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Journal articles on the topic 'Water Soluble Chiral Molecules'

Author: Grafiati

Published: 4 June 2021

Last updated: 7 September 2023

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1

Reddy, U. Venkateswara, and N. Suryaprakash. "Scalable weak aligning medium for enantiodiscrimination of water soluble chiral molecules." Chemical Communications 47, no. 29 (2011): 8364. http://dx.doi.org/10.1039/c1cc12564h.

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2

Yu, Raymond B., and Joselito P. Quirino. "Chiral Selectors in Capillary Electrophoresis: Trends During 2017–2018." Molecules 24, no. 6 (2019): 1135. http://dx.doi.org/10.3390/molecules24061135.

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Chiral separation is an important process in the chemical and pharmaceutical industries. From the analytical chemistry perspective, chiral separation is required for assessing the fit-for-purpose and the safety of chemical products. Capillary electrophoresis, in the electrokinetic chromatography mode is an established analytical technique for chiral separations. A water-soluble chiral selector is typically used. This review therefore examines the use of various chiral selectors in electrokinetic chromatography during 2017–2018. The chiral selectors were both low and high (macromolecules) molec

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3

He, Tingchao, Xin Qiu, Junzi Li, et al. "Water-soluble chiral CdSe/CdS dot/rod nanocrystals for two-photon fluorescence lifetime imaging and photodynamic therapy." Nanoscale 11, no. 32 (2019): 15245–52. http://dx.doi.org/10.1039/c9nr04508b.

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Water-soluble CdSe/CdS nanocrystals stabilized using cysteine molecules exhibit efficient circular dichroism and large multiphoton absorption and show applications in two-photon fluorescence lifetime imaging and photodynamic therapy.

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4

Harada, Takunori, Hiroshi Moriyama, Hiromi Takahashi, et al. "Spectroscopic Characterization of Supramolecular Chiral Porphyrin Homoassociates at the Air–Water Interface." Applied Spectroscopy 68, no. 11 (2014): 1235–40. http://dx.doi.org/10.1366/13-07432.

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The water-soluble 4-sulfonatophenyl meso-substituted porphyrin (TPPS) dye exhibits a transformation to a chiral self-aggregate from the non-aggregated species (diprotonated H4TPPS2–) at low concentration (no more than 1 × 10−5 M). Immobilization of supramolecular chiral porphyrin homoassociates was mediated by the electrostatic interaction between the anionic TPPS molecule and cationic surfactant monolayer at the air–water interface. With the immobilization, a reversible transformation from monomeric TPPS to J-aggregate ( M→J) could be changed into an irreversible ( M→J), which is desirable fo

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5

Castriciano, Maria Angela, Sergio Cardillo, Roberto Zagami, Mariachiara Trapani, Andrea Romeo, and Luigi Monsù Scolaro. "Effects of the Mixing Protocol on the Self-Assembling Process of Water Soluble Porphyrins." International Journal of Molecular Sciences 22, no. 2 (2021): 797. http://dx.doi.org/10.3390/ijms22020797.

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The hierarchical self-assembling kinetics of the porphyrin 5,10,15,20-tetrakis(4-sulfonatophenyl)porphyrin (H2TPPS44−) into J-aggregates at high ionic strength under acidic conditions and eventually in the presence of an added chiral templating agent (tartrate) were investigated through UV/Vis spectroscopy, resonance light scattering, and circular dichroism (CD). The effect of changing the mixing order of the various components in the solution on the kinetic parameters and the expression of chirality on the final J-aggregates was evaluated. In this latter case, only when the chiral tartrate an

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6

Gulyás, H., A. Dobó, and J. Bakos. "Synthesis of sulfated mono- and ditertiary phosphines, complex chemistry and catalysis." Canadian Journal of Chemistry 79, no. 5-6 (2001): 1040–48. http://dx.doi.org/10.1139/v01-040.

