메뉴 건너뛰기




Volumn 16, Issue 6, 2005, Pages 1572-1579

Accelerated bioorthogonal conjugation: A practical method for the ligation of diverse functional molecules to a polyvalent virus scaffold

Author keywords

[No Author keywords available]

Indexed keywords

COPPER COMPOUNDS; ETHYLENE; MOLECULES; POLYETHYLENE OXIDES; PROTEINS; SCAFFOLDS (BIOLOGY); SUBSTRATES; VIRUSES;

EID: 27944488746     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc050147l     Document Type: Article
Times cited : (281)

References (62)
  • 1
    • 0032401970 scopus 로고    scopus 로고
    • Chemoselective ligation reactions with proteins, oligosaccharides and cells
    • (a) Lemieux, G. A., and Bertozzi, C. R. (1998) Chemoselective ligation reactions with proteins, oligosaccharides and cells. Trends Biotechnol. 16, 506-513.
    • (1998) Trends Biotechnol. , vol.16 , pp. 506-513
    • Lemieux, G.A.1    Bertozzi, C.R.2
  • 3
    • 11844277582 scopus 로고    scopus 로고
    • Bioorthogonal organic chemistry in living cells: Novel strategies for labeling biomolecules
    • (c) Van Swieten, P. F., Leeuwenburgh, M. A., Kessler, B. M., and Overkleeft, H. S. (2005) Bioorthogonal organic chemistry in living cells: novel strategies for labeling biomolecules. Org. Biomol. Chem. 3, 20-27.
    • (2005) Org. Biomol. Chem. , vol.3 , pp. 20-27
    • Van Swieten, P.F.1    Leeuwenburgh, M.A.2    Kessler, B.M.3    Overkleeft, H.S.4
  • 4
    • 5344229414 scopus 로고    scopus 로고
    • Organic protein chemistry: Drug discovery through the chemical modification of proteins
    • (d) Rademann, J. (2004) Organic protein chemistry: drug discovery through the chemical modification of proteins. Angew. Chem., Int. Ed. 43, 4554-4556.
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 4554-4556
    • Rademann, J.1
  • 5
    • 0345549549 scopus 로고    scopus 로고
    • Non-canonical amino acids in protein engineering
    • Link, A. J., Mock, M. L., and Tirrell, D. A. (2003) Non-canonical amino acids in protein engineering. Curr. Opin. Biotechnol. 14, 603-609.
    • (2003) Curr. Opin. Biotechnol. , vol.14 , pp. 603-609
    • Link, A.J.1    Mock, M.L.2    Tirrell, D.A.3
  • 6
    • 9344227358 scopus 로고    scopus 로고
    • A strain-promoted [3+2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems
    • Agard, N. J., Prescher, J. A., and Bertozzi, C. R. (2004) A strain-promoted [3+2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems. J. Am. Chem. Soc. 126, 15046-15047.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 15046-15047
    • Agard, N.J.1    Prescher, J.A.2    Bertozzi, C.R.3
  • 7
    • 0037099395 scopus 로고    scopus 로고
    • A stepwise huisgen cycloaddition process: Copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes
    • (a) Rostovtsev, V. V., Green, L. G., Fokin, V. V., and Sharpless, K. B. (2002) A stepwise huisgen cycloaddition process: Copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes. Angew. Chem., Int. Ed. 41, 2596-2599.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 2596-2599
    • Rostovtsev, V.V.1    Green, L.G.2    Fokin, V.V.3    Sharpless, K.B.4
  • 8
    • 0037012920 scopus 로고    scopus 로고
    • Peptidotriazoles on solid phase: [1,2,3]-Triazoles by regiospecific copper(I)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides
    • (b) Tornøe, C. W., Christensen, C., and Meldal, M. (2002) Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(I)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides. J. Org. Chem. 67, 3057-3062.
