions with protein surface

Supporting Information

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S. Saha, B. Kauffmann, Y. Ferrand*, I. Huc*

Selective encapsulation of disaccharide xylobiose by an aromatic foldamer helical capsule

Supporting Information

P-3 P-3⊃d-1

 

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K. Urushibara, Y. Ferrand, Z. Liu, H. Masu, V. Pophristic, A. Tanatani*, I. Huc*

Frustrated helicity: joining the diverging ends of a stable aromatic amide helix to form a fluxional macrocycle

 

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P. Mateus, B. Wicher, Y. Ferrand*, I. Huc*

Carbohydrate binding through first- and second-sphere coordination within aromatic oligoamide metallofoldamers

Supporting Information

1-K+⊃D/L-3 1-Cu2+⊃D/L-3 2-Cu2+⊃D/L-5

 

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K. Ziach, C. Chollet, V. Parissi, P. Prabhakaran, M. Marchivie, V. Corvaglia, P. P. Bose, K. Laxmi-Reddy, F. Godde, J.-M. Schmitter, S. Chaignepain, P. Pourquier, I. Huc*

Single helically folded aromatic oligoamides that mimic the charge surface of double-stranded B-DNA

Supporting Information

Boc(mQQ4)8OBn_CCDC 1059495 Boc(mQQ4)8OTMSE_CCDC 1059497

Boc(mQQ4)16OBn_CCDC 1059493 Boc(mQQ5)4OBn CIF_CCDC 1059496

Life Sciences Reporting Summary Supplementary Video 1

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Y.Ferrand*, I. Huc*

Designing helical molecular capsules based on folded aromatic amide oligomers

J. M. Rogers, S. Kwon, S. J. Dawson, P. K. Mandal, H. Suga*, I. Huc*

Ribosomal synthesis and folding of peptide-helical aromatic foldamer hybrids

Supporting Information

17_CCDC 1554263

 

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S. De, B. Chi, T. Granier, T. Qi, V. Maurizot, I. Huc*

Designing cooperatively folded abiotic uni- and multimolecular helix bundles

Supporting Information

s5_1a s6_2a s7_2b s8_3a s9_4a s10_5a

Supplementary movie #1 Supplementary movie #2 Supplementary movie #2

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2017

A. Lamouroux, L. Sebaoun, B. Wicher, B. Kauffmann, Y. Ferrand, V. Maurizot, I. Huc*

Controlling dipole orientation through curvature: aromatic foldamer bent β-sheets and helix–sheet–helix architectures

Supporting Information

2 4 6 7 8

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A. Mendez-Ardoy, N. Markandeya, X. Li, Y-T. Tsai, G. Pecastaings, T. Buffeteau, V. Maurizot, L. Muccioli, F. Castet, I. Huc*, D. M. Bassani*

Multi-dimensional charge transport in supramolecular helical foldamer assemblies

Supporting Information

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P. Mateus, B. Wicher, Y. Ferrand, I. Huc*

Alkali and alkaline earth metal ion binding by a foldamer capsule: selective recognition

Supporting Information

Cover picture

1⊃Na 2+, 1⊃K +, 1⊃Ca 2+ and 1⊃Ba 2+

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X. Wang, B. Wicher, Y. Ferrand,* I. Huc*

Orchestrating directional molecular motions: kinetically controlled supramolecular pathway of a helical host on rodlike guests

Supporting Information

(1)2 (1)2⊃12 (1)2⊃13 (1)4⊃2

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M. Horeau, G. Lautrette, B. Wicher, V. Blot, J. Lebreton, M. Pipelier,* D. Dubreuil, Y. Ferrand, I. Huc*

Metal-coordination-assisted folding and guest binding in helical aromatic oligoamide molecular capsules

Supporting Information

q3pn2pppn2pq3 q3pn22pzppzn2pq3_cu_end

 

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Q. Gan, X. Wang, B. Kauffmann, F. Rosu, Y. Ferrand, I. Huc*

Translation of rod-like template sequences into homochiral assemblies of stacked helical oligomers

one-station two-stations three-stationschiral station simple_double_station 2 ⊃ 15 20 ⊃ (5)2 21 ⊃ (5)4 22 ⊃ (5)6 m_3_m_(6)2 ⊃ 25

Supplementary movie #1 Supplementary movie #2 Supplementary movie #3

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X. Hu, S. J. Dawson, P. K. Mandal, X. de Hatten, B. Baptiste, I. Huc*

Optimizing side chains for crystal growth from water: a case study of aromatic amide foldamers

Supporting Information

q4_4-diol_sq_sq_sq_

 

