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Volumn 32, Issue 20, 2013, Pages 5774-5783

Ferrocene-biotin conjugates targeting cancer cells: Synthesis, interaction with avidin, cytotoxic properties and the crystal structure of the complex of avidin with a biotin-linker-ferrocene conjugate

Author keywords

[No Author keywords available]

Indexed keywords

BIOCONJUGATES; CANCER CELL LINES; CANCER CELLS; CARBOXYLIC GROUP; DESTHIOBIOTIN; FRIEDEL-CRAFTS ACYLATION; HIGH AFFINITY; PROTEIN BINDING;

EID: 84887127206     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om4003126     Document Type: Article
Times cited : (56)

References (65)
  • 1
    • 80053380400 scopus 로고    scopus 로고
    • Application of ferrocene and its derivatives in cancer research
    • Ornelas, C. Application of ferrocene and its derivatives in cancer research New J. Chem. 2011, 35 (10) 1973
    • (2011) New J. Chem. , vol.35 , Issue.10 , pp. 1973
    • Ornelas, C.1
  • 3
    • 84863985932 scopus 로고    scopus 로고
    • Synthesis, electrochemistry and anticancer activity of novel ferrocenyl phenols prepared via azide-alkyne 1,3-cycloaddition reaction
    • PlazÌuk, D.; Rychlik, B.; BłauzÌ, A.; Domagała, S. Synthesis, electrochemistry and anticancer activity of novel ferrocenyl phenols prepared via azide-alkyne 1,3-cycloaddition reaction J. Organomet. Chem. 2012, 715 (0) 102-112
    • (2012) J. Organomet. Chem. , vol.715 , Issue.0 , pp. 102-112
    • Plazìuk, D.1    Rychlik, B.2    Błauzì, A.3    Domagała, S.4
  • 4
    • 84859382625 scopus 로고    scopus 로고
    • Synthesis and biological activities of ferrocenyl derivatives of paclitaxel
    • Plazuk, D.; Wieczorek, A.; Blauz, A.; Rychlik, B. Synthesis and biological activities of ferrocenyl derivatives of paclitaxel MedChemComm 2012, 3 (4) 498-501
    • (2012) MedChemComm , vol.3 , Issue.4 , pp. 498-501
    • Plazuk, D.1    Wieczorek, A.2    Blauz, A.3    Rychlik, B.4
  • 5
    • 84876666581 scopus 로고    scopus 로고
    • Metal carbonyl tracers and the ferrocifen family: Two facets of bioorganometallic chemistry
    • Vessières, A. Metal carbonyl tracers and the ferrocifen family: Two facets of bioorganometallic chemistry J. Organomet. Chem. 2013, 734 (0) 3-16
    • (2013) J. Organomet. Chem. , vol.734 , Issue.0 , pp. 3-16
    • Vessières, A.1
  • 8
    • 84865467730 scopus 로고    scopus 로고
    • Bioorganometallic Compounds with Antimalarial Targets: Inhibiting Hemozoin Formation
    • Navarro, M.; Castro, W.; Biot, C. Bioorganometallic Compounds with Antimalarial Targets: Inhibiting Hemozoin Formation Organometallics 2012, 31 (16) 5715-5727
    • (2012) Organometallics , vol.31 , Issue.16 , pp. 5715-5727
    • Navarro, M.1    Castro, W.2    Biot, C.3
  • 9
    • 77955613063 scopus 로고    scopus 로고
    • Organometallic complexes: New tools for chemotherapy
    • Chavain, N.; Biot, C. Organometallic complexes: new tools for chemotherapy Curr. Med. Chem. 2010, 17 (25) 2729-2745
    • (2010) Curr. Med. Chem. , vol.17 , Issue.25 , pp. 2729-2745
    • Chavain, N.1    Biot, C.2
  • 10
    • 48049083798 scopus 로고    scopus 로고
    • Ferrocene Conjugates of Chloroquine and other Antimalarials: The Development of Ferroquine, a New Antimalarial