    • (2002) J. Org. Chem. , vol.67 , pp. 3057-3062
    • Tornøe, C.W.1    Christensen, C.2    Meldal, M.3
  • 10
    • 10344229977 scopus 로고    scopus 로고
    • A phage display system with unnatural amino acids
    • Tian, F., Tsao, M.-L., and Schultz, P. G. (2004) A phage display system with unnatural amino acids. J. Am. Chem. Soc. 126, 15962-15963.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 15962-15963
    • Tian, F.1    Tsao, M.-L.2    Schultz, P.G.3
  • 12
    • 0141732270 scopus 로고    scopus 로고
    • Adding amino acids with novel reactivity to the genetic code of Saccharomyces cerevisiae
    • (b) Deiters, A., Cropp, T. A., Mukherji, M., Chin, J. W., Anderson, J. C., and Schultz, P. G. (2003) Adding amino acids with novel reactivity to the genetic code of Saccharomyces cerevisiae. J. Am. Chem. Soc. 125, 11782-11783.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 11782-11783
    • Deiters, A.1    Cropp, T.A.2    Mukherji, M.3    Chin, J.W.4    Anderson, J.C.5    Schultz, P.G.6
  • 13
    • 4344561883 scopus 로고    scopus 로고
    • Presentation and detection of azide functionality in bacterial cell surface proteins
    • Link, A. J., Vink, M. K. S., and Tirrell, D. A. (2004) Presentation and detection of azide functionality in bacterial cell surface proteins. J. Am. Chem. Soc. 126, 10598-10602.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 10598-10602
    • Link, A.J.1    Vink, M.K.S.2    Tirrell, D.A.3
  • 14
    • 1942522084 scopus 로고    scopus 로고
    • Profiling enzyme activities in vivo using click chemistry methods
    • (a) Speers, A. E., and Cravatt, B. F. (2004) Profiling enzyme activities in vivo using click chemistry methods. Chem. Biol. 11, 535-546.
    • (2004) Chem. Biol. , vol.11 , pp. 535-546
    • Speers, A.E.1    Cravatt, B.F.2
  • 15
    • 0037462106 scopus 로고    scopus 로고
    • Activity-based protein profiling in vivo using a copper(I)-catalyzed azide-alkyne [3 + 2] cycloaddition
    • (b) Speers, A. E., Adam, G. C., and Cravatt, B. F. (2003) Activity-based protein profiling in vivo using a copper(I)-catalyzed azide-alkyne [3 + 2] cycloaddition. J. Am. Chem. Soc. 125, 4686-4687.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 4686-4687
    • Speers, A.E.1    Adam, G.C.2    Cravatt, B.F.3
  • 16
    • 4444324951 scopus 로고    scopus 로고
    • Polytriazoles as copper(I)-stabilizing ligands in catalysis
    • Chan, T. R., Hilgraf, R., Sharpless, K. B., and Fokin, V. V. (2004) Polytriazoles as copper(I)-stabilizing ligands in catalysis. Org. Lett. 6, 2853-2855.
    • (2004) Org. Lett. , vol.6 , pp. 2853-2855
    • Chan, T.R.1    Hilgraf, R.2    Sharpless, K.B.3    Fokin, V.V.4
  • 17
    • 0036462502 scopus 로고    scopus 로고
    • Icosahedral virus particles as addressable nanoscale building blocks
    • (a) Wang, Q., Lin, T., Tang, L., Johnson, J. E., and Finn, M. G. (2002) Icosahedral virus particles as addressable nanoscale building blocks. Angew. Chem., Int. Ed. 41, 459-462.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 459-462
    • Wang, Q.1    Lin, T.2    Tang, L.3    Johnson, J.E.4    Finn, M.G.5
  • 18
    • 0037259722 scopus 로고    scopus 로고
    • Blue fluorescent antibodies as reporters of steric accessibility in virus conjugates
    • (b) Wang, Q., Raja, K S., Janda, K. D., Lin, T., and Finn, M. G. (2003) Blue fluorescent antibodies as reporters of steric accessibility in virus conjugates. Bioconjugate Chem. 14, 38-43.