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M. Jewginski, T. Granier, B. Langlois d’Estaintot, L. Fischer, C. D. Mackereth, I. Huc*

Self-assembled protein-aromatic foldamer complexes with 2:3 and 2:2:1 stoichiometries

Supporting Information

5L3O  5L6K 5LVS

 

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Z. Liu, X. Hu, A. M. Abramyan, A. Meszaros, M. Csekei, A. Kotschy, I. Huc*, V. Pophristic*

Computational prediction and rationalization, and experimental validation of handedness induction in helical aromatic oligoamide foldamers

Supporting Informations

RASQEK RASQUA

 

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2016

P. K. Mandal, B. Baptiste, B. Langlois d’Estaintot, B. Kauffmann, I. Huc*

Multivalent interactions between an aromatic helical foldamer and a DNA G-Quadruplex in the solid state

Supporting Information

5HIX

 

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X. Li, N. Markandeya, G. Jonusauskas, N. D. McClenaghan, V. Maurizot, S. A. Denisov*, I. Huc*

Photoinduced electron transfer and hole migration in nanosized helical aromatic oligoamide foldamers

Supporting Information and CIF file

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G. Lautrette, B. Wicher, B. Kauffmann, Y. Ferrand*, I. Huc*

Iterative evolution of an abiotic foldamer sequence for the recognition of guest molecules with atomic precision

Supporting Information and CIF files

Cover picture

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S.J. Dawson, X. Hu, S. Claerhout, I. Huc*

Solid phase synthesis of helically folded aromatic oligoamides

P. K. Mandal, B. Kauffmann, H. Destecroix, Y. Ferrand, 
A. P. Davis*, I. Huc*

Crystal structure of a complex between b-glucopyranose and a macrocyclic receptor with dendritic multicharged water solubilizing chains

Supporting Information

1-2

 

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P. K. Mandal, G. W. Collie, S. C. Srivastava, B. Kauffmann, I. Huc*

Structure elucidation of the Pribnow box consensus promoter sequence by racemic DNA crystallography

Supporting Information

1-5ET9 2-5EWB 3-5EYQ 4-5EZF 5-5F26 6-5JOE

 

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M. Kudo, D. Carbajo López, V. Maurizot, H. Masu, 
A. Tanatani,* I. Huc*

Synthesis and conformational analysis of quinoline–oxazole peptides

Supporting Information

D-(OQ)2 D-OQ D-(OQ)4 OQQ (OQQ)2

 

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C. Tsiamantas, X. de Hatten, C. Douat, B. Kauffmann, V. Maurizot, H. Ihara, M. Takafuji, N. Metzler-Nolte, I. Huc*

Selective dynamic assembly of disulfide macrocyclic helical foldamers with remote communication of handedness

Supporting Information Cover picture

2 4-DimerSS protected-2 protected-1

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M. Jewginski, L. Fischer, C. Colombo, I. Huc*, C. D. Mackereth*

Solution observation of dimerization and helix handedness induction in a human carbonic anhydrase–helical aromatic amide foldamer complex

Supporting Information

Cover picture

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H. Noguchi, M. Takafuji, V. Maurizot, I. Huc*, H. Ihara*

Chiral separation by a terminal chirality triggered P-helical quinolineoligoamide foldamer

Supporting Information

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X. Li, T. Qi, K. Srinivas, S. Massip, V. Maurizot, I. Huc*

Synthesis and multibromination of nanosized helical aromatic amide foldamers via segment-doubling condensation

Supporting Information

octamer 2a 48-mer anhydride 5

 

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N. Chandramouli, Y. Ferrand,* B. Kauffmann, I. Huc*

Citric acid encapsulation by a double helical foldamer in competitive solvents

Supporting Information

Double helix (1)2 Complex (1)2-2

 

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C. Tsiamantas, S. J. Dawson, I. Huc*

Solid phase synthesis of oligoethylene glycol-functionalized quinolinecarboxamide foldamers with enhanced solubility properties

Supporting Information

Monomer 4

 

 

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N. Chandramouli, M. F. El-Behairy, G. Lautrette, Y. Ferrand*, I. Huc*

Polar solvent effects on tartaric acid binding by aromatic oligoamide foldamer capsules

Supporting Information

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S. A. Denisov, Q. Gan, X. Wang, L. Scarpantonio, Y. Ferrand,* 
B. Kauffmann, G. Jonusauskas, I. Huc, N. D. McClenaghan*

Electronic energy transfer modulation in a dynamic foldaxane: proof-of-principle of a lifetime-based conformation probe

