Cascade reactions in nanoreactors

Current Opinion in Biotechnology

Volumn 28, Issue , 2014, Pages 10-16

  van Oers, MCM ^a   Rutjes, FPJT ^a   Van Hest, JCM ^a  

^a RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

CASCADE REACTIONS; CATALYST SYSTEM; ONE POT; ORGANOCATALYST SYSTEM;

NANOREACTORS;

CATALYST ACTIVITY;

BACTERIORHODOPSIN; NANOCARRIER; NANOPARTICLE; UNCLASSIFIED DRUG; YOLK SHELL NANOPARTICLE;

BIOCATALYST; BIOMIMETICS; BIOREACTOR; BIOSYNTHESIS; CASCADE REACTION; CATALYST; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; DEACETYLIZATION BAYLIS HILLMAN CASCADE REACTION; DEACETYLIZATION HENRY CASCADE REACTION; ENZYME MECHANISM; GENETIC COMPATIBILITY; HOMOGENEOUS METAL CATALYST NANOREACTOR; LIPID VESICLE; MEMBRANE MICROPARTICLE; METAL CATALYST NANOREACTOR; MICROCAPSULE; MULTICOMPARTMENT MICROPARTICLE; MULTIENZYME NANOREACTOR; NANOFABRICATION; NANOREACTOR; NONHUMAN; ONE POT TANDEM REACTION; ORGANOCATALYST NANOREACTOR; POLYMERIC NANOREACTOR; PRIORITY JOURNAL; REVIEW; SELF REACTIVE NANOREACTOR; THREE ENZYME CASCADE REACTION; THREE ENZYME POLYDOPAMINE MICROCAPSULE;

BENZENESULFONATES; BIOCOMPATIBLE MATERIALS; BIOREACTORS; CATALYSIS; ENZYMES; METALS; NANOPARTICLES; NANOTECHNOLOGY; POLYMERS; PYRROLIDINES;

EID: 84887570666     PISSN: 09581669     EISSN: 18790429     Source Type: Journal    
DOI: 10.1016/j.copbio.2013.10.011     Document Type: Review

References (49)