    • (2003) Bioconjugate Chem. , vol.14 , pp. 38-43
    • Wang, Q.1    Raja, K.S.2    Janda, K.D.3    Lin, T.4    Finn, M.G.5
  • 19
    • 0348048560 scopus 로고    scopus 로고
    • Icosahedral virus particles as polyvalent carbohydrate display platforms
    • (c) Raja, K. S., Wang, Q., and Finn, M. G. (2003) Icosahedral virus particles as polyvalent carbohydrate display platforms. ChemBioChem 4, 1348-1351.
    • (2003) ChemBioChem , vol.4 , pp. 1348-1351
    • Raja, K.S.1    Wang, Q.2    Finn, M.G.3
  • 21
    • 0037503818 scopus 로고    scopus 로고
    • Hybrid virus-polymer materials. 1. Synthesis and properties of PEG-decorated cowpea mosaic virus
    • Raja, K. S., Wang, Q., Gonzalez, M. J., Manchester, M., Johnson, J. E., and Finn, M. G. (2003) Hybrid virus-polymer materials. 1. Synthesis and properties of PEG-decorated cowpea mosaic virus. Biomacromolecules 4, 472-476.
    • (2003) Biomacromolecules , vol.4 , pp. 472-476
    • Raja, K.S.1    Wang, Q.2    Gonzalez, M.J.3    Manchester, M.4    Johnson, J.E.5    Finn, M.G.6
  • 23
    • 0001846018 scopus 로고
    • Copper(I) complexes
    • Kubas, G. J. (1979) Copper(I) complexes. Inorg. Synth. 19, 90-92.
    • (1979) Inorg. Synth. , vol.19 , pp. 90-92
    • Kubas, G.J.1
  • 24
    • 17644409095 scopus 로고    scopus 로고
    • Head-to-tail peptide cyclodimerization by copper-catalyzed azide-alkyne cycloaddition
    • Punna, S., Kuzelka, J., Wang, Q., and Finn, M. G. (2005) Head-to-tail peptide cyclodimerization by copper-catalyzed azide-alkyne cycloaddition. Angew. Chem., Int. Ed. 44, 2215-2220.
    • (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 2215-2220
    • Punna, S.1    Kuzelka, J.2    Wang, Q.3    Finn, M.G.4
  • 25
    • 0035989983 scopus 로고    scopus 로고
    • Natural supramolecular building blocks: Wild-type cowpea mosaic virus
    • Wang, Q., Kaltgrad, E., Lin, T., Johnson, J. E., and Finn, M. G. (2002) Natural supramolecular building blocks: Wild-type cowpea mosaic virus. Chem. Biol. 9, 805-811.
    • (2002) Chem. Biol. , vol.9 , pp. 805-811
    • Wang, Q.1    Kaltgrad, E.2    Lin, T.3    Johnson, J.E.4    Finn, M.G.5
  • 26
    • 3343006952 scopus 로고    scopus 로고
    • Discovery and characterization of catalysts for azide-alkyne cycloaddition by fluorescence quenching
    • Lewis, W. G., Magallon, F. G., Fokin, V. V., and Finn, M. G. (2004) Discovery and characterization of catalysts for azide-alkyne cycloaddition by fluorescence quenching. J. Am. Chem. Soc. 126, 9152-9153.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 9152-9153
    • Lewis, W.G.1    Magallon, F.G.2    Fokin, V.V.3    Finn, M.G.4
  • 27
    • 27944486910 scopus 로고    scopus 로고
    • note
    • See Supporting Information.
  • 28
    • 0035989983 scopus 로고    scopus 로고
    • Natural supramolecular building blocks. Wild-type cowpea mosaic virus
    • Wang, Q., Kaltgrad, E., Lin, T., Johnson John, E., and Finn, M. G. (2002) Natural supramolecular building blocks. Wild-type cowpea mosaic virus. Chem. Biol. 9, 805-811.