Supporting Information

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X. Hu, S. J. Dawson, Y. Nagaoka, A. Tanatani, I. Huc*

Solid-phase synthesis of water-soluble helically folded hybrid α-amino acid/quinoline oligoamides

Supporting Information

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2015

N. Chandramouli, Y. Ferrand, G. Lautrette, B. Kauffmann, C. D.Mackereth, M. Laguerre, D. Dubreuil, 
I. Huc*

Iterative design of a helically folded aromatic oligoamide sequence for the selective encapsulation of ​fructose

Supporting Information

complex 1⊃β-7a complex 1⊃α-8a complex 1⊃β-9a complex 1⊃α-13a complex 3⊃β-7a complex 5⊃β-7a

 

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2014

P. K. Mandal, G. W. Collie, B. Kauffmann, I. Huc*

Racemic DNA crystallography

Supporting Information

D/L- TG4T (K+) (4R44) D/L- G4T4G4 (K+) form -1 (4R45) D/L- G4T4G4 (K+) form -2 (4R47) D/L- CCGGTACCGG (Ca2+) (4R48) D/L- CCGGTACCGG (Ca2+) (4R49) D/L- CCGGTACCGG (Co2+) (4R4A) D/L- CCGGTACCGG (Mg2+) (4R4D)

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S. Müller, K. Laxmi-Reddy, P. V. Jena, B. Baptiste, Z. Dong, F. Godde, T. Ha, R. Rodriguez, 
S. Balasubramanian, I. Huc*

Targeting DNA G-quadruplexes with helical small molecules

Supporting Information

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M. L. Singleton, G. Pirotte, B. Kauffmann, Y. Ferrand, I. Huc*

Increasing the size of an aromatic helical foldamer cavity by strand intercalation

Supporting Information

A5 Q4A5Q4-A5 Q4A5Q4

 

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J. Shang, Q. Gan, S. J. Dawson, F. Rosu, H. Jiang, Y. Ferrand*, I. Huc*

Self-​association of aromatic oligoamide foldamers into double helices in water

Supporting Information

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M. Kudo, V. Maurizot, H. Masu, A. Tanatani*, I. Huc*

Structural elucidation of foldamers with no long range conformational order

Supporting Information

rac-(LQ)4

 

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S. J. Dawson, Á. Mészáros, L. Petho, C. Colombo, M. Csékei, A. Kotschy,* I. Huc*

Controlling helix handedness in water-​soluble quinoline oligoamide foldamers

Supporting Information

Cover picture

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L. Sebaoun, B. Kauffmann, T. Delclos, V. Maurizot, I. Huc*

Assessing stabilization through π-​π interactions in aromatic aligoamide β-​sheet foldamers

Supporting Information

pentamer nonamer

 

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M. L. Singleton, N. Castellucci, S. Massip, B. Kauffmann, Y. Ferrand, I. Huc*

Synthesis of 1,​8-​diazaanthracenes as building blocks for internally functionalized aromatic oligoamide foldamers

Supporting Information

1-Br 1-ONO2 1-OAc 1-N3 2-Cl 2-H2 2 2-NH2 2-SBn 2-Br 2-Clred 4-dimer 

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L. Sebaoun, V. Maurizot*, T. Granier, B. Kauffmann, I. Huc*
Aromatic oligoamide β-sheet foldamers

Supporting Information

14-JACS-ja412729s_si_002 14-JACS-ja412729s_si_003 14-JACS-ja412729s_si_004 14-JACS-ja412729s_si_005 14-JACS-ja412729s_si_006 14-JACS-ja412729s_si_007 14-JACS-ja412729s_si_008 14-JACS-ja412729s_si_009 14-JACS-ja412729s_si_010 14-JACS-ja412729s_si_011

 

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G. Lautrette, C. Aube, Y. Ferrand, M. Pipelier, V. Blot, C. Thobie, B. Kauffmann, D. Dubreuil*, I. Huc*

Tuning the guest-binding ability of a helically folded capsule by in situ modification of the aromatic oligoamide backbone

Supporting Information

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J. Buratto, C. Colombo, M. Stupfel, S. J. Dawson, C. Dolain, B. Langlois d'Estaintot, L. Fischer, T. Granier, M. Laguerre, B. Gallois*, I. Huc*

Structure of a complex formed by a protein and a helical aromatic oligoamide foldamer at 2.1 A resolution

supporting information

HCA-2 complex (4MTY)

HCA-5 complex (4LP6)

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2013

G.Lautrette, B. Kauffmann, Y. Ferrand, C. Aube, N. Chandramouli, D. Dubreuil, I.Huc*

