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1
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84945023382
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Nomenclature and symbols of amino acids and peptides generally follow the recommendations of the IUPAC-IUB Joint Commission of Biochemical Nomenclature in: Pure Appl. Chem. 1984, 56, 595-624. The following additional abbreviations are used: Aib, α-aminoisobutyric acid; AOMP, 5-(1H-7-azabenzotriazol-1-yloxy)-3,4-dihydro-1-methyl 2H-pyrrolium hexachloroantimonate; BDMP, 5-(1H-benzotriazol-1-yloxy)-3,4-dihydro-1-methyl 2H-pyrrolium hexachloroantimonate; BEMT, 2-bromo-3-ethyl-4-methylthiazolium tetrafluoroborate; BEP, 2-bromo-1-ethyl pyridinium tetrafluoroborate; BOMI, N-(1H-benzotriazol-1-ylmethylene)-N-methylmethanaminium hexachloroantimonate N-oxide; BOP, (1H-benzotriazol-1-yloxy)tris(dimethylammo)phosphonium hexafluorophosphate; BPMP, 1-(1H-benzotriazol-1-yloxy)phenylmethylenepyrrolidinium hexachloroantimonate; BTFFH, 1,1,3,3-bis-(tetramethylene)florouronium hexafluorophosphate; CMMM, chloro(4-morphoino)methylenemorpholinium hexafluorophosphate; DIEA, N, N′-diisopropylethylamine; HAPyU, 1-(1-pyrrolidinyl-1H -1,2,3-triazolo-[4,5-b]pyridin-1-ylmethylene)pyrrolidinium hexafluorophosphate N-oxide; HBPyU, O-(1H-benzotriazol-1-yl)-N,N,N′,N′-bis(tetramethylene)-uronium hexafluorophosphate; HBTU, N-[(1H-benzotriazol-1-yl)(dimethylamino)methylene]-N-methylmethanaminium hexafluorophosphate N-oxide; HOBt, 1-hydroxybenzotriazole; MeBmt, (4R)-4-[(2′E)-butenyl]-4,N-dimethyl-L-threonine; PyBroP, bromotripyrrolidinophosphonium hexafluorophosphate.
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(1984)
Pure Appl. Chem.
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2
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(a) Traber, R.; Loosli, H.-R.; Hofmann, H.; Huhn, M.; Wartburg, A. Helv. Chim. Acta 1982, 65, 1655-1677.
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Traber, R.1
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Wartburg, A.5
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4
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0342564149
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Herz, W., Grisebach, H., Kirby, G. W., Tamm, C., Eds.; Springer-Verlag: New York
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Inouye, H.; Jaenicke, L.; Lounasmaa, M.; Marner, F.-J.; SÚquin, U.; Somersalo, P.; Uesato, S.; Wenger, R. M. In Progress in the Chemistry of Organic Natural Products: Cyclosporin and Analogues-isolation and Synthesis-Mechanism of Action and Structural Requirements for Pharmacological Activity; Herz, W., Grisebach, H., Kirby, G. W., Tamm, C., Eds.; Springer-Verlag: New York, 1986; Vol. 50, pp 123-168.
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Inouye, H.1
Jaenicke, L.2
Lounasmaa, M.3
Marner, F.-J.4
Súquin, U.5
Somersalo, P.6
Uesato, S.7
Wenger, R.M.8
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5
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White, D. J. G., Ed.; Elsevier Biomedical: Amsterdam
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(a) Borel, J. F. In Cyclosporine A; White, D. J. G., Ed.; Elsevier Biomedical: Amsterdam, 1982; pp 5-17.
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Borel, J.F.1
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(b) Loosli, H.-R.; Kessler, H.; Oschkinat, H.; Weber, H.-P.; Petcher, T.; Widmer, A. Helv. Chim. Acta 1985, 68, 682-704.
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Loosli, H.-R.1
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Oschkinat, H.3
Weber, H.-P.4
Petcher, T.5
Widmer, A.6
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7
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Kessler, H.; Loosli, H.-R.; Oschkinat, H. Helv. Chim. Acta 1985, 68, 661-681.