    • (2002) Chem. Biol. , vol.9 , pp. 805-811
    • Wang, Q.1    Kaltgrad, E.2    Lin, T.3    Johnson John, E.4    Finn, M.G.5
  • 31
    • 4143128862 scopus 로고    scopus 로고
    • Galectin-4 in normal tissues and cancer
    • (b) Huflejt, M. E., and Leffler, H. (2004) Galectin-4 in normal tissues and cancer. Glycoconjugate J. 20, 247-255.
    • (2004) Glycoconjugate J. , vol.20 , pp. 247-255
    • Huflejt, M.E.1    Leffler, H.2
  • 32
    • 0033559260 scopus 로고    scopus 로고
    • Dual roles of sialyl lewis x oligosaccharides in tumor metastasis and rejection by natural killer cells
    • Ohyama, C., Tsuboi, S., and Fukuda, M. (1999) Dual roles of sialyl lewis x oligosaccharides in tumor metastasis and rejection by natural killer cells. EMBO J. 18, 1516-1525.
    • (1999) EMBO J. , vol.18 , pp. 1516-1525
    • Ohyama, C.1    Tsuboi, S.2    Fukuda, M.3
  • 33
    • 0039174268 scopus 로고    scopus 로고
    • Glycopeptide synthesis and the effects of glycosylation on protein structure and activity
    • Seitz, O. (2000) Glycopeptide synthesis and the effects of glycosylation on protein structure and activity. ChemBioChem 1, 214-246.
    • (2000) ChemBioChem , vol.1 , pp. 214-246
    • Seitz, O.1
  • 34
    • 0032212232 scopus 로고    scopus 로고
    • Studies towards neoglycoconjugates from the monosaccharide determinant of Vibrio cholerae, serotype Ogawa using the diethyl squarate reagent
    • (a) Zhang, J., Yergey, A., Kowalak, J., and Kovac, P. (1998) Studies towards neoglycoconjugates from the monosaccharide determinant of Vibrio cholerae, serotype Ogawa using the diethyl squarate reagent. Carbohydr. Res. 313, 15-20.
    • (1998) Carbohydr. Res. , vol.313 , pp. 15-20
    • Zhang, J.1    Yergey, A.2    Kowalak, J.3    Kovac, P.4
  • 35
    • 2942573498 scopus 로고    scopus 로고
    • Synthesis and immunochemical characterization of protein conjugates of carbohydrate and carbohydrate-mimetic peptides as experimental vaccines
    • (b) Hossany, R. B., Johnson, M. A., Eniade, A. A., and Pinto, B. M. (2004) Synthesis and immunochemical characterization of protein conjugates of carbohydrate and carbohydrate-mimetic peptides as experimental vaccines. Bioorg. Med. Chem. 12, 3743-3754.
    • (2004) Bioorg. Med. Chem. , vol.12 , pp. 3743-3754
    • Hossany, R.B.1    Johnson, M.A.2    Eniade, A.A.3    Pinto, B.M.4
  • 36
    • 0034646882 scopus 로고    scopus 로고
    • A second generation synthesis of the MBR1 (globo-H) breast tumor antigen: New application of the n-pentenyl glycoside method for achieving complex carbohydrate protein linkages
    • Allen, J. R., Allen, J. G., Zhang, X.-F., Williams, L. J., Zatorski, A., Ragupathi, G., Livingston, P. O., and Danishefsky, S. J. (2000) A second generation synthesis of the MBR1 (globo-H) breast tumor antigen: new application of the n-pentenyl glycoside method for achieving complex carbohydrate protein linkages. Chem. Eur. J. 6, 1366-1375.
    • (2000) Chem. Eur. J. , vol.6 , pp. 1366-1375
    • Allen, J.R.1    Allen, J.G.2    Zhang, X.-F.3    Williams, L.J.4    Zatorski, A.5    Ragupathi, G.6    Livingston, P.O.7    Danishefsky, S.J.8
  • 37
    • 0033043930 scopus 로고    scopus 로고
    • Position-dependent processing of peptides presented on the surface of cowpea mosaic virus
    • (a) Taylor, K. M., Porta, C., Lin, T., Johnson, J. E., Barker, P. J., and Lomonossoff, G. P. (1999) Position-dependent processing of peptides presented on the surface of cowpea mosaic virus. Biol. Chem. 280, 387-392.