Structure elucidation of host-guest complexes of tartaric and malic acids by quasi-racemic crystallography

Supporting Information

More

M. Kudo, V. Maurizot, B. Kauffmann, A. Tanatani*, I. Huc*

Folding of a linear array of a-amino acids within a helical aromatic oligoamide frame

Supporting Information

L-LQ (4) LQQ (rac-1) (LQQ)4 (rac-3)

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T. Qi, T. Deschrijver, I. Huc*

Large-scale and chromatography-free synthesis of an octameric quinoline-based aromatic amide helical foldamer

Supporting Information

supplementary figures (NMR spectra)

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2012

Q. Gan, Y. Ferrand, N. Chandramouli, B. Kauffmann, C. Aube, D. Dubreuil, I. Huc*

Identification of a foldaxane kinetic byproduct during guest- induced single to double helix conversion

Supporting Information

Double Helix Complex

 

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Y. Ferrand,N.Chandramouli, A. M. Kendhale, C. Aube, B. Kauffmann, A. Grélard, M. Laguerre, D. Dubreuil, I. Huc*

Long-range effects on the capture and release of a chiral guest by a helical molecular capsule

Supporting Information

capsule 1 capsule 2 capsule 3 capsule 4

 

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M. Shravani, S. Balaiah, K. Srinivas*, K. Bhanuprakash, I. Huc*

Unusual regioselective electrophilic substitutions in quinoline foldamers: Conceptual DFT and frontier molecular orbital analysis reveal the crucial role of folding and substituents

Supporting Information

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T. Qi, V. Maurizot, H. Noguchi, T. Charoenraks, B. Kauffmann, M. Takafuji, H. Ihara, I. Huc*
Solvent dependence of helix stability in aromatic oligoamide foldamers

Supporting Information

Cover picture

 

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N. Delsuc, L. Poniman, J.-M. Léger, I. Huc*
Assessing the folding propensity of aliphatic units within helical aromatic oligoamide foldamers

oligomer 1 oligomer 2 oligomer 3

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J.-F. Sanchez, B. Kauffmann, A. Grélard, C. Sanchez, V. Trézéguet, I. Huc, G. J.-M. Lauquin*
Unambiguous structure of atractyloside and carboxyatractyloside

Support Infromation

atractyloside

 

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L. Delaurière, Z. Dong, K. Laxmi-Reddy, F. Godde, J.-J. Toulmé*, I. Huc*
Deciphering aromatic oligoamide foldamer–DNA interactions

Supporting Information

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2011

Y. Ferrand, Q. Gan, B. Kauffmann, H. Jiang,* I. Huc*
Template-induced screw motions within an aromatic amide foldamer double helix

Supporting Information

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G. Guichard*, I. Huc*
Synthetic foldamers
Q. Gan, Y. Ferrand, C. Bao, B. Kauffmann, A. Grélard, H. Jiang*, I. Huc*
Helix-rod host-guest complexes with shuttling rates much faster than disassembly

Supporting Information

Science 2011, 331, 1172 Science 2011, 331, 1172 Science 2011, 331, 1172 Science 2011, 331, 1172 Science 2011, 331, 1172 Science 2011, 331, 1172

 

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N. Delsuc, S. Massip, J.-M. Léger, B. Kauffmann, I. Huc*
Relative helix-helix conformations in branched aromatic oligoamide foldamers

Supporting Information

1 2 3

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A. M. Kendhale, L. Poniman, Z. Dong, K. Laxmi-Reddy, B. Kauffmann, Y. Ferrand, I. Huc*
Absolute control of helical handedness in quinoline oligoamides

Supporting Information

trimer 8

hexameric anhydride 9

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2010

B. Baptiste, C. Douat-Casassus, K. Laxmi-Reddy, F. Godde, I. Huc*
Solid phase synthesis of aromatic oligoamides: application to helical water-soluble foldamers

Supporting Information

More
V. E. Campbell, X. de Hatten, N. Delsuc, B. Kauffmann, I. Huc*, J. R. Nitschke*
Cascading transformations within a dynamic self-Assembled system

Supporting Information

helicate 1 helicate 2

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J. Iriondo-Alberdi, K. Laxmi-Reddy, B. Bouguerne, C. Staedel, I. Huc*
Cellular internalization of water-soluble helical aromatic amide foldamers

Supporting Information

 