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Cyclic and bicyclic sulfates have been prepared from commonly available alcohols. Nucleophilic cleavage of the cyclic sulfates affords a new type of water-soluble mono- and ditertiary phophines bearing -OSO3Li groups in distinguished positions in the molecular framework. Both phosphines have amphiphilic character. Reactions of the chiral 2 and the dppp analogue 5 with [Rh(COD)Cl]2 and Pt(PhCN)2Cl2 provide novel zwitterionic complexes. Rhodium complexes of 2 and 5 have been successfully applied in liquid biphasic hydroformylation of styrene and octene-1. When the rhodium complex of 5 was used a

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7

Padnya, Pavel L., Irina A. Khripunova, Olga A. Mostovaya, et al. "Self-assembly of chiral fluorescent nanoparticles based on water-soluble L-tryptophan derivatives of p-tert-butylthiacalix[4]arene." Beilstein Journal of Nanotechnology 8 (September 4, 2017): 1825–35. http://dx.doi.org/10.3762/bjnano.8.184.

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New water-soluble tetra-substituted derivatives of p-tert-butylthiacalix[4]arene containing fragments of L-tryptophan in cone and 1,3-alternate conformations were obtained. It was shown that the resulting compounds form stable, positively charged aggregates of 86–134 nm in diameter in water at a concentration of 1 × 10−4 M as confirmed by dynamic light scattering, scanning electron microscopy and transmission electron microscopy. It was established that these aggregates are fluorescently active and chiral. A distinctive feature of the compounds is the pronounced dependence of their spectral (e

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8

Zhang, Tao, and Tim Liedl. "DNA-Based Assembly of Quantum Dots into Dimers and Helices." Nanomaterials 9, no. 3 (2019): 339. http://dx.doi.org/10.3390/nano9030339.

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Owing to their unique optical properties, colloidal quantum dots (QDs) have attracted much attention as versatile fluorescent markers with broad biological and physical applications. On the other hand, DNA-based assembly has proven to be a powerful bottom-up approach to create designer nanoscale objects and to use these objects for the site-directed arrangement of guest components. To achieve good colloidal stability and accurate positioning of QDs on DNA templates, robust QD surface functionalization is crucial. Here, we present a simple and reliable conjugation method for the direct attachme

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9

Toledano-Magaña, Yanis, Juan C. García-Ramos, Carolina Torres-Gutiérrez, et al. "Water-Soluble Ruthenium (II) Chiral Heteroleptic Complexes with Amoebicidal in Vitro and in Vivo Activity." Journal of Medicinal Chemistry 60, no. 3 (2017): 899–912. http://dx.doi.org/10.1021/acs.jmedchem.6b00795.

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10

Yang, Jian, Long-Long Li, Ju-Rong Li, et al. "Synthesis and biological evaluation of water-soluble derivatives of chiral gossypol as HIV fusion inhibitors targeting gp41." Bioorganic & Medicinal Chemistry Letters 28, no. 1 (2018): 49–52. http://dx.doi.org/10.1016/j.bmcl.2017.08.049.

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11

Fredy, Jean W., Alejandro Méndez-Ardoy, Supaporn Kwangmettatam, et al. "Molecular photoswitches mediating the strain-driven disassembly of supramolecular tubules." Proceedings of the National Academy of Sciences 114, no. 45 (2017): 11850–55. http://dx.doi.org/10.1073/pnas.1711184114.

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Chemists have created molecular machines and switches with specific mechanical responses that were typically demonstrated in solution, where mechanically relevant motion is dissipated in the Brownian storm. The next challenge consists of designing specific mechanisms through which the action of individual molecules is transmitted to a supramolecular architecture, with a sense of directionality. Cellular microtubules are capable of meeting such a challenge. While their capacity to generate pushing forces by ratcheting growth is well known, conversely these versatile machines can also pull micro

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12

Suk, Jae-min, Min Kyung Chae, and Kyu-Sung Jeong. "Indolocarbazole-based anion receptors and molecular switches." Pure and Applied Chemistry 84, no. 4 (2012): 953–64. http://dx.doi.org/10.1351/pac-con-11-10-02.

