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Volumn 5, Issue 4, 2013, Pages 282-292

Enzyme-free translation of DNA into sequence-defined synthetic polymers structurally unrelated to nucleic acids

Author keywords

[No Author keywords available]

Indexed keywords

DNA; PEPTIDE NUCLEIC ACID; POLYMER;

EID: 84875420027     PISSN: 17554330     EISSN: 17554349     Source Type: Journal    
DOI: 10.1038/nchem.1577     Document Type: Article
Times cited : (177)

References (51)
  • 1
    • 70450186565 scopus 로고    scopus 로고
    • Sequence control in polymer synthesis
    • Badi, N. & Lutz, J-F. Sequence control in polymer synthesis. Chem. Soc. Rev. 38, 3383-3390 (2009).
    • (2009) Chem. Soc. Rev. , vol.38 , pp. 3383-3390
    • Badi, N.1    Lutz, J.-F.2
  • 2
    • 76249115928 scopus 로고    scopus 로고
    • Polymer chemistry: A controlled sequence of events
    • Lutz, J-F. Polymer chemistry: a controlled sequence of events. Nature Chem. 2, 84-85 (2010).
    • (2010) Nature Chem. , vol.2 , pp. 84-85
    • Lutz, J.-F.1
  • 3
    • 34547770971 scopus 로고    scopus 로고
    • A facile procedure for controlling monomer sequence distribution in radical chain polymerizations
    • Pfeifer, S. & Lutz, J-F. A facile procedure for controlling monomer sequence distribution in radical chain polymerizations. J. Am. Chem. Soc. 129, 9542-9543 (2007).
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 9542-9543
    • Pfeifer, S.1    Lutz, J.-F.2
  • 4
    • 84857815007 scopus 로고    scopus 로고
    • Sequence-regulated copolymers via tandem catalysis of living radical polymerization and in situ transesterification
    • Nakatani, K., Ogura, Y., Koda, Y., Terashima, T. & Sawamoto, M. Sequence-regulated copolymers via tandem catalysis of living radical polymerization and in situ transesterification. J. Am. Chem. Soc. 134, 4373-4383 (2012).
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 4373-4383
    • Nakatani, K.1    Ogura, Y.2    Koda, Y.3    Terashima, T.4    Sawamoto, M.5
  • 5
    • 79960579951 scopus 로고    scopus 로고
    • High-order multiblock copolymers via iterative Cu(0)-mediated radical polymerizations (SET-LRP): Toward biological precision
    • Soeriyadi, A. H., Boyer, C., Nyström, F., Zetterlund, P. B. & Whittaker, M. R. High-order multiblock copolymers via iterative Cu(0)-mediated radical polymerizations (SET-LRP): toward biological precision. J. Am. Chem. Soc. 133, 11128-11131 (2011).
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 11128-11131
    • Soeriyadi, A.H.1    Boyer, C.2    Nyström, F.3    Zetterlund, P.B.4    Whittaker, M.R.5
  • 6
    • 67849090886 scopus 로고    scopus 로고
    • Nucleobase-templated polymerization: Copying the chain length and polydispersity of living polymers into conjugated polymers
    • Lo, P. K. & Sleiman, H. F. Nucleobase-templated polymerization: copying the chain length and polydispersity of living polymers into conjugated polymers. J. Am. Chem. Soc. 131, 4182-4183 (2009).
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 4182-4183
    • Lo, P.K.1    Sleiman, H.F.2
  • 7
    • 84862882968 scopus 로고    scopus 로고
    • Biomimetic radical polymerization via cooperative assembly of segregating templates
    • McHale, R., Patterson, J. P., Zetterlund, P. B. & Reilly, R. K. O. Biomimetic radical polymerization via cooperative assembly of segregating templates. Nature Chem. 4, 491-497 (2012).