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A. Tabachnik-Rebillon, C. Aubé, H. Bakkali, T. Delaunay, G. Thia Manh, V. Blot, C. Thobie-Gautier, E. Renault, A. Planchat, J.-Y. Le Questel, B. Kauffmann, Y. Ferrand, I. Huc, K. Urgin, S. Condon, E. Léonel, M. Evain, J. Lebreton, D. Jacquemin, M. Pipelier, D. Dubreuil*
Electrochemical synthesis and characterisation of alternating tripyridyl–dipyrrole molecular strands with multiple nitrogen-based donor–acceptor binding sites

Supporting Information

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Y. Ferrand, A. M. Kendhale, B. Kauffmann, A. Grélard, C. Marie, V. Blot, M. Pipelier, D. Dubreuil, I. Huc*
Diastereoselective encapsulation of tartaric acid by a helical aromatic oligoamide

Supporting Information

1 - D/L-tartaric acid

 

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B. Baptiste, Jiang Zhu, D. Haldar, B. Kauffmann, J.-M. Léger, I. Huc*
Hybridization of long pyridine-dicarboxamide oligomers into multi-turn double helices: slow strand association and dissociation, solvent dependence, and solid state structures Chem. Asian J. 2010, 5, 1364

Supporting Information

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Y. Ferrand, A. M. Kendhale, J. Garric, B. Kauffmann, I. Huc*
Parallel and antiparallel triple Helices of naphthyridine oligoamides

Supporting Information

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Q. Gan, F. Li, G. Li, B. Kauffmann, J. Xiang, I. Huc*, H. Jiang*
Heteromeric double helix formation by cross-hybridization of chloro-and fluoro-substituted quinoline oligoamides

Supporting Information

Crystal structure data

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2009

P. V. Jena, P. S. Shirude, B. Okumus, K. Laxmi-Reddy, F. Godde, I. Huc, S. Balasubramanian, T. Ha*
G-Quadruplex DNA bound by a synthetic ligand is highly dynamic

Supporting Information

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C. Bao, Q. Gan, B. Kauffmann, H. Jiang, I. Huc*
A self-assembled foldamer capsule: combining single and double helical segments in one aromatic amide sequence

Supporting Information

Double helix (1)2 Double helix (2)2 + HO(CH2)10OH Double helix (2)2 + HO(CH2)9OH

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A. Brizard, D. Berthier, C. Aimé, T. Buffeteau, D. Cavagnat, L. Ducasse, I. Huc, R. Oda*
Molecular and supramolecular chirality in gemini-tartrate amphiphiles studied by electronic and vibrational circular dichroisms

Supporting information

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B. Baptiste, F. Godde, I. Huc*
How can folded biopolymers and synthetic foldamers recognize each Other?
D. Sánchez-García, B. Kauffmann, T. Kawanami, H. Ihara, M. Takafuji, M.-H. Delville, I. Huc*
Nanosized hybrid oligoamide foldamers: aromatic templates for the folding of multiple aliphatic units

Supporting Information

3-(Boc-P3-Q4-OMe)  6-(Boc-(PQ4 )2 -OMe)  7-(Boc-P1 -Q4 -P2 -Q4 -OMe) 8-(Boc-P1 -Q4 -P3 -Q4 -OMe) 10-(Boc-(PQ4)4-OMe)

 

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V. E. Campbell, X. de Hatten, N. Delsuc, B. Kauffmann, I. Huc*, J. R. Nitschke*
Interplay of interactions governing the dynamic conversions of acyclic and macrocyclic helicates

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M. Wolffs, N. Delsuc, D. Veldman, N. Vân Anh, R. M. Williams, S. C. J. Meskers, R. A. J. Janssen, I. Huc*, A. P. H. J. Schenning*
Helical aromatic oligoamide foldamers as organizational scaffolds for photoinduced charge transfer

Supporting Information

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2008

C. Aimé, B. Plet, S. Manet, J.-M. Schmitter, I. Huc, R. Oda*, R. R. Sauers*, L. S. Romsted*
Competing gas-phase substitution and elimination reactions of gemini surfactants with anionic counterions by mass spectrometry. Density functional theory correlations with their bolaform halide salt models

Supporting Information

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X. de Hatten, E. Bothe, K. Merz, I. Huc, N. Metzler-Nolte*
A ferrocene–peptide conjugate as a hydrogenase model system

3a : Fe[C 5 H 4 – CO – Cys – OMe] 2 [Fe 2 (CO) 6 ]

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R. Oda*, F. Artzner*, M. Laguerre, I. Huc
Molecular structure of self-assembled chiral nano-ribbons and nano-tubules revealed in the hydrated state