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A number of indolocarbazole-based anion receptors were prepared and their anion-binding behaviors were characterized in solution and in the solid state. First, chain-length-dependent binding affinities of chloride ion were revealed using a series of indolocarbazoles that consisted of one to four indolocarbazole units. The binding affinities were steadily enhanced from monomer to dimer, then to trimer by Gibb’s free energy (–∆∆G) = 2.4 ± 0.1 kcal/mol, and then nearly saturated. Second, a water-soluble trimer folded to generate an internal helical cavity with six convergent NHs, wherein small ha

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13

Nazarova, Anastasia, Dmitriy Shurpik, Pavel Padnya, Timur Mukhametzyanov, Peter Cragg, and Ivan Stoikov. "Self-Assembly of Supramolecular Architectures by the Effect of Amino Acid Residues of Quaternary Ammonium Pillar[5]arenes." International Journal of Molecular Sciences 21, no. 19 (2020): 7206. http://dx.doi.org/10.3390/ijms21197206.

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Novel water-soluble multifunctional pillar[5]arenes containing amide-ammonium-amino acid moiety were synthesized. The compounds demonstrated a superior ability to bind (1S)-(+)-10-camphorsulfonic acid (S-CSA) and methyl orange dye depending on the nature of the substituent, resulting in the formation one-to-one complexes with both guests. The formation of host-guest complexes was confirmed by ultraviolet (UV), circular dichroism (CD) and 1H NMR spectroscopy. This work demonstrates the first case of using S-CSA as a chiral template for the non-covalent self-assembly of architectures based on pi

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14

Miyashita, Ryo, Kazuki Yanagida, and Hiromasa Goto. "(Digital Presentation) Electrochemical Polymerization of Thiophene in Cholesteric Liquid Crystal with Vitamins." ECS Meeting Abstracts MA2022-01, no. 15 (2022): 2483. http://dx.doi.org/10.1149/ma2022-01152483mtgabs.

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Vitamins are natural compounds which is important for biological reactions. Vitamin C (ascorbic acid) is a water-soluble substance, while Vitamin E (tocopherol) is a soluble material in organic solvents. Further, antioxidant action can affect for metabolism in biological system. Vitamin E has three asymmetric centers in the molecular structure. In the liquid crystal technology, nematic liquid crystal is simple and high fluidity similar to isotopic liquid. Addition of small amount of chiral compounds to nematic liquid crystal can induce cholesteric liquid crystal. This is another chiral and hel

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15

Baskin, Maria, and Galia Maayan. "Water-soluble chiral metallopeptoids." Biopolymers 104, no. 5 (2015): 577–84. http://dx.doi.org/10.1002/bip.22675.

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16

Schmidt, Cordula D., Christoph Böttcher, and Andreas Hirsch. "Chiral Water-Soluble Perylenediimides." European Journal of Organic Chemistry 2009, no. 31 (2009): 5337–49. http://dx.doi.org/10.1002/ejoc.200900777.

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17

Tóth, Imre, and Brian E. Hanson. "Novel chiral water soluble phos phines-I." Tetrahedron: Asymmetry 2, no. 2 (1991): 91. http://dx.doi.org/10.1016/s0957-4166(00)80523-6.

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18

Hu, Guixia, Wen Li, Yulong Hu, et al. "Water-Soluble Chiral Polyisocyanides Showing Thermoresponsive Behavior." Macromolecules 46, no. 3 (2013): 1124–32. http://dx.doi.org/10.1021/ma302536t.

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19

Urner, M., I. K. Herrmann, L. K. Limbach, W. J. Stark, and B. Beck-Schimmer. "Immunomodulatory properties of water-soluble, trifluorinated molecules." European Journal of Anaesthesiology 27 (June 2010): 143. http://dx.doi.org/10.1097/00003643-201006121-00459.

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20

Ono, Noboru, Masahiro Bougauchi, and Kazuhiro Maruyama. "Water-Soluble Porphyrins with Four Sugar Molecules." Tetrahedron Letters 33, no. 12 (1992): 1629–32. http://dx.doi.org/10.1016/s0040-4039(00)91692-7.

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21

Ciez, Dariusz, and Edward Szneler. "Synthesis of novel, chiral, water-soluble isothiazole derivatives." Journal of Chemical Research 2007, no. 4 (2007): 200–202. http://dx.doi.org/10.3184/030823407x203396.