    • (1999) Biol. Chem. , vol.280 , pp. 387-392
    • Taylor, K.M.1    Porta, C.2    Lin, T.3    Johnson, J.E.4    Barker, P.J.5    Lomonossoff, G.P.6
  • 38
    • 0034099316 scopus 로고    scopus 로고
    • Influence of 3-dimensional structure on the immunogenicity of a peptide expressed on the surface of a plant virus
    • (b) Taylor, K. M., Lin, T., Porta, C., Mosser, A., Giesing, H., Lomonossoff, G. P., and Johnson, J. E. (2000) Influence of 3-dimensional structure on the immunogenicity of a peptide expressed on the surface of a plant virus. J. Mol. Recognit. 13, 71-82.
    • (2000) J. Mol. Recognit. , vol.13 , pp. 71-82
    • Taylor, K.M.1    Lin, T.2    Porta, C.3    Mosser, A.4    Giesing, H.5    Lomonossoff, G.P.6    Johnson, J.E.7
  • 39
    • 0036980096 scopus 로고    scopus 로고
    • Cowpea mosaic virus: From the presentation of antigenic peptides to the display of active biomaterials
    • (c) Chatterji, A., Burns, L. L., Taylor, S. S., Lomonossoff, G. P., Johnson, J. E., Lin, T., and Porta, C. (2002) Cowpea mosaic virus: From the presentation of antigenic peptides to the display of active biomaterials. Intervirology 45, 362-370.
    • (2002) Intervirology , vol.45 , pp. 362-370
    • Chatterji, A.1    Burns, L.L.2    Taylor, S.S.3    Lomonossoff, G.P.4    Johnson, J.E.5    Lin, T.6    Porta, C.7
  • 40
    • 0027944205 scopus 로고
    • Synthesis of proteins by native chemical ligation
    • (a) Dawson, P. E., Muir, T. W., Clark-Lewis, I., and Kent, S. B. H. (1994) Synthesis of proteins by native chemical ligation. Science 266, 776-779.
    • (1994) Science , vol.266 , pp. 776-779
    • Dawson, P.E.1    Muir, T.W.2    Clark-Lewis, I.3    Kent, S.B.H.4
  • 41
    • 0033791223 scopus 로고    scopus 로고
    • Synthesis of native proteins by chemical ligation
    • (b) Dawson, P. E., and Kent, S. B. H. (2000) Synthesis of native proteins by chemical ligation. Annu. Rev. Biochem. 69, 923-960.
    • (2000) Annu. Rev. Biochem. , vol.69 , pp. 923-960
    • Dawson, P.E.1    Kent, S.B.H.2
  • 42
    • 0032473447 scopus 로고    scopus 로고
    • Recently, palladium-catalyzed C-C coupling was employed to attach small molecules to short peptides, but extension to a biological scaffold has not been reported: Dibowski, H., and Schmidtchen, F. P. (1998) Angew. Chem., Int. Ed. 37, 476-478.
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 476-478
    • Dibowski, H.1    Schmidtchen, F.P.2
  • 43
    • 0032883208 scopus 로고    scopus 로고
    • Role of av integrins in adenovirus cell entry and gene delivery
    • Nemerow, G. R., and Stewart, P. L. (1999) Role of av integrins in adenovirus cell entry and gene delivery. Microbiol. Mol. Biol. Rev. 63, 725-734.
    • (1999) Microbiol. Mol. Biol. Rev. , vol.63 , pp. 725-734
    • Nemerow, G.R.1    Stewart, P.L.2
  • 44
    • 0037076364 scopus 로고    scopus 로고
    • The lethal and edema factors of anthrax toxin bind only to oligomeric forms of the protective antigen
    • (a) Mogridge, J., Cunningham, K., Lacy, D. B., Mourez, M., and Collier, R. J. (2002) The lethal and edema factors of anthrax toxin bind only to oligomeric forms of the protective antigen. Proc. Natl. Acad. Sci. U.S.A. 99, 7045-7048.