Supporting Information

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K. Srinivas, B. Kauffmann, C. Dolain, J.-M. Léger, L. Ghosez*, I. Huc*
Remote substituent effects and regioselective enhancement of electrophilic substitutions in helical aromatic oligoamides

Supporting Information

2 4 6 7 9 17 33

 

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N. Delsuc, T. Kawanami, J. Lefeuvre, A. Shundo, H. Ihara, M. Takafuji*, I. Huc*
Kinetics of helix handedness inversion: folding and unfolding in aromatic amide oligomers

Supporting Information

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N. Delsuc,M. Hutin, V. E. Campbell, B. Kauffmann, J. R. Nitschke*, I. Huc*
Metal-directed dynamic formation of tertiary structure in foldamer assemblies: orienting helices at an angle

Supporting Information

2a : MM 2c : PM 3 : MMFe/PPFe racemic complex

 

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T. Delclos, C. Aime, E. Pouget, A. Brizard, I. Huc, M.-H. Delville*, R. Oda*
Individualized silica nanohelices and nanotubes: tuning inorganic nanostructures using lipidic self-assemblies

Supporting Information

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C. Bao, B. Kauffmann, Q. Gan, K. Srinivas, H. Jiang, I. Huc*
Converting sequences of aromatic amino acid monomers into functional three-dimensional structures: second-generation helical capsules

Supporting Information

capsule 1 + 1,3-propandiol capsule 1 + 1-amino-4-butanol capsule 1 + water capsule 1 + 1,4-butandiol

 

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E. Berni, J. Garric, C. Lamit, B. Kauffmann, J.-M. Léger, I. Huc*
Interpenetrating single helical capsules

Supporting Information

Cover picture

(2a)2 : double helix

 

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E. Berni, C. Dolain, B. Kauffmann, J.-M. Léger, C. Zhan, I. Huc*
Expanding the registry of aromatic amide foldamers: folding, photochemistry and assembly using diaza-anthracene units

Supporting Information

2 3a 4a 6 7 10 11

 

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Q. Gan, C. Bao, B. Kauffmann, A. Grélard, J. Xiang, S. Liu, I. Huc*, H. Jiang*
Quadruple and double helices of 8-fluoroquinoline oligoamides

Supporting Information

1 (single helix) 1 (quadruple helix)  (double helices)

 

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2007

P. S. Shirude, E. R. Gillies, S. Ladame, F. Godde, K. Shin-ya, I. Huc*, S. Balasubramanian*
Macrocyclic and helical oligoamides as a new class of G-quadruplex ligand

Supporting Information

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N. Delsuc, F. Godde, B. Kauffmann, J.-M. Léger, I. Huc*
The herringbone helix: a noncanonical folding in aromatic-aliphatic peptides

Supporting Information

(PQ)4

 

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E. Berni, B. Kauffmann,, C. Bao, J. Lefeuvre, D. M. Bassani, I. Huc*
Assessing the mechanical properties of a molecular spring

Supporting Information

(2)2 in Toluene/hexane (2)2 in MeOH (2)2 in DMSO

 

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J. Garric, J.-M. Léger, I. Huc*
Encapsulation of small polar guests in molecular apple peels

2 : Q2P5Q2 3 : Q2P7Q2 6 : Q2P2 9 : P7

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X. de Hatten, Z. Cournia, I. Huc, J. Smith, N. Metzler-Nolte*
Force-field development and molecular dynamics simulations of ferrocene-peptide conjugates as a scaffold for hydrogenase mimics

Supporting Information

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E. Gillies, F. Deiss, C. Staedel, J.-M. Schmitter, I. Huc*
Development and biological assessment of fully water-soluble helical aromatic amide foldamers

Supporting Information

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D. Haldar, H. Jiang, J.-M. Léger, I. Huc*
Double versus single helical structures of oligopyridine-dicarboxamide strands. Part 2: the role of side-chains

(2)2 (3)2

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L. Ducasse,* F. Castet, A. Fritsch, I. Huc, T. Buffeteau
DFT calculations and vibrational circular dichroism of aromatic foldamers

Supporting Information

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A. Brizard, C. Aimé, T. Labrot, I. Huc, D. Berthier, F. Artzner, B. Desbat, R. Oda*
Counterion, temperature, and time modulation of nanometric chiral ribbons from gemini-tartrate amphiphiles
N. Delsuc, J.-M. Léger, S. Massip, I. Huc*
Proteomorphous objects from abiotic backbones

Supporting Information

2 (racemic PP/MM mixture) 1 (Meso PM)

 

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2006

D. Haldar, H. Jiang, J.-M. Léger, I. Huc*
Interstrand interactions between side-chains in a double helical foldamer

Supporting Information

(2)2

 

