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12. Highly Efficient Chiral Resolution of dl-Arginine by Cocrystal Formation Followed by Recrystallization under Preferential-Enrichment Conditions

Author

Iwama, S., Kuyama, K., Mori, Y., MANOJ, K., Gonnade, R.G., Suzuki, K., Hughes, C.E., Williams, P.A., Harris, K.D.M., Veesler, S., Takahashi, H., Tsue, H., Tamura, R., Cinam, Hal, Centre Interdisciplinaire de Nanoscience de Marseille (CINaM), and Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS)

Published
2014

14. Molecular self-assembly and clustering in nucleation processes : General discussion

Author

Price, S., Veesler, S., Pan, H., Lewtas, K., Smets, M., Rimez, B., Myerson, A., Hughes, C., Hare, A., Zhang, F., Meekes, H., Mazzotti, M., Rosbottom, I., Khamar, D., Van Den Ende, J., Fabian, L., Black, S., Taulelle, F., Gich, M., Vekilov, P., Toroz, D., Bertran, C. A., Sefcik, J., Schroeder, S., Booth, S., Rasmuson, Åke Christoffer, Breynaert, E., Simone, E., Hammond, R., Sear, R., De Yoreo, J., Davey, R., Anwar, J., Ristic, R., Camacho Corzo, D. M., Roberts, K., Harris, K., Colfen, H., Turner, T., Price, S., Veesler, S., Pan, H., Lewtas, K., Smets, M., Rimez, B., Myerson, A., Hughes, C., Hare, A., Zhang, F., Meekes, H., Mazzotti, M., Rosbottom, I., Khamar, D., Van Den Ende, J., Fabian, L., Black, S., Taulelle, F., Gich, M., Vekilov, P., Toroz, D., Bertran, C. A., Sefcik, J., Schroeder, S., Booth, S., Rasmuson, Åke Christoffer, Breynaert, E., Simone, E., Hammond, R., Sear, R., De Yoreo, J., Davey, R., Anwar, J., Ristic, R., Camacho Corzo, D. M., Roberts, K., Harris, K., Colfen, H., and Turner, T.

Abstract

Cited By :6; Export Date: 30 September 2019QC 20191028

Published
2015
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15. Solvent and additive interactions as determinants in the nucleation pathway : General discussion

Author

Sun, C. C., Sun, W., Price, S., Hughes, C., Ter Horst, J., Veesler, S., Lewtas, K., Myerson, A., Pan, H., Coquerel, G., Van Den Ende, J., Meekes, H., Mazzotti, M., Rosbottom, I., Taulelle, F., Black, S., Mackenzie, A., Janbon, S., Vekilov, P., Threlfall, T., Turner, T., Back, K., Cuppen, H., Toroz, D., Sefcik, J., Lovelock, J., Hammond, R., Candoni, N., Simone, E., Ward, M., Bertran, C. A., Vetter, T., Sear, R., De Yoreo, J., Davey, R., Anwar, J., Santiso, E., Wu, D. T., Roberts, K., Peters, B., Schroeder, S., Jones, F., Rasmuson, Åke Christoffer, Cölfen, H., Zeglinski, J., Salvalaglio, M., Sun, C. C., Sun, W., Price, S., Hughes, C., Ter Horst, J., Veesler, S., Lewtas, K., Myerson, A., Pan, H., Coquerel, G., Van Den Ende, J., Meekes, H., Mazzotti, M., Rosbottom, I., Taulelle, F., Black, S., Mackenzie, A., Janbon, S., Vekilov, P., Threlfall, T., Turner, T., Back, K., Cuppen, H., Toroz, D., Sefcik, J., Lovelock, J., Hammond, R., Candoni, N., Simone, E., Ward, M., Bertran, C. A., Vetter, T., Sear, R., De Yoreo, J., Davey, R., Anwar, J., Santiso, E., Wu, D. T., Roberts, K., Peters, B., Schroeder, S., Jones, F., Rasmuson, Åke Christoffer, Cölfen, H., Zeglinski, J., and Salvalaglio, M.