    • Dive, D.; Biot, C. Ferrocene Conjugates of Chloroquine and other Antimalarials: the Development of Ferroquine, a New Antimalarial ChemMedChem 2008, 3 (3) 383-391
    • (2008) ChemMedChem , vol.3 , Issue.3 , pp. 383-391
    • Dive, D.1    Biot, C.2
  • 11
    • 58149387664 scopus 로고    scopus 로고
    • Ferroquine, an Ingenious Antimalarial Drug -Thoughts on the Mechanism of Action
    • Dubar, F.; Khalife, J.; Brocard, J.; Dive, D.; Biot, C. Ferroquine, an Ingenious Antimalarial Drug -Thoughts on the Mechanism of Action Molecules 2008, 13 (11) 2900-2907
    • (2008) Molecules , vol.13 , Issue.11 , pp. 2900-2907
    • Dubar, F.1    Khalife, J.2    Brocard, J.3    Dive, D.4    Biot, C.5
  • 12
    • 78650754121 scopus 로고    scopus 로고
    • Biotin as acylating agent in the Friedel-Crafts reaction. Avidin affinity of biotinyl derivatives of ferrocene, ruthenocene and pyrene and fluorescence properties of 1-biotinylpyrene
    • Plazuk, D.; Zakrzewski, J.; Salmain, M. Biotin as acylating agent in the Friedel-Crafts reaction. Avidin affinity of biotinyl derivatives of ferrocene, ruthenocene and pyrene and fluorescence properties of 1-biotinylpyrene Org. Biomol. Chem. 2011, 9 (2) 408-417
    • (2011) Org. Biomol. Chem. , vol.9 , Issue.2 , pp. 408-417
    • Plazuk, D.1    Zakrzewski, J.2    Salmain, M.3
  • 13
    • 79953027196 scopus 로고    scopus 로고
    • Prodrug-based intracellular delivery of anticancer agents
    • Bildstein, L.; Dubernet, C.; Couvreur, P. Prodrug-based intracellular delivery of anticancer agents Adv. Drug Delivery Rev. 2011, 63 (1-2) 3-23
    • (2011) Adv. Drug Delivery Rev. , vol.63 , Issue.12 , pp. 3-23
    • Bildstein, L.1    Dubernet, C.2    Couvreur, P.3
  • 14
    • 60149100143 scopus 로고    scopus 로고
    • Targeting cancer cells with biotin-dendrimer conjugates
    • Yang, W.; Cheng, Y.; Xu, T.; Wang, X.; Wen, L.-p. Targeting cancer cells with biotin-dendrimer conjugates Eur. J. Med. Chem. 2009, 44 (2) 862-868
    • (2009) Eur. J. Med. Chem. , vol.44 , Issue.2 , pp. 862-868
    • Yang, W.1    Cheng, Y.2    Xu, T.3    Wang, X.4    Wen, L.-P.5
  • 15
    • 5344270492 scopus 로고    scopus 로고
    • Vitamin-mediated targeting as a potential mechanism to increase drug uptake by tumours
    • Russell-Jones, G.; McTavish, K.; McEwan, J.; Rice, J.; Nowotnik, D. Vitamin-mediated targeting as a potential mechanism to increase drug uptake by tumours J. Inorg. Biochem. 2004, 98 (10) 1625-1633
    • (2004) J. Inorg. Biochem. , vol.98 , Issue.10 , pp. 1625-1633
    • Russell-Jones, G.1    McTavish, K.2    McEwan, J.3    Rice, J.4    Nowotnik, D.5
  • 16
    • 38949129079 scopus 로고    scopus 로고
    • Guided Molecular Missiles for Tumor-Targeting Chemotherapy - Case Studies Using the Second-Generation Taxoids as Warheads
    • Ojima, I. Guided Molecular Missiles for Tumor-Targeting Chemotherapy-Case Studies Using the Second-Generation Taxoids as Warheads Acc. Chem. Res. 2007, 41 (1) 108-119
    • (2007) Acc. Chem. Res. , vol.41 , Issue.1 , pp. 108-119
    • Ojima, I.1
  • 17
    • 77952579545 scopus 로고    scopus 로고
    • Mechanism-Based Tumor-Targeting Drug Delivery System. Validation of Efficient Vitamin Receptor-Mediated Endocytosis and Drug Release