    • (2012) Nature Chem. , vol.4 , pp. 491-497
    • McHale, R.1    Patterson, J.P.2    Zetterlund, P.B.3    Reilly, R.K.O.4
  • 8
    • 84858677041 scopus 로고    scopus 로고
    • Positive cooperativity in the template-directed synthesis of monodisperse macromolecules
    • Belowich, M. E. et al. Positive cooperativity in the template-directed synthesis of monodisperse macromolecules. J. Am. Chem. Soc. 134, 5243-5261 (2012).
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 5243-5261
    • Belowich, M.E.1
  • 9
    • 77950796120 scopus 로고    scopus 로고
    • Sequence-controlled polymerizations: The next Holy Grail in polymer science?
    • Lutz, J-F. Sequence-controlled polymerizations: the next Holy Grail in polymer science? Polym. Chem. 1, 55-62 (2010).
    • (2010) Polym. Chem. , vol.1 , pp. 55-62
    • Lutz, J.-F.1
  • 10
    • 0035754449 scopus 로고    scopus 로고
    • Template-directed ligation: From DNA towards different versatile templates
    • Leitzel, J. C. & Lynn, D. G. Template-directed ligation: from DNA towards different versatile templates. Chem. Rev. 1, 53-62 (2001).
    • (2001) Chem. Rev. , vol.1 , pp. 53-62
    • Leitzel, J.C.1    Lynn, D.G.2
  • 11
    • 67650079176 scopus 로고    scopus 로고
    • Self-assembling sequence-adaptive peptide nucleic acids
    • Ura, Y., Beierle, J. M., Leman, L. J., Orgel, L. E. & Ghadiri, M. R. Self-assembling sequence-adaptive peptide nucleic acids. Science 325, 73-77 (2009).
    • (2009) Science , vol.325 , pp. 73-77
    • Ura, Y.1    Beierle, J.M.2    Leman, L.J.3    Orgel, L.E.4    Ghadiri, M.R.5
  • 14
    • 23444440604 scopus 로고    scopus 로고
    • The evolution of DNA polymerases with novel activities
    • Henry, A. & Romesberg, F. E. The evolution of DNA polymerases with novel activities. Curr. Opin. Biotechnol. 16, 370-377 (2005).
    • (2005) Curr. Opin. Biotechnol. , vol.16 , pp. 370-377
    • Henry, A.1    Romesberg, F.E.2
  • 16
    • 41449093112 scopus 로고    scopus 로고
    • DNA-directed synthesis of aniline and 4-aminobiphenyl oligomers: Programmed transfer of sequence information to a conjoined polymer nanowire
    • Datta, B. & Schuster, G. B. DNA-directed synthesis of aniline and 4-aminobiphenyl oligomers: programmed transfer of sequence information to a conjoined polymer nanowire. J. Am. Chem. Soc. 130, 2965-2973 (2008).
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 2965-2973
    • Datta, B.1    Schuster, G.B.2
  • 17
    • 0242415199 scopus 로고    scopus 로고
    • Efficient and sequence-specific DNA-templated polymerization of peptide nucleic acid aldehydes
    • Rosenbaum, D. M. & Liu, D. R. Efficient and sequence-specific DNA-templated polymerization of peptide nucleic acid aldehydes. J. Am. Chem. Soc. 125, 13924-13925 (2003).
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 13924-13925
    • Rosenbaum, D.M.1    Liu, D.R.2
  • 18
    • 41849137264 scopus 로고    scopus 로고
    • DNA-templated polymerization of side-chain-functionalized peptide nucleic acid aldehydes
    • Kleiner, R. E., Brudno, Y., Birnbaum, M. E. & Liu, D. R. DNA-templated polymerization of side-chain-functionalized peptide nucleic acid aldehydes. J. Am. Chem. Soc. 130, 4646-4659 (2008).
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 4646-4659
    • Kleiner, R.E.1    Brudno, Y.2    Birnbaum, M.E.3    Liu, D.R.4
  • 19
    • 77955000685 scopus 로고    scopus 로고
    • A template-mediated click-click reaction: PNA-DNA, PNA-PNA (or peptide) ligation, and single nucleotide discrimination
    • Peng, X., Li, H. & Seidman, M. A template-mediated click-click reaction: PNA-DNA, PNA-PNA (or peptide) ligation, and single nucleotide discrimination. Eur. J. Org. Chem. 2010, 4194-4197 (2010).