Abstract

Cited By :6; Export Date: 30 September 2019QC 20191029

Published
2015
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16. Nucleation in complex multi-component and multi-phase systems : General discussion

Author

Price, S., Rimez, B., Sun, W., Peters, B., Christenson, H., Hughes, C., Sun, C. C., Veesler, S., Pan, H., Brandel, C., Biscans, B., Meekes, H., Rosbottom, I., Roth, W. J., Seton, L., Taulelle, F., Black, S., Threlfall, T., Vekilov, P., Poornachary, S., Diemand, J., Toroz, D., Salvalaglio, M., Tipduangta, P., Sefcik, J., Booth, S., Rasmuson, Åke Christoffer, Janbon, S., Ter Horst, J., Simone, E., Hammond, R., Bertran, C. A., Vetter, T., Sear, R., De Yoreo, J., Harris, K., Ristic, R., Kavanagh, A., Roberts, K., Breynaert, E., Myerson, A., Coquerel, G., Wu, D., Cölfen, H., Cuppen, H., Smets, M., Wu, D. T., Price, S., Rimez, B., Sun, W., Peters, B., Christenson, H., Hughes, C., Sun, C. C., Veesler, S., Pan, H., Brandel, C., Biscans, B., Meekes, H., Rosbottom, I., Roth, W. J., Seton, L., Taulelle, F., Black, S., Threlfall, T., Vekilov, P., Poornachary, S., Diemand, J., Toroz, D., Salvalaglio, M., Tipduangta, P., Sefcik, J., Booth, S., Rasmuson, Åke Christoffer, Janbon, S., Ter Horst, J., Simone, E., Hammond, R., Bertran, C. A., Vetter, T., Sear, R., De Yoreo, J., Harris, K., Ristic, R., Kavanagh, A., Roberts, K., Breynaert, E., Myerson, A., Coquerel, G., Wu, D., Cölfen, H., Cuppen, H., Smets, M., and Wu, D. T.

Abstract

Cited By :1; Export Date: 30 September 2019QC 20191028

Published
2015
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17. Small-volumes nucleation

Author

Hammadi, Z., Nadine CANDONI, Grossier, R., Manuel Ildefonso, Morin, R., Veesler, S., Cinam, Hal, Centre Interdisciplinaire de Nanoscience de Marseille (CINaM), Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS), and Centre National de la Recherche Scientifique (CNRS)-Aix Marseille Université (AMU)

Published
2013

22. Freezing desalinisation of sea water in a static layer crystalliser

Author

Rich, A., Mandri, Y., Bendaoud, N., Mangin, D., Abderafi, S., Bebon, C., Semlali, N., Klein, J.P., Bounahmidi, T., Bouhaouss, A., Veesler, S., Centre Interdisciplinaire de Nanoscience de Marseille (CINaM), Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS), and Cinam, Hal

Published
2010

23. Solution cocrystallization, an effective tool to explore the variety of cocrystal systems: caffeine/dicarboxylic acid cocrystals

Author

UCL - SST/IMCN/MOST - Molecules, Solids and Reactivity, Leyssens, Tom, Tumanova, Natalia, Robeyns, Koen, Candoni, N., Veesler, S., UCL - SST/IMCN/MOST - Molecules, Solids and Reactivity, Leyssens, Tom, Tumanova, Natalia, Robeyns, Koen, Candoni, N., and Veesler, S.

Abstract

Although cocrystals have undergone a recent boost in popularity, limited time is spent on exploring the variety of possible cocrystal phases, which is likely due to the popularity and success of grinding methods. The number of studies where cocrystallization is systematically applied in solution remains limited. In this contribution, we present a rapid method for cocrystal synthesis in solution, which not only provides single crystals suitable for X-ray diffraction structural analysis but also allows one to explore the variety of cocrystal systems (polymorphs and solvates). Applying this approach to caffeine/dicarboxylic acid systems,we discovered 7 cocrystals and solved the structures for 6 of them. Astonishingly, the caffeine/mesaconic acid cocrystal system not only seems to be stoichiometrically diverse but furthermore also shows no less than 4 polymorphs of the 2 : 1 cocrystal.