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22

Le, Thanh-Ngoc, Harjot Grewal, Victor Changoco, Vinhly Truong, and David J. R. Brook. "Water soluble, chiral, verdazyl radicals derived from aldoses." Tetrahedron 72, no. 41 (2016): 6368–74. http://dx.doi.org/10.1016/j.tet.2016.08.035.

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23

Karasik, Andrei A., Igor O. Georgiev, Roman I. Vasiliev, and Oleg G. Sinyashin. "Synthesis of some novel water-soluble chiral phosphines." Mendeleev Communications 8, no. 4 (1998): 140–41. http://dx.doi.org/10.1070/mc1998v008n04abeh000980.

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24

Arimura, Takashi, Hirosuke Kawabata, Tsutomu Matsuda, et al. "New water-soluble host calixarenes bearing chiral substituents." Journal of Organic Chemistry 56, no. 1 (1991): 301–6. http://dx.doi.org/10.1021/jo00001a057.

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25

Luxenhofer, Robert, Stephan Huber, Julia Hytry, Jing Tong, Alexander V. Kabanov, and Rainer Jordan. "Chiral and water-soluble poly(2-oxazoline)s." Journal of Polymer Science Part A: Polymer Chemistry 51, no. 3 (2012): 732–38. http://dx.doi.org/10.1002/pola.26437.

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26

Malmström, Torsten, and Carlaxel Andersson. "A novel chiral water-soluble phosphine ligand based on a water-soluble acrylic acid salt." Chem. Commun., no. 10 (1996): 1135–36. http://dx.doi.org/10.1039/cc9960001135.

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27

Laughrey, Zachary, and Bruce C. Gibb. "Water-soluble, self-assembling container molecules: an update." Chem. Soc. Rev. 40, no. 1 (2011): 363–86. http://dx.doi.org/10.1039/c0cs00030b.

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28

Menger, Fredric M., and Vladimir A. Azov. "Synthesis and Properties of Water-Soluble Asterisk Molecules." Journal of the American Chemical Society 124, no. 37 (2002): 11159–66. http://dx.doi.org/10.1021/ja0206238.

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29

Shirai, Tatsuya, Min Shuai, Keita Nakamura, et al. "Chiral lyotropic chromonic liquid crystals composed of disodium cromoglycate doped with water-soluble chiral additives." Soft Matter 14, no. 9 (2018): 1511–16. http://dx.doi.org/10.1039/c7sm02262j.

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30

Xu, M. H., G. Q. Lin, C. G. Feng, Z. Q. Wang, and C. Shao. "Conjugate Additions Using a Water-Soluble Chiral Diene Ligand." Synfacts 2008, no. 11 (2008): 1181. http://dx.doi.org/10.1055/s-0028-1083435.

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31

Rananaware, Anushri, Duong Duc La, Mohammad Al Kobaisi, Rajesh S. Bhosale, Sidhanath V. Bhosale, and Sheshanath V. Bhosale. "Controlled chiral supramolecular assemblies of water soluble achiral porphyrins induced by chiral counterions." Chemical Communications 52, no. 67 (2016): 10253–56. http://dx.doi.org/10.1039/c6cc04427a.

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32

Williams, Thomas L., Alexander R. Nödling, Yu-Hsuan Tsai, and Louis Y. P. Luk. "Carbapenems as water soluble organocatalysts." Wellcome Open Research 3 (August 31, 2018): 107. http://dx.doi.org/10.12688/wellcomeopenres.14721.1.

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Background: Identification of organocatalysts functioning in aqueous environments will provide methods for more sustainable chemical transformations and allow tandem reactions with biocatalysts, like enzymes. Here we examine three water-soluble carbapenem antibiotics (meropenem, doripenem, and ertapenem) as secondary amine organocatalysts in aqueous environments. Methods: The Michael addition of nitromethane to cinnamaldehyde was used as the model reaction. The reactions were monitored by 1H NMR, and the enantioselectivity was determined by chiral HPLC. Results: The effects of buffer component

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33

MALMSTROEM, T., and C. ANDERSSON. "ChemInform Abstract: A Novel Chiral Water-Soluble Phosphine Ligand Based on a Water-Soluble Acrylic Acid Salt." ChemInform 27, no. 39 (2010): no. http://dx.doi.org/10.1002/chin.199639197.

