Reversible trapping and reaction acceleration within dynamically self-assembling nanoflasks

Nature Nanotechnology

Volumn 11, Issue 1, 2016, Pages 82-88

  Zhao, Hui ^a   Sen, Soumyo ^b   Udayabhaskararao, T ^a   Sawczyk, Michal ^a   Kucanda, Kristina ^a   Manna, Debasish ^a   Kundu, Pintu K ^a   Lee, Ji Woong ^a   Král, Petr ^b   Klajn, Rafal ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

^b UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

LIGHT; MOLECULES; NANOCRYSTALS; PHYSICOCHEMICAL PROPERTIES; SOLS; ZEOLITES;

CATALYTIC CYCLES; COLLOIDAL NANOCRYSTALS; CONFINED ENVIRONMENT; CONFINED SPACE; DIFFUSION LIMITATIONS; REACTION ACCELERATION; SELF-ASSEMBLING; VISIBLE-LIGHT IRRADIATION;

SYNTHESIS (CHEMICAL);

LIGAND; NANOCRYSTAL; NANOMATERIAL; NANOPARTICLE; ZEOLITE;

ACCELERATION; ARTICLE; CATALYSIS; CHEMICAL REACTION; CHIRALITY; COLLOID; DIFFUSION; ENANTIOSELECTIVITY; ILLUMINATION; IRRADIATION; LIGHT; PRIORITY JOURNAL; STEREOCHEMISTRY; ULTRAVIOLET IRRADIATION;

EID: 84954403139     PISSN: 17483387     EISSN: 17483395     Source Type: Journal    
DOI: 10.1038/nnano.2015.256     Document Type: Article

References (49)