Published
2014

26. Crystallization in the presence of a liquid-liquid phase separation

Author

Veesler, S., Revalor, E., Bottini, O., Hoff, C., Centre de recherche de la matière condensée et des nanosciences (CRMCN), Université de la Méditerranée - Aix-Marseille 2-Université Paul Cézanne - Aix-Marseille 3-Centre National de la Recherche Scientifique (CNRS), and Cinam, Hal

Published
2006

27. Exploring Bovine Pancreatic Trypsin Inhibitor Phase Transitions

Author

Bonnete, F., Astier, J.P., Ferte, N., Perez, J., Veesler, S., Centre de recherche de la matière condensée et des nanosciences (CRMCN), Université de la Méditerranée - Aix-Marseille 2-Université Paul Cézanne - Aix-Marseille 3-Centre National de la Recherche Scientifique (CNRS), and Cinam, Hal

Subjects
[SDV] Life Sciences [q-bio], [SDV]Life Sciences [q-bio]
Abstract

This paper presents an investigation of the phase diagram of BPTI ( bovine pancreatic trypsin inhibitor)/350 mM KSCN at pH 4.9 by direct observation and numerical simulations. We report optical microscopy and light and X-ray scattering experiments coupled with theoretical data analysis using numerical tools. The phase diagram is thoroughly determined, as a function of temperature. Two polymorphs are observed by video microscopy and their solubility measured. In this phase diagram, the liquid-liquid phase separation (LLPS) is metastable with respect to the solid-liquid phase separation. Above the TL-L boundary curve, solutions are composed of a mixture of BPTI monomers and decamers. Attractive interactions are stronger between decamers than between monomers. Below the TL-L boundary curve, the dense phase is highly concentrated in protein and composed of BPTI decamers alone. Thus, the driving force for liquid-liquid or liquid-solid phase separation is the attraction between decamers at low pH. The structure factors of the dense phases are characteristic of repulsive dense phases because of a hard sphere repulsion core, meaning that in the dense phase proteins are actually in contact (interparticle distance of 53 angstrom). In agreement with the Oswald rule of stages, LLPS occurs prior to and impedes the solid nucleation.

Published
2006

29. Polymorphism in processes of crystallization in solution

Author

Veesler, S., Puel, François, Fevotte, Gilles, SSP, Centre Interdisciplinaire de Nanoscience de Marseille (CINaM), Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS)-Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS), Laboratoire d'automatique et de génie des procédés (LAGEP), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-École Supérieure Chimie Physique Électronique de Lyon-Centre National de la Recherche Scientifique (CNRS), and Université de Lyon-Université de Lyon-École Supérieure de Chimie Physique Électronique de Lyon (CPE)-Centre National de la Recherche Scientifique (CNRS)

Subjects
[SDV.SP.PG]Life Sciences [q-bio]/Pharmaceutical sciences/Galenic pharmacology, [SPI.GPROC]Engineering Sciences [physics]/Chemical and Process Engineering, ComputingMilieux_MISCELLANEOUS
Abstract

International audience

Published
2005

32. Measuring the solubility of a quickly transforming metastable polymorph of carbamazepine

Author

O'Mahony, M. A., Croker, D. M., Rasmuson, Åke C., Veesler, S., Hodnett, B. K., O'Mahony, M. A., Croker, D. M., Rasmuson, Åke C., Veesler, S., and Hodnett, B. K.