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34

Kramkowski, Karol, Agnieszka Leszczynska, Andrzej Mogielnicki, et al. "Antithrombotic Properties of Water-Soluble Carbon Monoxide-Releasing Molecules." Arteriosclerosis, Thrombosis, and Vascular Biology 32, no. 9 (2012): 2149–57. http://dx.doi.org/10.1161/atvbaha.112.253989.

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35

Yagasaki, Takuma, Masakazu Matsumoto, and Hideki Tanaka. "Formation of Clathrate Hydrates of Water-Soluble Guest Molecules." Journal of Physical Chemistry C 120, no. 38 (2016): 21512–21. http://dx.doi.org/10.1021/acs.jpcc.6b06498.

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36

Biswas, S., S. A. Hussain, S. Deb, R. K. Nath, and D. Bhattacharjee. "Formation of complex films with water-soluble CTAB molecules." Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 65, no. 3-4 (2006): 628–32. http://dx.doi.org/10.1016/j.saa.2005.12.021.

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37

Bolshchikov, B. D., V. B. Tsvetkov, O. L. Alikhanova, and A. V. Serbin. "Modeling and theoretical analysis of ring specific mimicry in view of isomerism within medicinal promising oligomers of "DIVEMA"." Biomeditsinskaya Khimiya 65, no. 2 (2019): 133–51. http://dx.doi.org/10.18097/pbmc20196502133.

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The furan or pyran related hetero cycles play basic role in structural units of nucleic acids (NA) and polysaccharides (PS), significantly predetermining their functional specifics. Some of such properties, in great relevancy for medicine, can be imitated through mimicry of polymers synthetic. Particularly, a formation of similar cycloisomeric chains is possible in process of free-radical cyclocopolymerization of divinyl ether (DVE) and maleic anhydride (MA). The products yielded (DVEMA) of general formula [DVE(MA)-alt-MA]n become precursors for a broad family of water-soluble derivatives capa

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38

Katkova, M. A., G. S. Zabrodina, G. Yu Zhigulin, R. V. Rumyantsev, and S. Yu Ketkov. "Water-Soluble Chiral Y(III)–Cu(II) Metallamacrocyclic Phenylalaninehydroximate Complex." Russian Journal of Coordination Chemistry 45, no. 10 (2019): 721–27. http://dx.doi.org/10.1134/s1070328419100014.

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39

McCarthy, Patrick A., Jianyu Huang, Sze-Cheng Yang, and Hsing-Lin Wang. "Synthesis and Characterization of Water-Soluble Chiral Conducting Polymer Nanocomposites." Langmuir 18, no. 1 (2002): 259–63. http://dx.doi.org/10.1021/la0111093.

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40

ARIMURA, T., H. KAWABATA, T. MATSUDA, et al. "ChemInform Abstract: New Water-Soluble Host Calixarenes Bearing Chiral Substituents." ChemInform 22, no. 20 (2010): no. http://dx.doi.org/10.1002/chin.199120155.

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41

Ramamurthy, V., and Shipra Gupta. "Supramolecular photochemistry: from molecular crystals to water-soluble capsules." Chemical Society Reviews 44, no. 1 (2015): 119–35. http://dx.doi.org/10.1039/c4cs00284a.

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42

Walker, Michael A. "Novel tactics for designing water-soluble molecules in drug discovery." Expert Opinion on Drug Discovery 9, no. 12 (2014): 1421–33. http://dx.doi.org/10.1517/17460441.2014.960839.

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43

DeFever, Ryan S., and Sapna Sarupria. "Nucleation mechanism of clathrate hydrates of water-soluble guest molecules." Journal of Chemical Physics 147, no. 20 (2017): 204503. http://dx.doi.org/10.1063/1.4996132.