    • Chen, S.; Zhao, X.; Chen, J.; Chen, J.; Kuznetsova, L.; Wong, S. S.; Ojima, I. Mechanism-Based Tumor-Targeting Drug Delivery System. Validation of Efficient Vitamin Receptor-Mediated Endocytosis and Drug Release Bioconjugate Chem. 2010, 21 (5) 979-987
    • (2010) Bioconjugate Chem. , vol.21 , Issue.5 , pp. 979-987
    • Chen, S.1    Zhao, X.2    Chen, J.3    Chen, J.4    Kuznetsova, L.5    Wong, S.S.6    Ojima, I.7
  • 18
    • 0037108987 scopus 로고    scopus 로고
    • Easily reversible desthiobiotin binding to streptavidin, avidin, and other biotin-binding proteins: Uses for protein labeling, detection, and isolation
    • Hirsch, J. D.; Eslamizar, L.; Filanoski, B. J.; Malekzadeh, N.; Haugland, R. P.; Beechem, J. M.; Haugland, R. P. Easily reversible desthiobiotin binding to streptavidin, avidin, and other biotin-binding proteins: uses for protein labeling, detection, and isolation Anal. Biochem. 2002, 308 (2) 343-357
    • (2002) Anal. Biochem. , vol.308 , Issue.2 , pp. 343-357
    • Hirsch, J.D.1    Eslamizar, L.2    Filanoski, B.J.3    Malekzadeh, N.4    Haugland, R.P.5    Beechem, J.M.6    Haugland, R.P.7
  • 19
    • 84870188358 scopus 로고    scopus 로고
    • Effective Friedel-Crafts Acylation of Biotin Acid Chloride in Trifluoromethanesulfonic Acid
    • Muto, Y.; Murai, Y.; Sakihama, Y.; Hashidoko, Y.; Hashimoto, M. Effective Friedel-Crafts Acylation of Biotin Acid Chloride in Trifluoromethanesulfonic Acid Biosci., Biotechnol., Biochem. 2012, 76 (11) 2162-2164
    • (2012) Biosci., Biotechnol., Biochem. , vol.76 , Issue.11 , pp. 2162-2164
    • Muto, Y.1    Murai, Y.2    Sakihama, Y.3    Hashidoko, Y.4    Hashimoto, M.5
  • 21
    • 64849083870 scopus 로고    scopus 로고
    • Friedel-Crafts acylation of ferrocene with alkynoic acids
    • Plazuk, D.; Zakrzewski, J. Friedel-Crafts acylation of ferrocene with alkynoic acids J. Organomet. Chem. 2009, 694 (12) 1802-1806
    • (2009) J. Organomet. Chem. , vol.694 , Issue.12 , pp. 1802-1806
    • Plazuk, D.1    Zakrzewski, J.2
  • 22
    • 0010654220 scopus 로고    scopus 로고
    • The First Intermolecular Friedel-Crafts Acylation with β-Lactams
    • Anderson, K. W.; Tepe, J. J. The First Intermolecular Friedel-Crafts Acylation with β-Lactams Org. Lett. 2002, 4 (3) 459-461
    • (2002) Org. Lett. , vol.4 , Issue.3 , pp. 459-461
    • Anderson, K.W.1    Tepe, J.J.2
  • 23
    • 20844453422 scopus 로고    scopus 로고
    • N-Tfa- and N-Fmoc-(α-aminoacyl)benzotriazoles as Chiral C-Acylating Reagents under Friedel-Crafts Reaction Conditions
    • Katritzky, A. R.; Jiang, R.; Suzuki, K. N-Tfa- and N-Fmoc-(α- aminoacyl)benzotriazoles as Chiral C-Acylating Reagents under Friedel-Crafts Reaction Conditions J. Org. Chem. 2005, 70 (13) 4993-5000
    • (2005) J. Org. Chem. , vol.70 , Issue.13 , pp. 4993-5000
    • Katritzky, A.R.1    Jiang, R.2    Suzuki, K.3
  • 24
    • 0035914033 scopus 로고    scopus 로고
    • Facile Approach to Enantiomerically Pure α-Amino Ketones by Friedel-Crafts Aminoacylation and Their Conversion into Peptidyl Ketones
