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Cyclic oligopeptides, which are relatively constrained by a ring structure, have been successfully employed for designing nonpeptidic agents in medicinal chemistry, see a) T. Fukami, T. Nagase, K. Fujita, T. Hayama, K. Niiyama, T. Mase, S. Nakajima, T. Fukuroda, T. Saeki, M. Nishikibe, M. Ihara, M. Yano, K. Ishikawa, J. Med. Chem. 1995, 38, 4309; b) R. Haubner, R. Gratias, B. Diefenbach, S. L. Goodman, A. Jonczyk, H. Kessler, J. Am. Chem. Soc. 1996, 118, 7461; c) A. F. Spatola, Y. Crozet, J. Med. Chem. 1996, 39, 3842; d) J. Wermuth, S. L. Goodman, A. Jonczyk, H. Kessler, J. Am. Chem. Soc. 1997, 119, 1328; e) R. Haubner, D. Finsinger, H. Kessler, Angew. Chem. 1997, 109, 1440; Angew. Chem. Int. Ed. Engl. 1997, 36, 1374; f) K. Nakayama, H. C. Kawano, H. Inagaki, T. Ohta, Org. Lett. 2001, 3, 3447; g) H. C. Kawano, K. Nakayama, H. Inagaki, T. Ohta, Org. Lett. 2001, 3, 3451.
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Cyclic oligopeptides, which are relatively constrained by a ring structure, have been successfully employed for designing nonpeptidic agents in medicinal chemistry, see a) T. Fukami, T. Nagase, K. Fujita, T. Hayama, K. Niiyama, T. Mase, S. Nakajima, T. Fukuroda, T. Saeki, M. Nishikibe, M. Ihara, M. Yano, K. Ishikawa, J. Med. Chem. 1995, 38, 4309; b) R. Haubner, R. Gratias, B. Diefenbach, S. L. Goodman, A. Jonczyk, H. Kessler, J. Am. Chem. Soc. 1996, 118, 7461; c) A. F. Spatola, Y. Crozet, J. Med. Chem. 1996, 39, 3842; d) J. Wermuth, S. L. Goodman, A. Jonczyk, H. Kessler, J. Am. Chem. Soc. 1997, 119, 1328; e) R. Haubner, D. Finsinger, H. Kessler, Angew. Chem. 1997, 109, 1440; Angew. Chem. Int. Ed. Engl. 1997, 36, 1374; f) K. Nakayama, H. C. Kawano, H. Inagaki, T. Ohta, Org. Lett. 2001, 3, 3447; g) H. C. Kawano, K. Nakayama, H. Inagaki, T. Ohta, Org. Lett. 2001, 3, 3451.
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Cyclic oligopeptides, which are relatively constrained by a ring structure, have been successfully employed for designing nonpeptidic agents in medicinal chemistry, see a) T. Fukami, T. Nagase, K. Fujita, T. Hayama, K. Niiyama, T. Mase, S. Nakajima, T. Fukuroda, T. Saeki, M. Nishikibe, M. Ihara, M. Yano, K. Ishikawa, J. Med. Chem. 1995, 38, 4309; b) R. Haubner, R. Gratias, B. Diefenbach, S. L. Goodman, A. Jonczyk, H. Kessler, J. Am. Chem. Soc. 1996, 118, 7461; c) A. F. Spatola, Y. Crozet, J. Med. Chem. 1996, 39, 3842; d) J. Wermuth, S. L. Goodman, A. Jonczyk, H. Kessler, J. Am. Chem. Soc. 1997, 119, 1328; e) R. Haubner, D. Finsinger, H. Kessler, Angew. Chem. 1997, 109, 1440; Angew. Chem. Int. Ed. Engl. 1997, 36, 1374; f) K. Nakayama, H. C. Kawano, H. Inagaki, T. Ohta, Org. Lett. 2001, 3, 3447; g) H. C. Kawano, K. Nakayama, H. Inagaki, T. Ohta, Org. Lett. 2001, 3, 3451.