1. Poole, L. B., Karplus, P. A., Claiborne, A. Protein sulfenic acids in redox signaling. Annu. Rev. Pharmacol. Toxicol. 44, 325-347 (2004).
2. Tripp, B. C., Smith, K., Ferry, J. G. Carbonic anhydrase: new insights for an ancient enzyme. J. Biol. Chem. 276, 48615-48618 (2001).
3. Forman, H. J., Fridovic, I. Superoxide dismutase: a comparison of rate constants. Arch. Biochem. Biophys. 158, 396-400 (1973).
4. Hong, Y. J., Tantillo, D. J. Consequences of conformational preorganization in sesquiterpene biosynthesis: theoretical studies on the formation of the bisabolene, curcumene, acoradiene, zizaene, cedrene, duprezianene, and sesquithuriferol sesquiterpenes. J. Am. Chem. Soc. 131, 7999-8015 (2009).
5. Yasumoto, T., Murata, M. Marine toxins. Chem. Rev. 93, 1897-1909 (1993).
6. Nissen, P., Hansen, J., Ban, N., Moore, P. B., Steitz, T. A. The structural basis of ribosome activity in peptide bond synthesis. Science 289, 920-930 (2000).
7. Faivre, D., Schuler, D. Magnetotactic bacteria and magnetosomes. Chem. Rev. 108, 4875-4898 (2008).
8. Aizenberg, J., Tkachenko, A., Weiner, S., Addadi, L., Hendler, G. Calcitic microlenses as part of the photoreceptor system in brittlestars. Nature 412, 819-822 (2001).
9. Li, X. Y., Liu, D. R. DNA-templated organic synthesis: nature's strategy for controlling chemical reactivity applied to synthetic molecules. Angew. Chem. Int. Ed. 43, 4848-4870 (2004).
10. Kanan, M. W., Rozenman, M. M., Sakurai, K., Snyder, T. M., Liu, D. R. Reaction discovery enabled by DNA-templated synthesis and in vitro selection. Nature 431, 545-549 (2004).
11. Mal, P., Breiner, B., Rissanen, K., Nitschke, J. R. White phosphorus is air-stable within a self-assembled tetrahedral capsule. Science 324, 1697-1699 (2009).
12. Yoshizawa, M., Kusukawa, T., Fujita, M., Yamaguchi, K. Ship-in-a-bottle synthesis of otherwise labile cyclic trimers of siloxanes in a self-assembled coordination cage. J. Am. Chem. Soc. 122, 6311-6312 (2000).
13. Yoshizawa, M., Tamura, M., Fujita, M. Diels-Alder in aqueous molecular hosts: unusual regioselectivity and efficient catalysis. Science 312, 251-254 (2006).
14. Sastre, G., Corma, A. The confinement effect in zeolites. J. Mol. Catal. A 305, 3-7 (2009).
15. Chu, Y. Y., Han, B., Zheng, A. M., Deng, F. Influence of acid strength and confinement effect on the ethylene dimerization reaction over solid acid catalysts: a theoretical calculation study. J. Phys. Chem. C 116, 12687-12695 (2012).
16. Kundu, P. K., Olsen, G. L., Kiss, V., Klajn, R. Nanoporous frameworks exhibiting multiple stimuli responsiveness. Nature Commun. 5, 3588 (2014).
17. Wei, Y.-S. et al. Coordination templated [2+2+2] cyclotrimerization in a porous coordination framework. Nature Commun. 6, 8348 (2015).
18. Fallah-Araghi, A. et al. Enhanced chemical synthesis at soft interfaces: a universal reaction-adsorption mechanism in microcompartments. Phys. Rev. Lett. 112, 028301 (2014).
19. Yang, D. Y. et al. Enhanced transcription and translation in clay hydrogel and implications for early life evolution. Sci. Rep. 3, 3165 (2013).
20. Komisarski, M., Osornio, Y. M., Siegel, J. S., Landau, E. M. Tailored host-guest lipidic cubic phases: a protocell model exhibiting nucleic acid recognition. Chem. Eur. J. 19, 1262-1267 (2013).
21. Crosby, J. et al. Stabilization and enhanced reactivity of actinorhodin polyketide synthase minimal complex in polymer-nucleotide coacervate droplets. Chem. Commun. 48, 11832-11834 (2012).
22. Shevchenko, E. V., Talapin, D. V., Murray, C. B., O'Brien, S. Structural characterization of self-assembled multifunctional binary nanoparticle superlattices. J. Am. Chem. Soc. 128, 3620-3637 (2006).
23. Macfarlane, R. J. et al. Nanoparticle superlattice engineering with DNA. Science 334, 204-208 (2011).
24. Sanchez-Iglesias, A. et al. Hydrophobic interactions modulate self-assembly of nanoparticles. ACS Nano 6, 11059-11065 (2012).
25. Nykypanchuk, D., Maye, M. M., van der Lelie, D., Gang, O. DNA-guided crystallization of colloidal nanoparticles. Nature 451, 549-552 (2008).
26. Kalsin, A. M. et al. Electrostatic self-assembly of binary nanoparticle crystals with a diamond-like lattice. Science 312, 420-424 (2006).