    • Di Gioia, M. L.; Leggio, A.; Liguori, A.; Napoli, A.; Siciliano, C.; Sindona, G. Facile Approach to Enantiomerically Pure α-Amino Ketones by Friedel-Crafts Aminoacylation and Their Conversion into Peptidyl Ketones J. Org. Chem. 2001, 66 (21) 7002-7007
    • (2001) J. Org. Chem. , vol.66 , Issue.21 , pp. 7002-7007
    • Di Gioia, M.L.1    Leggio, A.2    Liguori, A.3    Napoli, A.4    Siciliano, C.5    Sindona, G.6
  • 25
    • 0013593057 scopus 로고
    • Friedel-Crafts.Alpha-aminoacylation of alkylbenzene with a chiral N-carboxy-alpha-amino acid anhydride without loss of chirality
    • Itoh, O.; Honnami, T.; Amano, A.; Murata, K.; Koichi, Y.; Sugita, T. Friedel-Crafts.alpha.-aminoacylation of alkylbenzene with a chiral N-carboxy-.alpha.-amino acid anhydride without loss of chirality J. Org. Chem. 1992, 57 (26) 7334-7338
    • (1992) J. Org. Chem. , vol.57 , Issue.26 , pp. 7334-7338
    • Itoh, O.1    Honnami, T.2    Amano, A.3    Murata, K.4    Koichi, Y.5    Sugita, T.6
  • 26
    • 0001041526 scopus 로고
    • N-(Trifluoroacetyl)-alpha-amino acid chlorides as chiral reagents for Friedel-Crafts synthesis
    • Nordlander, J. E.; Njoroge, F. G.; Payne, M. J.; Warman, D. N-(Trifluoroacetyl)-.alpha.-amino acid chlorides as chiral reagents for Friedel-Crafts synthesis J. Org. Chem. 1985, 50 (19) 3481-3484
    • (1985) J. Org. Chem. , vol.50 , Issue.19 , pp. 3481-3484
    • Nordlander, J.E.1    Njoroge, F.G.2    Payne, M.J.3    Warman, D.4
  • 27
    • 0000772289 scopus 로고
    • Friedel-Crafts acylation with N-(trifluoroacetyl)-alpha-amino acid chlorides. Application to the preparation of beta-arylalkylamines and 3-substituted 1,2,3,4-tetrahydroisoquinolines
    • Nordlander, J. E.; Payne, M. J.; Njoroge, F. G.; Balk, M. A.; Laikos, G. D.; Vishwanath, V. M. Friedel-Crafts acylation with N-(trifluoroacetyl)-.alpha.- amino acid chlorides. Application to the preparation of.beta.-arylalkylamines and 3-substituted 1,2,3,4-tetrahydroisoquinolines J. Org. Chem. 1984, 49 (22) 4107-4111
    • (1984) J. Org. Chem. , vol.49 , Issue.22 , pp. 4107-4111
    • Nordlander, J.E.1    Payne, M.J.2    Njoroge, F.G.3    Balk, M.A.4    Laikos, G.D.5    Vishwanath, V.M.6
  • 28
    • 33845558188 scopus 로고
    • Alpha.-Amino acids as chiral educts for asymmetric products. Amino acylation with N-acylamino acids
    • Buckley, T. F.; Rapoport, H. alpha.-Amino acids as chiral educts for asymmetric products. Amino acylation with N-acylamino acids J. Am. Chem. Soc. 1981, 103 (20) 6157-6163
    • (1981) J. Am. Chem. Soc. , vol.103 , Issue.20 , pp. 6157-6163
    • Buckley, T.F.1    Rapoport, H.2
  • 30
    • 84864219980 scopus 로고    scopus 로고
    • Friedel-Crafts-type reactions with ureas and thioureas
    • Raja, E. K.; Nilsson Lill, S. O.; Klumpp, D. A. Friedel-Crafts-type reactions with ureas and thioureas Chem. Commun. 2012, 48 (65) 8141-8143
    • (2012) Chem. Commun. , vol.48 , Issue.65 , pp. 8141-8143
    • Raja, E.K.1    Nilsson Lill, S.O.2    Klumpp, D.A.3
  • 32
    • 0342845498 scopus 로고    scopus 로고
    • In, 2 nd ed. Academic Press: New York, Chapter 23 (Avidin-Biotin Systems) - 923
    • Hermanson, G. T. In Bioconjugate Techniques, 2 nd ed.; Academic Press: New York, 2008; Chapter 23 (Avidin-Biotin Systems), pp 900-923.