    • (2010) Eur. J. Org. Chem. , vol.2010 , pp. 4194-4197
    • Peng, X.1    Li, H.2    Seidman, M.3
  • 20
    • 84862908646 scopus 로고    scopus 로고
    • DNA-programmed modular assembly of cyclic and linear nanoarrays for the synthesis of two-dimensional conducting polymers
    • Chen, W. & Schuster, G. B. DNA-programmed modular assembly of cyclic and linear nanoarrays for the synthesis of two-dimensional conducting polymers. J. Am. Chem. Soc. 134, 840-843 (2012).
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 840-843
    • Chen, W.1    Schuster, G.B.2
  • 21
    • 78149410682 scopus 로고    scopus 로고
    • Autonomous multistep organic synthesis in a single isothermal solution mediated by a DNA walker
    • He, Y. & Liu, D. R. Autonomous multistep organic synthesis in a single isothermal solution mediated by a DNA walker. Nature Nanotech. 5, 778-782 (2010).
    • (2010) Nature Nanotech. , vol.5 , pp. 778-782
    • He, Y.1    Liu, D.R.2
  • 22
    • 84856301069 scopus 로고    scopus 로고
    • Programmable one-pot multistep organic synthesis using DNA junctions
    • Mckee, M. L. et al. Programmable one-pot multistep organic synthesis using DNA junctions. J. Am. Chem. Soc. 134, 1146-1149 (2011).
    • (2011) J. Am. Chem. Soc. , vol.134 , pp. 1146-1149
    • McKee, M.L.1
  • 23
    • 75349085231 scopus 로고    scopus 로고
    • An in vitro translation, selection and amplification system for peptide nucleic acids
    • Brudno, Y., Birnbaum, M. E., Kleiner, R. E. & Liu, D. R. An in vitro translation, selection and amplification system for peptide nucleic acids. Nature Chem. Biol. 6, 148-155 (2010).
    • (2010) Nature Chem. Biol. , vol.6 , pp. 148-155
    • Brudno, Y.1    Birnbaum, M.E.2    Kleiner, R.E.3    Liu, D.R.4
  • 24
    • 84863116739 scopus 로고    scopus 로고
    • Darwinian evolution of an alternative genetic system provides support for TNA as an RNA progenitor
    • Yu, H., Zhang, S. & Chaput, J. C. Darwinian evolution of an alternative genetic system provides support for TNA as an RNA progenitor. Nature Chem. 4, 183-187 (2012).
    • (2012) Nature Chem. , vol.4 , pp. 183-187
    • Yu, H.1    Zhang, S.2    Chaput, J.C.3
  • 25
    • 84860013215 scopus 로고    scopus 로고
    • Synthetic genetic polymers capable of heredity and evolution
    • Pinheiro, V. B. et al. Synthetic genetic polymers capable of heredity and evolution. Science 336, 341-344 (2012).
    • (2012) Science , vol.336 , pp. 341-344
    • Pinheiro, V.B.1
  • 26
    • 46449115901 scopus 로고    scopus 로고
    • The exploration of macrocycles for drug discovery-an underexploited structural class
    • Driggers, E. M., Hale, S. P., Lee, J. & Terrett, N. K. The exploration of macrocycles for drug discovery-an underexploited structural class. Nature Rev. Drug Discov. 7, 608-624 (2008).
    • (2008) Nature Rev. Drug Discov. , vol.7 , pp. 608-624
    • Driggers, E.M.1    Hale, S.P.2    Lee, J.3    Terrett, N.K.4
  • 27
    • 4544357020 scopus 로고    scopus 로고
    • DNA-templated organic synthesis: Nature's strategy for controlling chemical reactivity applied to synthetic molecules
    • Li, X. & 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).