1. Walde P., Ichikawa S. Enzymes inside lipid vesicles: preparation, reactivity and applications. Biomol Eng 2001, 18:143-177.
2. Minten I.J., Claessen V.I., Blank K., Rowan A.E., Nolte R.J.M., Cornelissen J.J.L.M. Catalytic capsids: the art of confinement. Chem Sci 2011, 2:358-362.
3. Astruc D., Chardac F. Dendritic catalysts and dendrimers in catalysis. Chem Rev 2001, 101:2991-3023.
4. Lu A., O'Reilly R.K. Advances in nanoreactor technology using polymeric nanostructures. Curr Opin Biotechnol 2013, 24:639-645.
5. Avnir D., Coradin T., Lev O., Livage J. Recent bio-applications of sol-gel materials. J Mater Chem 2006, 16:1013-1030.
6. Corma A., Garcia H. Silica-bound homogenous catalysts as recoverable and reusable catalysts in organic synthesis. Adv Synth Catal 2006, 348:1391-1412.
7. Zhou J. Recent advances in multicatalyst promoted asymmetric tandem reactions. Chemistry 2010, 5:422-434.
8. Grondal C., Jeanty M., Enders D. Organocatalytic cascade reactions as a new tool in total synthesis. Nat Chem 2010, 2:167-178.
9. Bruggink A., Schoevaart R., Kieboom T. Concepts of nature in organic synthesis: cascade catalysis and multistep conversions in concert. Org Process Res Dev 2003, 7:622-640.
10. Simons C., Hanefeld U., Arends I.W.C.E., Maschmeyer T., Sheldon R.A. Towards catalytic cascade reactions: asymmetric synthesis using combined chemo-enzymatic catalysts. Top Catal 2006, 40:35-44.
11. Marr A.C., Liu S.F. Combining bio- and chemo-catalysis: from enzymes to cells, from petroleum to biomass. Trends Biotechnol 2011, 29:199-204.
12. Hailes H.C., Dalby P.A., Woodley J.M. Integration of biocatalytic conversions into chemical syntheses. J Chem Technol Biotechnol 2007, 82:1063-1066.
13. Voit B. Sequential one-pot reactions using the concept of site isolation. Angew Chem Int Ed 2006, 45:4238-4240.
14. Broadwater S.J., Roth S.L., Price K.E., Kobaslija M., McQuade D.T. One-pot multi-step synthesis: a challenge spawning innovation. Org Biomol Chem 2005, 3:2899-2906.
15. Schoffelen S., van Hest J.C.M. Multi-enzyme systems: bringing enzymes together in vitro. Soft Matter 2012, 8:1736-1746.
16. Sheldon R.A. Enzyme immobilization: the quest for optimum performance. Adv Synth Catal 2007, 349:1289-1307.
17. Schoffelen S., van Hest J.C.M. Chemical approaches for the construction of multi-enzyme reaction systems. Curr Opin Struct Biol 2013, 23:613-621.
18. Felpin F.X., Fouquet E. Heterogeneous multifunctional catalysts for tandem processes: an approach toward sustainability. Chemsuschem 2008, 1:718-724.
19. Sessa G., Weissman G. Incorporation of lysozyme into liposomes-a model for structure-linked latency. J Biol Chem 1970, 245:3295.
20. Choi H.J., Montemagno C.D. Artificial organelle: ATP synthesis from cellular mimetic polymersomes. Nano Lett 2005, 5:2538-2542.
21. Kuiper S.M., Nallani M., Vriezema D.M., Cornelissen J.J.L.M., van Hest J.C.M., Nolte R.J.M., Rowan A.E. Enzymes containing porous polymersomes as nano reaction vessels for cascade reactions. Org Biomol Chem 2008, 6:4315-4318.
22. Vriezema D.M., Garcia P.M.L., Oltra N.S., Hatzakis N.S., Kuiper S.M., Nolte R.J.M., Rowan A.E., van Hest J.C.M. Positional assembly of enzymes in polymersome nanoreactors for cascade reactions. Angew Chem Int Ed 2007, 46:7378-7382.
23. van Dongen S.F.M., Nallani M., Cornelissen J.L.L.M., Nolte R.J.M., van Hest J.C.M. A three-enzyme cascade reaction through positional assembly of enzymes in a polymersome nanoreactor. Chemistry 2009, 15:1107-1114.
24. Meeuwissen S.A., Rioz-Martinez A., de Gonzalo G., Fraaije M.W., Gotor V., van Hest J.C.M. Cofactor regeneration in polymersome nanoreactors: enzymatically catalysed Baeyer-Villiger F reactions. J Mater Chem 2011, 21:18923-18926.
25. Tanner P., Onaca O., Balasubramanian V., Meier W., Palivan C.G. Enzymatic cascade reactions inside polymeric nanocontainers: a means to combat oxidative stress. Chemistry 2011, 17:4552-4560.
26. Delaittre G., Reynhout I.C., Cornelissen J.J.L.M., Nolte R.J.M. Cascade reactions in an all-enzyme nanoreactor. Chemistry 2009, 15:12600-12603.