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C. Zhan, J.-M. Léger, I. Huc*
Cross-Hybridization of pyridinedicarboxamide helical strands and their N-oxides

Supporting Information

3a-3b duplex 2b (single helix in DMF/MeOH) 2b (single helix in CHCl3/pentane) 2b (single helix in nitrobenzene/hexane)

 

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T. Buffeteau, L. Ducasse, L. Poniman, N. Delsuc, I. Huc*
Vibrational circular dichroism and ab initio structure elucidation of an aromatic foldamer

Supporting Information

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E. Gillies, C. Dolain, J.-M. Léger, I. Huc*
Amphipathic helices from aromatic amino acid oligomers

Supporting Information

Cover picture

dimer 5 heptamer 12 decamer 14

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A. Brizard, C. Dolain, I. Huc, R. Oda*
Asp-Gly based peptides confined at the surface of cationic gemini surfactant aggregates

2005

C. Dolain, J.-M. Léger, N. Delsuc, H. Gornitzka, I. Huc*
Probing helix propensity of monomers within a helical oligomer

Supporting Information

1 (Cl)2 2 3

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C. Dolain, H. Jiang, J.-M. Léger, P. Guionneau, I. Huc*
Chiral induction in quinoline-derived oligoamide foldamers: assignment of helical handedness and role of steric effects

Supporting Information

octamer 2 octamer 6 octamer 8 tetramer 9

 

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A. Brizard, R. Oda*, I. Huc*
Chirality effects in self-assembled fibrillar networks
C. Dolain, A. Grélard, M. Laguerre, H. Jiang, V. Maurizot, I. Huc*
Solution Structure of quinoline- and pyridine-derived oligoamide foldamers

Supporting Information

Frontispiece

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J. Garric, J.-M. Léger, I. Huc*
Molecular apple peels

Supporting Information

capsule 1 + water

 

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C. Dolain, C. Zhan, J.-M. Léger, L. Daniels, I. Huc*
Folding directed N-oxidation of oligopyridine-dicarboxamide strands and hybridization of oxidized oligomers

Supporting Information

(2b)2

 

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V. Maurizot, C. Dolain, I. Huc*
Intramolecular vs. intermolecular induction of helical handedness in pyridinedicarboxamide oligomers

dimer 2a

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2004

H. Jiang, V. Maurizot, I. Huc*
Double versus single helical structures of oligopyridine-dicarboxamide strands. Part 1: effect of oligomer length
. Maurizot, C. Dolain, Y. Leydet, J.-M. Léger, P. Guionneau, I. Huc*
Design of an inversion center between two Helical Segments
H. Jiang, J.-M. Léger, P. Guionneau, I. Huc*
Strained aromatic oligoamide macrocycles as new molecular clips
T. Buffeteau*, L. Ducasse, A. Brizard, I. Huc, R. Oda
Density functional theory calculations of vibrational absorption and circular dichroism spectra of dimethyl-L-tartrate
F. J. Romero*, C. Jiménez, I. Huc, R. Oda
Room temperature synthesis of ordered porous silicas templated by symmetric and dissymmetric gemini surfactants [CnH2n+1N(CH3)2(CH2)2(CH3)2NCmH2m+1]Br2
V. Maurizot, J.-M. Léger, P. Guionneau, I. Huc*
Variety of interstrand pi-pi stacking motifs in double helices of pyridinedicarboxamide oligomers
V. Maurizot, G. Linti, I. Huc*
Solid state characterization of oligopyridine dicarboxamide helicates
H. Jiang, C. Dolain, J.-M. Léger, H. Gornitzka, I. Huc*
Switching of chiral induction in helical aromatic oligoamides using solid state-solution state equilibrium
I. Huc*
Aromatic oligoamide foldamers

2003

H. Jiang, J.-M. Léger, C. Dolain, P. Guionneau, I. Huc*
Aromatic delta-peptides: design, synthesis, and structural studies of helical, quinoline-derived oligoamide foldamers
C. Dolain, V. Maurizot, I. Huc*
Protonation-induced transition between two distinct helical conformations of a synthetic oligomer via a linear intermediate
H. Jiang, J.-M. Léger, I. Huc*
Aromatic delta-peptides
R. Nguyen, I. Huc*
Optimising the reversibility of hydrazone formation for dynamic combinatorial chemistry
J. Garric, J.-M. Léger, A. Grelard, M. Ohkita, I. Huc*
Solid state and solution conformation of 2-pyridinecarboxylic acid hydrazides: a new structural motif for foldamer