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 4848-4870
    • Li, X.1    Liu, D.R.2
  • 28
    • 34249732128 scopus 로고    scopus 로고
    • Addressing the problems of base pairing and strand cyclization in template-directed synthesis: A case for the utility and necessity of 'molecular midwives' and reversible backbone linkages for the origin of proto-RNA
    • Hud, N. V., Jain, S. S., Li, X. & Lynn, D. G. Addressing the problems of base pairing and strand cyclization in template-directed synthesis: a case for the utility and necessity of 'molecular midwives' and reversible backbone linkages for the origin of proto-RNA. Chem. Biodiv. 4, 768-783 (2007).
    • (2007) Chem. Biodiv. , vol.4 , pp. 768-783
    • Hud, N.V.1    Jain, S.S.2    Li, X.3    Lynn, D.G.4
  • 29
    • 0002430762 scopus 로고
    • End-to-end cyclization of polymer chains
    • Winnik, A. End-to-end cyclization of polymer chains. Acc. Chem. Res. 18, 73-79 (1985).
    • (1985) Acc. Chem. Res. , vol.18 , pp. 73-79
    • Winnik, A.1
  • 30
    • 0000096835 scopus 로고    scopus 로고
    • Click chemistry: Diverse chemical function from a few good reactions
    • Kolb, H. C., Finn, M. G. & Sharpless, K. B. Click chemistry: diverse chemical function from a few good reactions. Angew. Chem. Int. Ed. 40, 2004-2021 (2001).
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2004-2021
    • Kolb, H.C.1    Finn, M.G.2    Sharpless, K.B.3
  • 31
    • 80052583041 scopus 로고    scopus 로고
    • Reliable and efficient procedures for the conjugation of biomolecules through Huisgen azide-alkyne cycloadditions
    • Lallana, E., Riguera, R. & Fernandez-Megia, E. Reliable and efficient procedures for the conjugation of biomolecules through Huisgen azide-alkyne cycloadditions. Angew. Chem. Int. Ed. 50, 8794-8804 (2011).
    • (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 8794-8804
    • Lallana, E.1    Riguera, R.2    Fernandez-Megia, E.3
  • 32
    • 1842411935 scopus 로고    scopus 로고
    • Information transfer from DNA to peptide nucleic acids by template-directed syntheses
    • Schmidt, J. G., Christensen, L., Nielsen, P. E. & Orgel, L. E. Information transfer from DNA to peptide nucleic acids by template-directed syntheses. Nucleic Acids Res. 25, 4792-4796 (1997).
    • (1997) Nucleic Acids Res. , vol.25 , pp. 4792-4796
    • Schmidt, J.G.1    Christensen, L.2    Nielsen, P.E.3    Orgel, L.E.4
  • 33
    • 0029160308 scopus 로고
    • Template switching between PNA and RNA oligonucleotides
    • Boehler, C., Nielsen, P. E. & Orgel, L. E. Template switching between PNA and RNA oligonucleotides. Nature 376, 578-581 (1995).
    • (1995) Nature , vol.376 , pp. 578-581
    • Boehler, C.1    Nielsen, P.E.2    Orgel, L.E.3
  • 34
    • 85015576946 scopus 로고
    • Template-directed synthesis: Use of a reversible reaction
    • Goodwin, J. T. & Lynn, D. G. Template-directed synthesis: use of a reversible reaction. Chem. Commun. 9197-9198 (1992).
    • (1992) Chem. Commun. , pp. 9197-9198
    • Goodwin, J.T.1    Lynn, D.G.2
  • 35
    • 0036263805 scopus 로고    scopus 로고
    • Expanding the reaction scope of DNA-templated synthesis
    • Gartner, Z. J., Kanan, M. W. & Liu, D. R. Expanding the reaction scope of DNA-templated synthesis. Angew. Chem. Int. Ed. 783, 1796-1800 (2002).
    • (2002) Angew. Chem. Int. Ed. , vol.783 , pp. 1796-1800
    • Gartner, Z.J.1    Kanan, M.W.2    Liu, D.R.3
  • 36
    • 0009473366 scopus 로고    scopus 로고
    • Elimination reactions of (E)-2, 4-dinitrobenzaldehyde O-aryloximes promoted by RO-/ROH buffers in EtOH
    • Cho, B. R., Cho, N. S., Song, K. S., Son, K. N. & Kim, Y. K. Elimination reactions of (E)-2, 4-dinitrobenzaldehyde O-aryloximes promoted by RO-/ROH buffers in EtOH. J. Org. Chem. 2, 3006-3009 (1998).