    • (2008) Bioconjugate Techniques , pp. 900
    • Hermanson, G.T.1
  • 34
    • 31544481163 scopus 로고    scopus 로고
    • Essentials of biorecognition: The (strept)avidin-biotin system as a model for protein-protein and protein-ligand interaction
    • Wilchek, M.; Bayer, E. A.; Livnah, O. Essentials of biorecognition: The (strept)avidin-biotin system as a model for protein-protein and protein-ligand interaction Immunol. Lett. 2006, 103 (1) 27-32
    • (2006) Immunol. Lett. , vol.103 , Issue.1 , pp. 27-32
    • Wilchek, M.1    Bayer, E.A.2    Livnah, O.3
  • 36
    • 72149091173 scopus 로고    scopus 로고
    • Artificial Metalloenzymes: Combining the Best Features of Homogeneous and Enzymatic Catalysis
    • Pordea, A.; Ward, T. R. Artificial Metalloenzymes: Combining the Best Features of Homogeneous and Enzymatic Catalysis Synlett 2009, 2009 (20) 3225-3236
    • (2009) Synlett , vol.2009 , Issue.20 , pp. 3225-3236
    • Pordea, A.1    Ward, T.R.2
  • 37
    • 62549099006 scopus 로고    scopus 로고
    • Artificial Metalloenzymes for Enantioselective Catalysis Based on the Biotin-Avidin Technology
    • In; Ward, T. Springer: Berlin, Heidelberg, Vol. - 112
    • Steinreiber, J.; Ward, T., Artificial Metalloenzymes for Enantioselective Catalysis Based on the Biotin-Avidin Technology. In Bio-inspired Catalysts; Ward, T., Ed.; Springer: Berlin, Heidelberg, 2009; Vol. 25, pp 93-112.
    • (2009) Bio-inspired Catalysts , vol.25 , pp. 93
    • Steinreiber, J.1    Ward, T.2
  • 38
    • 12844260729 scopus 로고    scopus 로고
    • Design of artificial metalloenzymes
    • Thomas, C. M.; Ward, T. R. Design of artificial metalloenzymes Appl. Organomet. Chem. 2005, 19 (1) 35-39
    • (2005) Appl. Organomet. Chem. , vol.19 , Issue.1 , pp. 35-39
    • Thomas, C.M.1    Ward, T.R.2
  • 39
    • 71549162528 scopus 로고    scopus 로고
    • Bio-Nanocapsule-Liposome Conjugates for in Vivo Pinpoint Drug and Gene Delivery
    • Chapter 8 -. In; Nejat, D. Academic Press: New York, Vol. - 166
    • Kasuya, T.; Jung, J.; Kinoshita, R.; Goh, Y.; Matsuzaki, T.; Iijima, M.; Yoshimoto, N.; Tanizawa, K.; Kuroda, S. i., Chapter 8-Bio-Nanocapsule-Liposome Conjugates for In Vivo Pinpoint Drug and Gene Delivery. In Methods in Enzymology; Nejat, D., Ed.; Academic Press: New York, 2009; Vol. 464, pp 147-166.