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44

Ravikumar, C., Sudhir K. Singh, and Rajdip Bandyopadhyaya. "Formation of Nanoparticles of Water-Soluble Molecules: Experiments and Mechanism." Journal of Physical Chemistry C 114, no. 19 (2010): 8806–13. http://dx.doi.org/10.1021/jp1009934.

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45

Laughrey, Zachary, and Bruce C. Gibb. "ChemInform Abstract: Water-Soluble, Self-Assembling Container Molecules: An Update." ChemInform 42, no. 19 (2011): no. http://dx.doi.org/10.1002/chin.201119245.

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46

Rubin, Yves, Klaus Dick, Francois Diederich, and Taxiarchis M. Georgiadis. "Chiral recognition in aqueous solution. Search for water-soluble chiral hosts with apolar binding sites." Journal of Organic Chemistry 51, no. 17 (1986): 3270–78. http://dx.doi.org/10.1021/jo00367a005.

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47

Perets, Ethan A., Daniel Konstantinovsky, Li Fu та ін. "Mirror-image antiparallel β-sheets organize water molecules into superstructures of opposite chirality". Proceedings of the National Academy of Sciences 117, № 52 (2020): 32902–9. http://dx.doi.org/10.1073/pnas.2015567117.

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Biomolecular hydration is fundamental to biological functions. Using phase-resolved chiral sum-frequency generation spectroscopy (SFG), we probe molecular architectures and interactions of water molecules around a self-assembling antiparallel β-sheet protein. We find that the phase of the chiroptical response from the O-H stretching vibrational modes of water flips with the absolute chirality of the (l-) or (d-) antiparallel β-sheet. Therefore, we can conclude that the (d-) antiparallel β-sheet organizes water solvent into a chiral supermolecular structure with opposite handedness relative to

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48

Hamada, Hiroki, Masayoshi Yanagi, Kei Shimoda, and Noriyuki Uchida. "Water-Soluble Glycosylated Resveratrol for Measuring Residual Dipolar Coupling in NMR." Natural Product Communications 15, no. 8 (2020): 1934578X2094723. http://dx.doi.org/10.1177/1934578x20947232.

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Residual dipolar coupling (RDC) is a newly emerging technique for obtaining more precise conformational features of molecules in nuclear magnetic resonance (NMR), which can be observed when the molecules are oriented in NMR sample solutions. Unlike the case of solubilization of resveratrol (Res) in aqueous media by surfactants, multiglycosylated resveratrol (GlyRes) was dispersed in aqueous media forming nanoparticles with an extremely small size. In the presence of an NMR alignment medium of bacteriophage, GlyRes molecules were efficiently oriented in the strong magnetic field allowing for ob

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49

Therrien, Bruno, and Julien Furrer. "The Biological Side of Water-Soluble Arene Ruthenium Assemblies." Advances in Chemistry 2014 (July 17, 2014): 1–20. http://dx.doi.org/10.1155/2014/589686.

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This review article covers the synthetic strategies, structural aspects, and host-guest properties of ruthenium metalla-assemblies, with a special focus on their use as drug delivery vectors. The two-dimensional metalla-rectangles show interesting host-guest possibilities but seem less appropriate for being used as drug carriers. On the other hand, metalla-prisms allow encapsulation and possible targeted release of bioactive molecules and consequently show some potential as drug delivery vectors. The reactivity of these metalla-prisms can be fine-tuned to allow a fine control of the guest’s re

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50

Hong, Dongfeng, Linlin Shi, Xianghui Liu, Huiyuan Ya, and Xin Han. "Photocatalysis in Water-Soluble Supramolecular Metal Organic Complex." Molecules 28, no. 10 (2023): 4068. http://dx.doi.org/10.3390/molecules28104068.

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As an emerging subset of organic complexes, metal complexes have garnered considerable attention owing to their outstanding structures, properties, and applications. In this content, metal-organic cages (MOCs) with defined shapes and sizes provide internal spaces to isolate water for guest molecules, which can be selectively captured, isolated, and released to achieve control over chemical reactions. Complex supramolecules are constructed by simulating the self-assembly behavior of the molecules or structures in nature. For this purpose, massive amounts of cavity-containing supramolecules, suc

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