27. Klajn, R.,Wesson, P. J., Bishop, K. J. M., Grzybowski, B. A.Writing self-erasing images using metastable nanoparticle 'inks'. Angew. Chem. Int. Ed. 48, 7035-7039 (2009).
28. Lee, J.-W., Klajn, R. Dual-responsive nanoparticles that aggregate under the simultaneous action of light and CO2. Chem. Commun. 51, 2036-2039 (2015).
29. Das, S. et al. Dual-responsive nanoparticles and their self-assembly. Adv. Mater. 25, 422-426 (2013).
30. Chovnik, O., Balgley, R., Goldman, J. R., Klajn, R. Dynamically self-assembling carriers enable guiding of diamagnetic particles by weak magnets. J. Am. Chem. Soc. 134, 19564-19567 (2012).
31. Manna, A. et al. Optimized photoisomerization on gold nanoparticles capped by unsymmetrical azobenzene disulfides. Chem. Mater. 15, 20-28 (2003).
32. Klajn, R., Bishop, K. J. M., Grzybowski, B. A. Light-controlled self-assembly of reversible and irreversible nanoparticle suprastructures. Proc. Natl Acad. Sci. USA 104, 10305-10309 (2007).
33. Biedermann, F., Uzunova, V. D., Scherman, O. A., Nau, W. M., De Simone, A. Release of high-energy water as an essential driving force for the high-affinity binding of cucurbit[n]urils. J. Am. Chem. Soc. 134, 15318-15323 (2012).
34. Biedermann, F., Vendruscolo, M., Scherman, O. A., De Simone, A., Nau,W. M. Cucurbit[8]uril and blue-box: high-energy water release overwhelms electrostatic interactions. J. Am. Chem. Soc. 135, 14879-14888 (2013).
35. Biedermann, F., Nau,W. M., Schneider, H.-J. The hydrophobic effect revisited-studies with supramolecular complexes imply high-energy water as a noncovalent driving force. Angew. Chem. Int. Ed. 53, 11158-11171 (2014).
36. Grego, A., Muller, A., Weinstock, I. A. Stepwise-resolved thermodynamics of hydrophobic self-assembly. Angew. Chem. Int. Ed. 52, 8358-8362 (2013).
37. Heaven, M. W., Dass, A., White, P. S., Holt, K. M., Murray, R. W. Crystal structure of the gold nanoparticle N(C8H17)4Au25(SCH2CH2Ph)18. J. Am. Chem. Soc. 130, 3754-3755 (2008).
38. Zhu, M., Lanni, E., Garg, N., Bier, M. E., Jin, R. Kinetically controlled, highyield synthesis of Au25 clusters. J. Am. Chem. Soc. 130, 1138-1139 (2008).
39. Kondo, M., Takemoto, M., Matsuda, T., Fukae, R., Kawatsuki, N. Photoinduced change in mechanical properties of anthracene polymers containing flexible side chains. Bull. Chem. Soc. Jpn 83, 1333-1337 (2010).
40. Xu, J. F., Chen, Y. Z., Wu, L. Z., Tung, C. H., Yang, Q. Z. Dynamic covalent bond based on reversible photo 4+4 cycloaddition of anthracene for construction of double-dynamic polymers. Org. Lett. 15, 6148-6151 (2013).
41. Bouas-Laurent, H., Castellan, A., Desvergne, J. P., Lapouyade, R. Photodimerization of anthracenes in fluid solution: structural aspects. Chem. Soc. Rev. 29, 43-55 (2000).
42. Jain, P. K., Huang, X. H., El-Sayed, I. H., El-Sayed, M. A. Noble metals on the nanoscale: optical and photothermal properties and some applications in imaging, sensing, biology, and medicine. Acc. Chem. Res. 41, 1578-1586 (2008).
43. Harris, N., Ford, M. J., Cortie, M. B. Optimization of plasmonic heating by gold nanospheres and nanoshells. J. Phys. Chem. B 110, 10701-10707 (2006).
44. Neumann, O. et al. Solar vapor generation enabled by nanoparticles. ACS Nano 7, 42-49 (2013).
45. Fox, M. A., Olive, S. Photo-oxidation of anthracene on atmospheric particulate matter. Science 205, 582-583 (1979).
46. Alonso, R., Jimenez, M. C., Miranda, M. A. Stereodifferentiation in the compartmentalized photooxidation of a protein-bound anthracene. Org. Lett. 13, 3860-3863 (2011).
47. Alonso, R., Yamaji, M., Jimenez, M. C., Miranda, M. A. Enhanced photostability of the anthracene chromophore in aqueous medium upon protein encapsulation. J. Phys. Chem. B 114, 11363-11369 (2010).
48. Tung, C. H., Guan, J. Q. Regioselectivity in the photocycloaddition of 9-substituted anthracenes incorporated within nafion membranes. J. Org. Chem. 63, 5857-5862 (1998).
49. Arumugam, S., Vutukuri, D. R., Thayumanavan, S., Ramamurthy, V. A styrene based water soluble polymer as a reaction medium for photodimerization of aromatic hydrocarbons in water. J. Photochem. Photobiol. A 185, 168-171 (2007).