    • (2009) Methods in Enzymology , vol.464 , pp. 147
    • Kasuya, T.1    Jung, J.2    Kinoshita, R.3    Goh, Y.4    Matsuzaki, T.5    Iijima, M.6    Yoshimoto, N.7    Tanizawa, K.8    Kuroda, S.I.9
  • 40
    • 72449198907 scopus 로고    scopus 로고
    • Imaging in targeted delivery of therapy to cancer
    • Dancey, G.; Begent, R.; Meyer, T. Imaging in targeted delivery of therapy to cancer Targ. Oncol. 2009, 4 (3) 201-217
    • (2009) Targ. Oncol. , vol.4 , Issue.3 , pp. 201-217
    • Dancey, G.1    Begent, R.2    Meyer, T.3
  • 41
    • 44149127417 scopus 로고    scopus 로고
    • Liposomes in ultrasonic drug and gene delivery
    • Huang, S.-L. Liposomes in ultrasonic drug and gene delivery Adv. Drug Delivery Rev. 2008, 60 (10) 1167-1176
    • (2008) Adv. Drug Delivery Rev. , vol.60 , Issue.10 , pp. 1167-1176
    • Huang, S.-L.1
  • 42
    • 0035915124 scopus 로고    scopus 로고
    • Nanoparticles, Proteins, and Nucleic Acids: Biotechnology Meets Materials Science
    • Niemeyer, C. M. Nanoparticles, Proteins, and Nucleic Acids: Biotechnology Meets Materials Science Angew. Chem., Int. Ed. 2001, 40 (22) 4128-4158
    • (2001) Angew. Chem., Int. Ed. , vol.40 , Issue.22 , pp. 4128-4158
    • Niemeyer, C.M.1
  • 43
    • 10044258525 scopus 로고    scopus 로고
    • Integrated Nanoparticle-Biomolecule Hybrid Systems: Synthesis, Properties, and Applications
    • Katz, E.; Willner, I. Integrated Nanoparticle-Biomolecule Hybrid Systems: Synthesis, Properties, and Applications Angew. Chem., Int. Ed. 2004, 43 (45) 6042-6108
    • (2004) Angew. Chem., Int. Ed. , vol.43 , Issue.45 , pp. 6042-6108
    • Katz, E.1    Willner, I.2
  • 44
    • 77958023336 scopus 로고    scopus 로고
    • Biologically active biotin derivatives of schweinfurthin F
    • Ulrich, N. C.; Kuder, C. H.; Hohl, R. J.; Wiemer, D. F. Biologically active biotin derivatives of schweinfurthin F Bioorg. Med. Chem. Lett. 2010, 20 (22) 6716-6720
    • (2010) Bioorg. Med. Chem. Lett. , vol.20 , Issue.22 , pp. 6716-6720
    • Ulrich, N.C.1    Kuder, C.H.2    Hohl, R.J.3    Wiemer, D.F.4
  • 45
    • 80053900166 scopus 로고    scopus 로고
    • Development of Highly Cytotoxic and Actin-Depolymerizing Biotin Derivatives of Aplyronine A
    • Kita, M.; Hirayama, Y.; Sugiyama, M.; Kigoshi, H. Development of Highly Cytotoxic and Actin-Depolymerizing Biotin Derivatives of Aplyronine A Angew. Chem., Int. Ed. 2011, 50 (42) 9871-9874
    • (2011) Angew. Chem., Int. Ed. , vol.50 , Issue.42 , pp. 9871-9874
    • Kita, M.1    Hirayama, Y.2    Sugiyama, M.3    Kigoshi, H.4
  • 46
    • 80051937609 scopus 로고    scopus 로고
    • Design and synthesis of a biotinylated probe of COX-2 inhibitor nimesulide analog JCC76
    • Zhong, B.; Lama, R.; Smith, K. M.; Xu, Y.; Su, B. Design and synthesis of a biotinylated probe of COX-2 inhibitor nimesulide analog JCC76 Bioorg. Med. Chem. Lett. 2011, 21 (18) 5324-5327
    • (2011) Bioorg. Med. Chem. Lett. , vol.21 , Issue.18 , pp. 5324-5327
    • Zhong, B.1    Lama, R.2    Smith, K.M.3    Xu, Y.4    Su, B.5
  • 48
    • 0027214259 scopus 로고
    • Three-dimensional Structure of the Tetragonal Crystal Form of Egg-white Avidin in its functional Complex with Biotin at 2·7 Å Resolution
