-
1
-
-
0011440001
-
-
note
-
4: tetrakistriphenylphosphine palladium(O), PyBOP: benzotriazol-1-yloxy-tris(pyrrolidino)phosphoniurn hexafluorophosphate; SPPS: solid-phase synthesis, TBTU: 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate, TFA: trifluoroacetic acid; TFE: trifluoroethanol.
-
-
-
-
2
-
-
0023859136
-
-
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0030047005
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0026584072
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0029035141
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0026631171
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6) a) Ishikawa, K., Fukami, T., Nagase, T., Fujita, K., Hayama, T., Niiyama, K., Mase, T., Ihara, M., Yano, M., J. Med. Chem. 1992, 35, 11, 2135-2142.
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0028243361
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7) a)Verheyden, P., Van Assche, I., Brichard, M. H., Demaude, T., Paye, I., Scarso, A., Van Bist, G., FEBS Lett., 1994, 344, 55-60.
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11
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0028263518
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b) Elliot, J. D., Lago, A. M., Cousins, R. D., Gao, A., Leber, J. D., Erhard, K. F., Nambi, P., Elshourbagy, N. A., Kumar, C., Lee, J. A., Bean, J. W., DeBrosse, C. W., Eggleston, D. S. Brooks, D. P., Feuerstein, G., Ruffolo, R. R. Weinstock, J. W., Gleason, J. G., Peishoff, C. E., Ohlstein, E. H., J. Med. Chem., 1994, 37, 1553-1557.
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Elliot, J.D.1
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Erhard, K.F.6
Nambi, P.7
Elshourbagy, N.A.8
Kumar, C.9
Lee, J.A.10
Bean, J.W.11
DeBrosse, C.W.12
Eggleston, D.S.13
Brooks, D.P.14
Feuerstein, G.15
Ruffolo, R.R.16
Weinstock, J.W.17
Gleason, J.G.18
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Ohlstein, E.H.20
more..
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12
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4243577427
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c) Hempel, J. C., Cordova de Sintjago, T., Guner, O., Hassan, M., Koerber, S. C., Vorpagel, E. R., Hagler, A. T; Eur. J. Med. Chem., 1995, 30 suppl(Is-688s), 392s-395s.
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Vorpagel, E.R.6
Hagler, A.T.7
-
13
-
-
0026567161
-
-
note
-
8) Molecular Modelling: By varying the L and D configuration, eight different H-cyclo(Lys-Trp-Asp) peptides were built with Quanta/Charmm (Molecular Simulations). For each peptide, eight energy-minimized starting conformations were modelled by simply flipping the amide bonds above or below the average plane of the ring. Conformer generation was performed using high-temperature dynamic runs followed by energy minimisation and cluster analysis leading to 40 low-energy conformations. The above conformers were compared with the BQ-123 solution conformation (Atkinson, A. R., Pelton J. T., FEBS Lett., 1992, 296, 1, 1-6) using Chem-X (Chemical Design Ltd). For each conformation (out of 320), the following were fitted : average plane of the peptide rings, Trp and Asp side chains, and the CO and NH amide groups.
-
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-
-
14
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-
33845559580
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9) Mazur, S., Jayaleshmy, P., J. Am. Chem. Soc., 1979, 101, 677-683.
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0000088713
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11) a) Friedrich-Bochnitschek, S., Waldmann, H., Kunz, H., J. Org. Chem., 1989, 54, 751-756.
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17
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0011471348
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(Smith J. A., and Rivier J. Ed.), Escom Leiden
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b) Lyttle, M. H., Hudson, D., in "Peptide-Chemistry and Biology: Proceedings of the Twelfth American Peptide Symposium", (Smith J. A., and Rivier J. Ed.), Escom Leiden, 1992, 583-584. Loffet, A., Zhang H. X. , In: "Innovation and Perspectives in Solid Phase Synthesis: Peptides, Polypeptides and Oligonucleotides", (Epton R. Ed.), Intercept Andover, 1992, 77-82.
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Lyttle, M.H.1
Hudson, D.2
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18
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0002525888
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(Epton R. Ed.), Intercept Andover
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b) Lyttle, M. H., Hudson, D., in "Peptide-Chemistry and Biology: Proceedings of the Twelfth American Peptide Symposium", (Smith J. A., and Rivier J. Ed.), Escom Leiden, 1992, 583-584. Loffet, A., Zhang H. X. , In: "Innovation and Perspectives in Solid Phase Synthesis: Peptides, Polypeptides and Oligonucleotides", (Epton R. Ed.), Intercept Andover, 1992, 77-82.
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, pp. 77-82
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Loffet, A.1
Zhang, H.X.2
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19
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0027942225
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12) a) Alsina, J., Rabanal, F., Giralt, E., Albericio, F., Tetrahedron Lett., 1994, 35, 9633-9636.
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0026690649
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b) Trzeciak, A., Bannwarth, W., Tetrahedron Lett., 1992, 33, 4557-4560. Kates, S. A., Solé, N. A., Johnson ,C. R., Tetrahedron Lett., 1993, 34, 1549-1552.
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Bannwarth, W.2
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0027406752
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b) Trzeciak, A., Bannwarth, W., Tetrahedron Lett., 1992, 33, 4557-4560. Kates, S. A., Solé, N. A., Johnson ,C. R., Tetrahedron Lett., 1993, 34, 1549-1552.
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Kates, S.A.1
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22
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0027279553
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13) Kates, S. A., Daniels, S. B., Albericio, F., Anal. Biochem., 1993, 212, 303-310.
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Kates, S.A.1
Daniels, S.B.2
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-
23
-
-
0011429318
-
-
note
-
+ Amino acid analysis: Lys, 0.73; Asp, 1.00; Trp, 0.94.
-
-
-
-
24
-
-
0025767755
-
-
15) Barlos, K., Chatzi, Olga, Gatos, D., Stavropoulos, G; Int. J. Peptide Protein Res., 1991, 37, 513-520.
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Barlos, K.1
Chatzi, O.2
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-
25
-
-
0011429319
-
-
note
-
3 (5 eq) (cyclization time: 48 h at 0°C).
-
-
-
-
26
-
-
0023127588
-
-
17) Brady, S. F., Freidinger, R. M., Paleveda, W. J., Colton, C. D., Homnick, C. F., Whitter, W. L., Curley, P., Nutt, R. F., Veber, D. F., J. Org. Chem., 1987, 52, 764-769
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Homnick, C.F.5
Whitter, W.L.6
Curley, P.7
Nutt, R.F.8
Veber, D.F.9
-
27
-
-
0011472113
-
-
3CN in water) from 5% to 65% B
-
3CN in water) from 5% to 65% B.
-
-
-
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