Abstract

The solubility of the stable FIII polymorph of the pharmaceutical compound carbamazepine was measured by determining its solubility gravimetrically in ethanol and methanol. Where the metastable FI polymorph was suspended in a solution of ethanol, the stable FIII polymorph nucleated immediately, initiating a solution-mediated transformation from FI to FIII. This meant that the FI polymorph was not in thermodynamic equilibrium with the solution as FI was continually dissolving while FIII was growing. We show that the solubility of FI can be accurately measured by in situ microscopy using an adaption of the bracketing method, and the results show that the solubility is close to but higher than the maximum solution concentration reached during the solution mediated transformation from FI to FIII carbamazepine in both solvents. The technique demonstrates a relatively simple and robust method for determining the solubility of a metastable crystalline phase which transforms quickly in solution., QC 20190930

Published
2013
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33. Investigation into the mechanism of solution-mediated transformation from FI to FIII carbamazepine : The role of dissolution and the interaction between polymorph surfaces

Author

O'Mahony, M. A., Seaton, C. C., Croker, D. M., Veesler, S., Rasmuson, Åke C., Hodnett, B. K., O'Mahony, M. A., Seaton, C. C., Croker, D. M., Veesler, S., Rasmuson, Åke C., and Hodnett, B. K.

Abstract

The solution mediated polymorphic transformation (SMPT) of the pharmaceutical compound carbamazepine was investigated in ethanol. Bulk transformation experiments were performed by monitoring the solution concentration and polymorphic composition over time during the transformation from the metastable FI polymorph to the stable FIII polymorph for a variety of initial conditions. Microscopic techniques, single-crystal X-ray diffraction, and computational methods were used to analyze the transformation. The nucleating behavior of the stable FIII polymorph was a significant factor affecting the transformation time across the range of experiments. The surfaces of the metastable FI particles were responsible for the nucleation of FIII during the transformation. However, no specific lattice matching or epitaxy was conclusively identified. A modest amount of dissolution of the FI particles was found to favor the nucleation of FIII but where extensive dissolution or no significant dissolution occurred this had a negative effect on the nucleation of FIII., QC 20190930

Published
2013
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34. Importance of solvent selection for stoichiometrically diverse cocrystal systems: Caffeine/maleic acid 1:1 and 2:1 cocrystals

Author

UCL - SST/IMCN/MOST - Molecules, Solids and Reactivity, Leyssens, Tom, Springuel, Géraldine, Montis, R., Candoni, N., Veesler, S., UCL - SST/IMCN/MOST - Molecules, Solids and Reactivity, Leyssens, Tom, Springuel, Géraldine, Montis, R., Candoni, N., and Veesler, S.

Abstract

Phase diagrams of cocrystals often show a highly unsymmetrical nature. The solvent has an important impact on the overall aspect of these diagrams. In this paper, we show how the solvent affects the composition of the stoichiometric solid phase nucleated. Suitable conditions for nucleation and growth of a single 2:1 caffeine/maleic acid cocrystal are obtained in ethyl acetate, showing comparable solubility toward both caffeine and maleic acid. Through a full kinetic screen, we were able to identify, for the first time, reproducible conditions for the spontaneous crystallization of the 2:1 phase in solution. Furthermore, during the screening experiments, a hithertho unknown form of the 1:1 cocrystal phase was encountered. Structural X-ray diffraction analyses of both the 2:1, as well as the 1:1 polymorphic phases, show an out of plane maleic acid compound. The carboxylic acid groups are oriented in such a manner to promote intermolecular formation of hydrogen bonded synthons. © 2012 American Chemical Society.

Published
2012

35. A thermodynamically guided approach to co-crystal screening: Application to maleic acid / caffeine system

Author

UCL - SST/IMCN/MOST - Molecules, Solids and Reactivity, Leyssens, Tom, Candoni, N., Springuel, Géraldine, Veesler, S., International Symposium on Industrial Crystallization (ISIC18), UCL - SST/IMCN/MOST - Molecules, Solids and Reactivity, Leyssens, Tom, Candoni, N., Springuel, Géraldine, Veesler, S., and International Symposium on Industrial Crystallization (ISIC18)

Published
2011

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