    • (1998) J. Org. Chem. , vol.2 , pp. 3006-3009
    • Cho, B.R.1    Cho, N.S.2    Song, K.S.3    Son, K.N.4    Kim, Y.K.5
  • 37
    • 34249794857 scopus 로고    scopus 로고
    • Template-directed oligonucleotide strand ligation, covalent intramolecular DNA circularization and catenation using click chemistry
    • Kumar, R. et al. Template-directed oligonucleotide strand ligation, covalent intramolecular DNA circularization and catenation using click chemistry. J. Am. Chem. Soc. 129, 6859-6864 (2007).
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 6859-6864
    • Kumar, R.1
  • 38
    • 77954777894 scopus 로고    scopus 로고
    • Clickable peptide nucleic acids (cPNA) with tunable affinity
    • Chouikhi, D., Barluenga, S. & Winssinger, N. Clickable peptide nucleic acids (cPNA) with tunable affinity. Chem. Commun. 46, 5476-5478 (2010).
    • (2010) Chem. Commun. , vol.46 , pp. 5476-5478
    • Chouikhi, D.1    Barluenga, S.2    Winssinger, N.3
  • 39
    • 0030901131 scopus 로고    scopus 로고
    • Continuous in vitro evolution of catalytic function
    • Wright, M. C. & Joyce, G. F. Continuous in vitro evolution of catalytic function. Science 276, 614-617 (1997).
    • (1997) Science , vol.276 , pp. 614-617
    • Wright, M.C.1    Joyce, G.F.2
  • 40
    • 0023512002 scopus 로고
    • Nonenzymatic template-directed synthesis of informational macromolecules
    • Joyce, G. F. Nonenzymatic template-directed synthesis of informational macromolecules. Cold Spring Harb. Symp. Quant. Biol. 52, 41-51 (1987).
    • (1987) Cold Spring Harb. Symp. Quant. Biol. , vol.52 , pp. 41-51
    • Joyce, G.F.1
  • 41
    • 79955615249 scopus 로고    scopus 로고
    • DNA-templated combinatorial assembly of small molecule fragments amenable to selection/amplification cycles
    • Daguer, J. P. et al. DNA-templated combinatorial assembly of small molecule fragments amenable to selection/amplification cycles. Chem. Sci. 2, 625-632 (2011).
    • (2011) Chem. Sci. , vol.2 , pp. 625-632
    • Daguer, J.P.1
  • 42
    • 49649089961 scopus 로고    scopus 로고
    • Bridging one helical turn in double-stranded DNA by templated dimerization of molecular rods
    • Andersen, C. S., Yan, H. & Gothelf, K. V. Bridging one helical turn in double-stranded DNA by templated dimerization of molecular rods. Angew. Chem. Int. Ed. 47, 5569-5572 (2008).
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 5569-5572
    • Andersen, C.S.1    Yan, H.2    Gothelf, K.V.3
  • 43
    • 77949779995 scopus 로고    scopus 로고
    • Click chemistry with DNA
    • El-Sagheer, A. H. & Brown, T. Click chemistry with DNA. Chem. Soc. Rev. 39, 1388-1405 (2010).
    • (2010) Chem. Soc. Rev. , vol.39 , pp. 1388-1405
    • El-Sagheer, A.H.1    Brown, T.2
  • 44
    • 38349158424 scopus 로고    scopus 로고
    • Toward b-amino acid proteins: Design, synthesis, and characterization of a fifteen kilodalton b-peptide tetramer
    • Petersson, E. J. & Schepartz, A. Toward b-amino acid proteins: design, synthesis, and characterization of a fifteen kilodalton b-peptide tetramer. J. Am. Chem. Soc. 130, 821-823 (2008).