    • Pugliese, L.; Coda, A.; Malcovati, M.; Bolognesi, M. Three-dimensional Structure of the Tetragonal Crystal Form of Egg-white Avidin in its functional Complex with Biotin at 2·7 Å Resolution J. Mol. Biol. 1993, 231 (3) 698-710
    • (1993) J. Mol. Biol. , vol.231 , Issue.3 , pp. 698-710
    • Pugliese, L.1    Coda, A.2    Malcovati, M.3    Bolognesi, M.4
  • 49
    • 0027164314 scopus 로고
    • Three-dimensional structures of avidin and the avidin-biotin complex
    • Livnah, O.; Bayer, E. A.; Wilchek, M.; Sussman, J. L. Three-dimensional structures of avidin and the avidin-biotin complex Proc. Natl. Acad. Sci. U.S.A. 1993, 90 (11) 5076-5080
    • (1993) Proc. Natl. Acad. Sci. U.S.A. , vol.90 , Issue.11 , pp. 5076-5080
    • Livnah, O.1    Bayer, E.A.2    Wilchek, M.3    Sussman, J.L.4
  • 50
    • 0025307128 scopus 로고
    • Conformational and geometrical properties of idealized β-barrels in proteins
    • Chou, K.-C.; Carlacci, L.; Maggiora, G. G. Conformational and geometrical properties of idealized β-barrels in proteins J. Mol. Biol. 1990, 213 (2) 315-326
    • (1990) J. Mol. Biol. , vol.213 , Issue.2 , pp. 315-326
    • Chou, K.-C.1    Carlacci, L.2    Maggiora, G.G.3
  • 51
    • 0037163077 scopus 로고    scopus 로고
    • Ligand Exchange between Proteins: Exchange of biotin and biotin derivatives between avidin and streptavidin
    • Pazy, Y.; Kulik, T.; Bayer, E. A.; Wilchek, M.; Livnah, O. Ligand Exchange between Proteins: Exchange of biotin and biotin derivatives between avidin and streptavidin J. Biol. Chem. 2002, 277 (34) 30892-30900
    • (2002) J. Biol. Chem. , vol.277 , Issue.34 , pp. 30892-30900
    • Pazy, Y.1    Kulik, T.2    Bayer, E.A.3    Wilchek, M.4    Livnah, O.5
  • 52
    • 84863393560 scopus 로고    scopus 로고
    • Protein crystal structures with ferrocene and ruthenocene-based enzyme inhibitors
    • Salmon, A. J.; Williams, M. L.; Hofmann, A.; Poulsen, S.-A. Protein crystal structures with ferrocene and ruthenocene-based enzyme inhibitors Chem. Commun. 2012, 48 (17) 2328-2330
    • (2012) Chem. Commun. , vol.48 , Issue.17 , pp. 2328-2330
    • Salmon, A.J.1    Williams, M.L.2    Hofmann, A.3    Poulsen, S.-A.4
  • 54
    • 7744235359 scopus 로고    scopus 로고
    • Artificial Metalloenzymes: (Strept)avidin as Host for Enantioselective Hydrogenation by Achiral Biotinylated Rhodium-Diphosphine Complexes
    • Skander, M.; Humbert, N.; Collot, J.; Gradinaru, J.; Klein, G.; Loosli, A.; Sauser, J.; Zocchi, A.; Gilardoni, F.; Ward, T. R. Artificial Metalloenzymes: (Strept)avidin as Host for Enantioselective Hydrogenation by Achiral Biotinylated Rhodium-Diphosphine Complexes J. Am. Chem. Soc. 2004, 126 (44) 14411-14418
    • (2004) J. Am. Chem. Soc. , vol.126 , Issue.44 , pp. 14411-14418
    • Skander, M.1    Humbert, N.2    Collot, J.3    Gradinaru, J.4    Klein, G.5    Loosli, A.6    Sauser, J.7    Zocchi, A.8    Gilardoni, F.9    Ward, T.R.10
  • 55
    • 0035941630 scopus 로고    scopus 로고
    • Reactivity of 6-Hexanelactam Cyclic Oligomers, 1. Acidolysis
    • Kvarda, J.; Prokopová, I.; Kondelík, P. Reactivity of 6-Hexanelactam Cyclic Oligomers, 1. Acidolysis Macromol. Chem. Phys. 2001, 202 (1) 133-138