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Cyclic oligopeptides, which are relatively constrained by a ring structure, have been successfully employed for designing nonpeptidic agents in medicinal chemistry, see a) T. Fukami, T. Nagase, K. Fujita, T. Hayama, K. Niiyama, T. Mase, S. Nakajima, T. Fukuroda, T. Saeki, M. Nishikibe, M. Ihara, M. Yano, K. Ishikawa, J. Med. Chem. 1995, 38, 4309; b) R. Haubner, R. Gratias, B. Diefenbach, S. L. Goodman, A. Jonczyk, H. Kessler, J. Am. Chem. Soc. 1996, 118, 7461; c) A. F. Spatola, Y. Crozet, J. Med. Chem. 1996, 39, 3842; d) J. Wermuth, S. L. Goodman, A. Jonczyk, H. Kessler, J. Am. Chem. Soc. 1997, 119, 1328; e) R. Haubner, D. Finsinger, H. Kessler, Angew. Chem. 1997, 109, 1440; Angew. Chem. Int. Ed. Engl. 1997, 36, 1374; f) K. Nakayama, H. C. Kawano, H. Inagaki, T. Ohta, Org. Lett. 2001, 3, 3447; g) H. C. Kawano, K. Nakayama, H. Inagaki, T. Ohta, Org. Lett. 2001, 3, 3451.
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Cyclic oligopeptides, which are relatively constrained by a ring structure, have been successfully employed for designing nonpeptidic agents in medicinal chemistry, see a) T. Fukami, T. Nagase, K. Fujita, T. Hayama, K. Niiyama, T. Mase, S. Nakajima, T. Fukuroda, T. Saeki, M. Nishikibe, M. Ihara, M. Yano, K. Ishikawa, J. Med. Chem. 1995, 38, 4309; b) R. Haubner, R. Gratias, B. Diefenbach, S. L. Goodman, A. Jonczyk, H. Kessler, J. Am. Chem. Soc. 1996, 118, 7461; c) A. F. Spatola, Y. Crozet, J. Med. Chem. 1996, 39, 3842; d) J. Wermuth, S. L. Goodman, A. Jonczyk, H. Kessler, J. Am. Chem. Soc. 1997, 119, 1328; e) R. Haubner, D. Finsinger, H. Kessler, Angew. Chem. 1997, 109, 1440; Angew. Chem. Int. Ed. Engl. 1997, 36, 1374; f) K. Nakayama, H. C. Kawano, H. Inagaki, T. Ohta, Org. Lett. 2001, 3, 3447; g) H. C. Kawano, K. Nakayama, H. Inagaki, T. Ohta, Org. Lett. 2001, 3, 3451.
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0042991150
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note
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An additional Gly residue was employed as a spacer to avoid epimerization of a C-terminal residue during cyclization in peptide synthesis.
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18
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0041488554
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note
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The synthesis and evaluation of cyclic peptides are described in detail in the Supporting Information.
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19
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0041488553
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note
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CXCR4 is known to participate in infection by X4-HIV virus,[9] and in our previous research the affinities of T140 derivatives for CXCR4 have correlated with the anti-HIV activity.
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20
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0042490420
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(Eds.: C. M. Deber, V. J. Hruby, K. Kopple), Pierce Chemical Company, Rockford; and reference [2b]
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The principal concept of "sequence-based" libraries has been reported as the "spatial-screening" methodology: H. Kessler, B. Kutscher, R. Kerssebaum, A. Klein, J. Lautz in Peptides: Structures and Function, Proceedings of the Ninth American Peptide Symposium (Eds.: C. M. Deber, V. J. Hruby, K. Kopple), Pierce Chemical Company, Rockford, 1985, pp. 83-92; and reference [2b].
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Kessler, H.1
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21
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0030002637
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