    • (2002) Proc. Natl. Acad. Sci. U.S.A. , vol.99 , pp. 7045-7048
    • Mogridge, J.1    Cunningham, K.2    Lacy, D.B.3    Mourez, M.4    Collier, R.J.5
  • 45
    • 0037076304 scopus 로고    scopus 로고
    • Mapping the lethal factor and edema factor binding sites on oligomeric anthrax protective antigen
    • (b) Cunningham, K., Lacy, D. B., Mogridge, J., and Collier, R. J. (2002) Mapping the lethal factor and edema factor binding sites on oligomeric anthrax protective antigen. Proc. Natl. Acad. Sci. U.S.A. 99, 7049-7053.
    • (2002) Proc. Natl. Acad. Sci. U.S.A. , vol.99 , pp. 7049-7053
    • Cunningham, K.1    Lacy, D.B.2    Mogridge, J.3    Collier, R.J.4
  • 46
    • 0035829509 scopus 로고    scopus 로고
    • Identification of the cellular receptor for anthrax toxin
    • (c) Bradley, K. A., Mogridge, J., Mourez, M., Collier, R. J., and Young, J. A. T. (2001) Identification of the cellular receptor for anthrax toxin. Nature 414, 225-229.
    • (2001) Nature , vol.414 , pp. 225-229
    • Bradley, K.A.1    Mogridge, J.2    Mourez, M.3    Collier, R.J.4    Young, J.A.T.5
  • 48
    • 2942605900 scopus 로고    scopus 로고
    • Transferrin receptor is a marker of malignant phenotype in human pancreatic cancer and in neuroendocrine carcinoma of the pancreas
    • (b) Ryschich, E., Huszty, G., Knaebel, H. P., Hartel, M., Buchler, M. W., and Schmidt, J. (2004) Transferrin receptor is a marker of malignant phenotype in human pancreatic cancer and in neuroendocrine carcinoma of the pancreas. Eur. J. Cancer 40, 1418-1422.
    • (2004) Eur. J. Cancer , vol.40 , pp. 1418-1422
    • Ryschich, E.1    Huszty, G.2    Knaebel, H.P.3    Hartel, M.4    Buchler, M.W.5    Schmidt, J.6
  • 51
    • 0030973396 scopus 로고    scopus 로고
    • Modulation of reactivity in native chemical ligation through the use of thiol additives
    • See the following four samples of the vast literature reporting the use of NCL reactions for preparative purposes. (a) Dawson, P. E., Churchill, M. J., Ghadiri, M. R., and Kent, S. B. H. (1997) Modulation of reactivity in native chemical ligation through the use of thiol additives. J. Am. Chem. Soc. 119, 4325-4329.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 4325-4329
    • Dawson, P.E.1    Churchill, M.J.2    Ghadiri, M.R.3    Kent, S.B.H.4
  • 52
    • 0033582287 scopus 로고    scopus 로고
    • Chemical ligation of folded recombinant proteins: Segmental isotopic labeling of domains for NMR studies
    • (b) Xu, R., Ayers, B., Cowburn, D., and Muir, T. W. (1999) Chemical ligation of folded recombinant proteins: segmental isotopic labeling of domains for NMR studies. Proc. Nat. Acad. Sci. U.S.A. 96, 388-393.
    • (1999) Proc. Nat. Acad. Sci. U.S.A. , vol.96 , pp. 388-393
    • Xu, R.1    Ayers, B.2    Cowburn, D.3    Muir, T.W.4
  • 53
    • 0036570182 scopus 로고    scopus 로고
    • Extending synthetic access to proteins with a removable acyl transfer auxiliary
    • (c) Offer, J., Boddy, C. N. C., and Dawson, P. E. (2002) Extending synthetic access to proteins with a removable acyl transfer auxiliary. J. Am. Chem. Soc. 124, 4642-4646.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 4642-4646
    • Offer, J.1    Boddy, C.N.C.2    Dawson, P.E.3
  • 55
    • 21044444863 scopus 로고    scopus 로고
    • Toward semisynthetic lipoproteins by convergent strategies based on click and ligation chemistry
    • Native chemical ligation and azide-alkyne cycloaddition reactions have been combined in the synthesis of lipoprotein analogues: Bausinger, R., Zumbusch, A., Bertsch, U., and Moroder, L. (2005) Toward semisynthetic lipoproteins by convergent strategies based on click and ligation chemistry. ChemBioChem 6, 625-628.