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Kessler, H.1
Loosli, H.-R.2
Oschkinat, H.3
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9
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Lawen, A.; Dittmann, J.; Schmidt, B.; Riesner, D.; Kleinkauf, H. Biochimie 1992, 74, 511-516.
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Kleinkauf, H.5
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Galpin, I.J.1
Mohammed, A.K.A.2
Patel, A.3
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16
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0023017976
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Tung, R. D.; Dhaon, M. K.; Rich, D. H. J. Org. Chem. 1986, 51, 3350-3354.
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Tung, R.D.1
Dhaon, M.K.2
Rich, D.H.3
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18
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Freidinger, R. M.; Hinkle, J. S.; Perlow, D. S.; Arison, B. H. J. Org. Chem. 1983, 48, 77-81.
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Freidinger, R.M.1
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Coste, J.1
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22
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0342998518
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note
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The quantity of the D-L isomer can be calculated from the four sharp signals of OMe group. The diastereoisomers: Z-L-MeVal-L-MeVal-OMe, Z-D-MeVal-L-MeVal-OMe, and Z-D,L-Me-Val-L-Me-Val-OMe were synthesized, respectively, to determine the chemical shifts and proportions of the OMe signals of the four conformers of each isomer.
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23
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0342564143
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note
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w) values were 0.045 (0.057) for 2247 reflections |I > 3.00σ(I)) and 190 variables.
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24
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0342564141
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note
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For analogous BDMP, BPMP, and AOMP of which X-ray data have not yet been obtained, the structural representations have arbitrarily been assigned as the O-substituted forms, and their nomenclature was also retained in this paper.
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26
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0025868658
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(b) Coste, J.; Frerot, E.; Jouin, P. Tetrahedron Lett. 1991, 32, 1967-1970.
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Tetrahedron Lett.
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Coste, J.1
Frerot, E.2
Jouin, P.3
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27
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0032567305
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Albericio, F.; Bofill, J. M.; El-Faham, A.; Kates, S. A. J. Org. Chem. 1998, 63, 9678-9683.
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Albericio, F.1
Bofill, J.M.2
El-Faham, A.3
Kates, S.A.4
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31
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0343869839
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Quesniaux, V. International Patent WO 86/02080, filled 9/27/85, published 4/10/86
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Rosenthaler, J.; Wenger, R.; Ball, P. E.; Schreier, M. H.; Quesniaux, V. International Patent WO 86/02080, filled 9/27/85, published 4/10/86.
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Rosenthaler, J.1
Wenger, R.2
Ball, P.E.3
Schreier, M.H.4
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32
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0342998512
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note
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(a) For quantitation of Fmoc-protected peptide segment on resin, UV absorbance of the fulvene-piperidine adduct at 301 nm was measured after cleavage of the Fmoc group with piperidine.
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33
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0018322523
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(b) Meienhofer, J.; Waki, M.; Heimer, E.; Lambros, T. J.; Makofske, R.; Chang, C.-D. Int. J. Pept. Protein Res. 1979, 13, 35.
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Int. J. Pept. Protein Res.
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Meienhofer, J.1
Waki, M.2
Heimer, E.3
Lambros, T.J.4
Makofske, R.5
Chang, C.-D.6
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34
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0030975051
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and references therein
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Albericio, F.; Cases, M.; Alsina, J.; Triolo, S. A.; Carpino, L. A.; Kates, S. A. Tetrahedron Lett. 1997, 38, 4853-4856 and references therein.
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Albericio, F.1
Cases, M.2
Alsina, J.3
Triolo, S.A.4
Carpino, L.A.5
Kates, S.A.6
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35
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0015527159
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(a) Khosla, M. C.; Smeby, R. R.; Bumpus, F. J. Am. Chem. Soc. 1972, 94, 4721-4724.
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Khosla, M.C.1
Smeby, R.R.2
Bumpus, F.J.3
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