2002

D. Berthier, T. Buffeteau, J.-M. Léger, R. Oda*, I. Huc*
From chiral counter-ions to twisted membranes
R. Oda*, M. Laguerre, I. Huc, B. Desbat
Molecular organization of gemini surfactants in cylindrical micelles: an infrared dichroism spectroscopy and molecular dynamics study
K. Sugiyasu, S.-I. Tamaru, M. Takeuchi, D. Berthier, I. Huc, R. Oda, S. Shinkai*
Double helical silica fibrils by sol-gel transcription of chiral aggregates of gemini surfactants
I. Huc*, V. Maurizot, H. Gornitzka, J.-M. Léger
Hydroxy-substituted oligopyridine-dicarboxamide helical foldamers

2001

V. Berl, I. Huc*, R. Khoury, J.-M. Lehn*
Helical Molecular programming. Supramolecular double helices by dimerization of helical oligopyridine-dicarboxamide strands
R. Nguyen, I. Huc*
Using an enzyme's active site to template inhibitors
V. Berl, I. Huc*, R. Khoury, J.-M. Lehn*
Helical molecular programming. Folding of oligopyridine-dicarboxamides into molecular single helices
I. Huc*, R. Nguyen
Dynamic combinatorial chemistry

2000

R. Oda*, I. Huc*, D. Danino, Y. Talmon
Aggregation properties and mixing behavior of hydrocarbon, fluorocarbon and hybrid hydrocarbon-fluorocarbon cationic dimeric surfactants
V. Berl, I. Huc*, R. Khoury, M. J. Krische & J.-M. Lehn*
Interconversion of single and double helices formed from synthetic molecular strands
I. Huc*, J.-M. Lehn*
Chimie combinatoire et chimie supramoléculaire
V. Berl, M. J. Krische, I. Huc, J.-M. Lehn*, M. Schmutz
Template-induced and molecular recognition-directed hierarchical generation of supramolecular assemblies from molecular strands

1999

R. Oda*, I. Huc*, M. Schmutz, S. J. Candau, F. C. MacKintosh
Tuning bilayer twist using chiral counter-ions
I. Huc*, R. Oda
Gemini surfactants : studying micellisation by 19F and 1H NMR
V. Berl, I. Huc, J.-M. Lehn*
Induced fit selection of a barbiturate receptor from a dynamic configurational/conformational library
I. Huc, M. J. Krische, D. P. Funeriu, J.-M. Lehn*
Dynamic combinatorial chemistry: using H-bonding to direct mixtures of bipyridine-metal complexes
R. Oda*, I. Huc, J.-C. Homo, B. Heinrich, M. Schmutz, S. Candau
Elongated aggregates formed by cationic gemini surfactant

1998

R. Oda, I. Huc*, S. J. Candau
Gemini surfactants as new low molecular weight gelators of organic solvents and water
A. Lopinet-Serani, F. Charbonier*, C. Rolando, I. Huc
The role of lactam vs. lactim tautomers in 2-(1H)-pyridone catalysis of aromatic nucleophilic substitution

1997

R. Oda*, I. Huc, S. J. Candau
Geminis surfactant, the effect of hydrophobic chain-length and dissymmetry
I. Huc, J.-M. Lehn*
Virtual combinatorial libraries: dynamic generation of molecular and supramolecular diversity by self-assembly
A. Adib, P. F. Potier, S. Doronina, I. Huc, J.-P. Behr*
A High-yield synthesis of deoxy-2-fuoroinosine and its incorporation into oligonucleotides

1995

R. J. Pieters, I. Huc, J. Rebek*, Jr
Passive template effects and active acid-base involvement in catalysis of organic reactions
R. J. Pieters, I. Huc, J. Rebek*, Jr
Reciprocal template effects in bisubstrate systems: a replication cycle

1994

I. Huc, R. J. Pieters, J. Rebek*, Jr
The role of geometrical factors in template effects
R. J. Pieters, I. Huc, J. Rebek*, Jr
Reciprocal template effects in a replication cycle
I. Huc, R. J. Pieters, J. Rebek*, Jr
Intracomplex catalysis of acylation reactions
I. Huc, J. Rebek*, Jr
Molecular Recognition of adenine: role of geometry, electronic effects and rotational restrictions

1993

C. Andreu, R. Beerli, N. Branda, M. Conn, J. de Mendoza, A. Galán, I. Huc, Y. Kato, M. Tymoschenko, C. Valdez, E. Wintner, R. Wyler, J. Rebek*, Jr
Replication and assembly