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 821-823
    • Petersson, E.J.1    Schepartz, A.2
  • 45
    • 34247362490 scopus 로고    scopus 로고
    • Foldamers as versatile frameworks for the design and evolution of function
    • Goodman, C. M., Choi, S., Shandler, S. & DeGrado, W. F. Foldamers as versatile frameworks for the design and evolution of function. Nature Chem. Biol. 3, 252-262 (2007).
    • (2007) Nature Chem. Biol. , vol.3 , pp. 252-262
    • Goodman, C.M.1    Choi, S.2    Shandler, S.3    Degrado, W.F.4
  • 46
    • 0141670369 scopus 로고    scopus 로고
    • Side-chain control of b-peptide secondary structures. Design principles
    • Martinek, T. A. & Fulop, F. Side-chain control of b-peptide secondary structures. Design principles. Eur. J. Biochem. 270, 3657-3666 (2003).
    • (2003) Eur. J. Biochem. , vol.270 , pp. 3657-3666
    • Martinek, T.A.1    Fulop, F.2
  • 47
    • 0035382627 scopus 로고    scopus 로고
    • The outstanding biological stability of b-and g-peptides toward proteolytic enzymes: An in vitro investigation with fifteen peptidases
    • Frackenpohl, J., Arvidsson, P. I., Schreiber, J. V. & Seebach, D. The outstanding biological stability of b-and g-peptides toward proteolytic enzymes: an in vitro investigation with fifteen peptidases. ChemBioChem 2, 445-455 (2001).
    • (2001) ChemBioChem , vol.2 , pp. 445-455
    • Frackenpohl, J.1    Arvidsson, P.I.2    Schreiber, J.V.3    Seebach, D.4
  • 48
    • 77949376261 scopus 로고    scopus 로고
    • Bridged beta(3)-peptide inhibitors of p53-hDM2 complexation: Correlation between affinity and cell permeability
    • Bautista, A. D., Appelbaum, J. S., Craig, C. J., Michel, J. & Schepartz, A. Bridged beta(3)-peptide inhibitors of p53-hDM2 complexation: correlation between affinity and cell permeability. J. Am. Chem. Soc. 132, 2904-2906 (2010).
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 2904-2906
    • Bautista, A.D.1    Appelbaum, J.S.2    Craig, C.J.3    Michel, J.4    Schepartz, A.5
  • 49
    • 77954373564 scopus 로고    scopus 로고
    • Antimicrobial, hemolytic, and cytotoxic activities of b-peptoid-peptide hybrid oligomers: Improved properties compared to natural AMPs
    • Olsen, C. et al. Antimicrobial, hemolytic, and cytotoxic activities of b-peptoid-peptide hybrid oligomers: improved properties compared to natural AMPs. ChemBioChem 11, 1356-1360 (2010).
    • (2010) ChemBioChem , vol.11 , pp. 1356-1360
    • Olsen, C.1
  • 50
    • 4444324951 scopus 로고    scopus 로고
    • Polytriazoles as copper(I)-stabilizing ligands in catalysis
    • Chan, T. R., Hilgraf, R., Sharpless, K. B. & Fokin, V. V. Polytriazoles as copper(I)-stabilizing ligands in catalysis. Org. Lett. 6, 2853-2855 (2004).
    • (2004) Org. Lett. , vol.6 , pp. 2853-2855
    • Chan, T.R.1    Hilgraf, R.2    Sharpless, K.B.3    Fokin, V.V.4
  • 51
    • 84875470134 scopus 로고    scopus 로고
    • Fellowship. R.H. was supported by a postdoctoral fellowship from Canada's National Science and Engineering Council (NSERC). The authors are grateful to J. Heemstra, Y. Brudno, C. Dumelin, Y. Lu and S. Trauger for helpful discussions
    • Fellowship. R.H. was supported by a postdoctoral fellowship from Canada's National Science and Engineering Council (NSERC). The authors are grateful to J. Heemstra, Y. Brudno, C. Dumelin, Y. Lu and S. Trauger for helpful discussions.


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