    • (2001) Macromol. Chem. Phys. , vol.202 , Issue.1 , pp. 133-138
    • Kvarda, J.1    Prokopová, I.2    Kondelík, P.3
  • 57
    • 0023130372 scopus 로고
    • Evaluation of a Tetrazolium-based Semiautomated Colorimetric Assay: Assessment of Chemosensitivity Testing
    • Carmichael, J.; DeGraff, W. G.; Gazdar, A. F.; Minna, J. D.; Mitchell, J. B. Evaluation of a Tetrazolium-based Semiautomated Colorimetric Assay: Assessment of Chemosensitivity Testing Cancer Res. 1987, 47 (4) 936-942
    • (1987) Cancer Res. , vol.47 , Issue.4 , pp. 936-942
    • Carmichael, J.1    Degraff, W.G.2    Gazdar, A.F.3    Minna, J.D.4    Mitchell, J.B.5
  • 58
    • 0035993439 scopus 로고    scopus 로고
    • Assessing the (a)symmetry ofconcentration-effect curves: Empirical versus mechanistic models
    • Giraldo, J.; Vivas, N. M.; Vila, E.; Badia, A. Assessing the (a)symmetry ofconcentration-effect curves: empirical versus mechanistic models Pharmacol. Ther. 2002, 95, 21-45
    • (2002) Pharmacol. Ther. , vol.95 , pp. 21-45
    • Giraldo, J.1    Vivas, N.M.2    Vila, E.3    Badia, A.4
  • 59
    • 0031059866 scopus 로고    scopus 로고
    • [20] Processing of X-ray diffraction data collected in oscillation mode
    • In; Carter, C. W. Jr. Ed. Academic Press: New York, Vol. - 326
    • Otwinowski, Z.; Minor, W., [20] Processing of X-ray diffraction data collected in oscillation mode. In Methods in Enzymology; Carter, C. W., Jr., Ed. Academic Press: New York, 1997; Vol. 276, pp 307-326.
    • (1997) Methods in Enzymology , vol.276 , pp. 307
    • Otwinowski, Z.1    Minor, W.2
  • 60
    • 33846426122 scopus 로고    scopus 로고
    • Solving structures of protein complexes by molecular replacement with Phaser
    • McCoy, A. J. Solving structures of protein complexes by molecular replacement with Phaser Acta Crystallographica Section D 2007, 63 (1) 32-41
    • (2007) Acta Crystallographica Section D , vol.63 , Issue.1 , pp. 32-41
    • McCoy, A.J.1
  • 62
    • 0030924992 scopus 로고    scopus 로고
    • Refinement of Macromolecular Structures by the Maximum-Likelihood Method
    • Murshudov, G. N.; Vagin, A. A.; Dodson, E. J. Refinement of Macromolecular Structures by the Maximum-Likelihood Method Acta Crystallographica Section D 1997, 53 (3) 240-255
    • (1997) Acta Crystallographica Section D , vol.53 , Issue.3 , pp. 240-255
    • Murshudov, G.N.1    Vagin, A.A.2    Dodson, E.J.3
  • 63
    • 13244281317 scopus 로고    scopus 로고
    • Coot: Model-building tools for molecular graphics
    • Emsley, P.; Cowtan, K. Coot: model-building tools for molecular graphics Acta Crystallogr., Sect. D 2004, 60 (12) 2126-2132
    • (2004) Acta Crystallogr., Sect. D , vol.60 , Issue.12 , pp. 2126-2132
    • Emsley, P.1    Cowtan, K.2
  • 65
    • 0028922586 scopus 로고
    • LIGPLOT: A program to generate schematic diagrams of protein-ligand interactions
    • Wallace, A. C.; Laskowski, R. A.; Thornton, J. M. LIGPLOT: a program to generate schematic diagrams of protein-ligand interactions Protein Eng. 1995, 8 (2) 127-34
    • (1995) Protein Eng. , vol.8 , Issue.2 , pp. 127-134
    • Wallace, A.C.1    Laskowski, R.A.2    Thornton, J.M.3


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