27. Grotzky A., Altamura E., Adamcik J., Carrara P., Stano P., Mavelli F., Nauser T., Mezzenga R., Schluter A.D., Walde P. Structure and enzymatic properties of molecular dendronized polymer-enzyme conjugates and their entrapment inside giant vesicles. Langmuir 2013, 29:10831-10840.
28. Caruso F., Caruso R.A., Mohwald H. Nanoengineering of inorganic and hybrid hollow spheres by colloidal templating. Science 1998, 282:1111-1114.
29. Kreft O., Prevot M., Mohwald H., Sukhorukov G.B. Shell-in-shell microcapsules: a novel tool for integrated, spatially confined enzymatic reactions. Angew Chem Int Ed 2007, 46:5605-5608.
30. Zhang L., Shi J.F., Jiang Z.Y., Jiang Y.J., Qiao S.Z., Li J.A., Wang R., Meng R.J., Zhu Y.Y., Zheng Y. Bioinspired preparation of polydopamine microcapsule for multienzyme system construction. Green Chem 2011, 13:300-306.
31. Shi J.F., Zhang L., Jiang Z.Y. Facile construction of multicompartment multienzyme system through layer-by-layer self-assembly and biomimetic mineralization. Acs Appl Mater Interfaces 2011, 3:881-889.
32. Shi J.F., Wang X.L., Jiang Z.Y., Liang Y.P., Zhu Y.Y., Zhang C.H. Constructing spatially separated multienzyme system through bioadhesion-assisted bio-inspired mineralization for efficient carbon dioxide conversion. Bioresour Technol 2012, 118:359-366.
33. Baumler H., Georgieva R. Coupled enzyme reactions in multicompartment microparticles. Biomacromolecules 2010, 11:1480-1487.
34. Wilner O.I., Weizmann Y., Gill R., Lioubashevski O., Freeman R., Willner I. Enzyme cascades activated on topologically programmed DNA scaffolds. Nat Nanotechnol 2009, 4:249-254.
35. Liu Y., Du J.J., Yan M., Lau M.Y., Hu J., Han H., Yang O.O., Liang S., Wei W., Wang H., et al. Biomimetic enzyme nanocomplexes and their use as antidotes and preventive measures for alcohol intoxication. Nat Nanotechnol 2013, 8:187-192.
36. Dueber J.E., Wu G.C., Malmirchegini G.R., Moon T.S., Petzold C.J., Ullal A.V., Prather K.L.J., Keasling J.D. Synthetic protein scaffolds provide modular control over metabolic flux. Nat Biotechnol 2009, 27:753-761.
37. Cohen B.J., Kraus M.A., Patchornik A. Wolf and Lamb reactions-equilibrium and kinetic effects in multipolymer systems. J Am Chem Soc 1981, 103:7620-7629.
38. Gelman F., Blum J., Avnir D. Acids and bases in one pot while avoiding their mutual destruction. Angew Chem Int Ed 2001, 40:3647-3649.
39. Gelman F., Blum J., Schumann H., Avnir D. One-pot reactions with sol-gel entrapped catalysts, acids and bases. J Sol-Gel Sci Technol 2003, 26:43-46.
40. Gelman F., Blum J., Avnir D. One-pot reactions with opposing reagents: sol-gel entrapped catalyst and base. J Am Chem Soc 2000, 122:11999-12000.
41. Phan N.T.S., Gill C.S., Nguyen J.V., Zhang Z.J., Jones C.W. Expanding the utility of one-pot multistep reaction networks through compartmentation and recovery of the catalyst. Angew Chem Int Ed 2006, 45:2209-2212.
42. Motokura K., Fujita N., Mori K., Mizugaki T., Ebitani K., Kaneda K. An acidic layered clay is combined with a basic layered clay for one-pot sequential reactions. J Am Chem Soc 2005, 127:9674-9675.
43. Poe S.L., Kobaslija M., McQuade D.T. Microcapsule enabled multicatalyst system. J Am Chem Soc 2006, 128:15586-15587.
44. Poe S.L., Kobaslija M., McQuade D.T. Mechanism and application of a microcapsule enabled multicatalyst reaction. J Am Chem Soc 2007, 129:9216-9221.
45. Yang Y., Liu X., Li X.B., Zhao J., Bai S.Y., Liu J., Yang Q.H. A yolk-shell nanoreactor with a basic core and an acidic shell for cascade reactions. Angew Chem Int Ed 2012, 51:9164-9168.
46. Helms B., Guillaudeu S.J., Xie Y., McMurdo M., Hawker C.J., Frechet J.M.J. One-pot reaction cascades using star polymers with core-confined catalysts. Angew Chem Int Ed 2005, 44:6384-6387.
47. Chi Y.G., Scroggins S.T., Frechet J.M.J. One-pot multi-component asymmetric cascade reactions catalyzed by soluble star polymers with highly branched non-interpenetrating catalytic cores. J Am Chem Soc 2008, 130:6322-6323.
48. Gelman F., Blum J., Avnir D. One-pot sequences of reactions with sol-gel entrapped opposing reagents: an enzyme and metal-complex catalysts. J Am Chem Soc 2002, 124:14460-14463.
49. Wang Z.J., Clary K.N., Bergman R.G., Raymond K.N., Toste F.D. A supramolecular approach to combining enzymatic and transition metal catalysis. Nat Chem 2013, 5:100-103.