    • (2005) ChemBioChem , vol.6 , pp. 625-628
    • Bausinger, R.1    Zumbusch, A.2    Bertsch, U.3    Moroder, L.4
  • 56
    • 0034833416 scopus 로고    scopus 로고
    • A general approach for the generation of orthogonal trnas
    • (a) Wang, L., and Schultz, P. G. (2001) A general approach for the generation of orthogonal trnas. Chem. Biol. 8, 883-890.
    • (2001) Chem. Biol. , vol.8 , pp. 883-890
    • Wang, L.1    Schultz, P.G.2
  • 57
    • 0141732270 scopus 로고    scopus 로고
    • Adding amino acids with novel reactivity to the genetic code of Saccharomyces cerevisiae
    • (b) Deiters, A., Cropp, T. A., Mukherji, M., Chin, J. W., Anderson, J. C., and Schultz, P. G. (2003) Adding amino acids with novel reactivity to the genetic code of Saccharomyces cerevisiae. J. Am. Chem. Soc. 125, 11782-11783.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 11782-11783
    • Deiters, A.1    Cropp, T.A.2    Mukherji, M.3    Chin, J.W.4    Anderson, J.C.5    Schultz, P.G.6
  • 58
    • 10344229977 scopus 로고    scopus 로고
    • A phage display system with unnatural amino acids
    • (c) Feng, T., Tsao, M. L., and Schultz, P. G. (2004) A phage display system with unnatural amino acids. J. Am. Chem. Soc. 126, 15962-15963.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 15962-15963
    • Feng, T.1    Tsao, M.L.2    Schultz, P.G.3
  • 59
    • 0037870583 scopus 로고    scopus 로고
    • Breaking the degeneracy of the genetic code
    • (d) Kwon, I., Kirshenbaum, K., and Tirrell, D. A. (2003) Breaking the degeneracy of the genetic code. J. Am. Chem. Soc. 125, 7512-7513.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 7512-7513
    • Kwon, I.1    Kirshenbaum, K.2    Tirrell, D.A.3
  • 60
    • 0041692305 scopus 로고    scopus 로고
    • Cell surface labeling of Escherichia coli via copper-(I)-catalyzed [3+2] cycloaddition
    • (e) Link, A. J., and Tirrell, D. A. (2003) Cell surface labeling of Escherichia coli via copper-(I)-catalyzed [3+2] cycloaddition. J. Am. Chem. Soc. 125, 11164-11165.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 11164-11165
    • Link, A.J.1    Tirrell, D.A.2
  • 61
    • 0034677879 scopus 로고    scopus 로고
    • Cell surfaceengineering by a modified Staudinger reaction
    • (f) Saxon, E. and Bertozzi, C. R. (2000) Cell surfaceengineering by a modified Staudinger reaction. Science 287, 2007-2010.
    • (2000) Science , vol.287 , pp. 2007-2010
    • Saxon, E.1    Bertozzi, C.R.2
  • 62
    • 0345598906 scopus 로고    scopus 로고
    • A metabolic labeling approach toward proteomic analysis of mucin-type O-linked glycosylation
    • (g) Hang, H. C., Yu, C., Kato, D. L., and Bertozzi, C. R. (2003) A metabolic labeling approach toward proteomic analysis of mucin-type O-linked glycosylation. Proc. Natl. Acad. Sci. U.S.A. 100, 14846-14851.
    • (2003) Proc. Natl. Acad. Sci. U.S.A. , vol.100 , pp. 14846-14851
    • Hang, H.C.1    Yu, C.2    Kato, D.L.3    Bertozzi, C.R.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.