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38
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84891307980
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-
note
-
vs-AA-OH = vinylogous sulfonyl amino acid. Defined vinylogous sulfonyl amino-acid residues are described by the vs-prefix to the three-letter code of the corresponding amino acid; for example, vs-Ala = vinylogous sulfonyl alanyl.
-
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39
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0029117927
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and references cited therein
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a) M. Nishio, Y. Umezawa, M. Hirota, Y. Takeuchi, Tetrahedron 1995, 51, 8665, and references cited therein;
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41
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84891295154
-
-
note
-
The folding preferences in a solvent of this kind may be relevant for the binding of vs-peptides with proteins or other receptors in nonpolar situations (e.g., the interior of a biomembrane). Acetonitrile and DMSO, which are significantly more polar than chloroform, are known to severely disrupt intramolecular hydrogen bonding in amides (ref. [6]).
-
-
-
-
42
-
-
0010461163
-
-
3J indicates an increased population of the CH2-eclipsed rotamer. On the basis of the Boltzmann distribution law, at lower temperatures the population of the more stable rotamer should rise. Thus, a greater observed H 2-H 3 coupling constant at lower temperatures indicates that the CH 2-eclipsed rotamer (H-C*-C=C ca. 0°) is more stable, while a smaller H 2-H 3 coupling constant at lower temperatures indicates that the CN-eciipsed rotamer (N-C*-C=C ca. 0°) is more stable. See: a
-
3J indicates an increased population of the CH2-eclipsed rotamer. On the basis of the Boltzmann distribution law, at lower temperatures the population of the more stable rotamer should rise. Thus, a greater observed H 2-H 3 coupling constant at lower temperatures indicates that the CH 2-eclipsed rotamer (H-C*-C=C ca. 0°) is more stable, while a smaller H 2-H 3 coupling constant at lower temperatures indicates that the CN-eciipsed rotamer (N-C*-C=C ca. 0°) is more stable. See: a) B. W. Gung, M. S. Gerdeman, R. A. Fouch, M. A. Wolf, J. Org. Chem. 1994, 59, 4255-4261;
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46
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84891285611
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The concentration independence of δ(NH) values does not in principle allow one to distinguish between a lack of aggregation and the formation of an extremely stable aggregate (e.g., vs-dipeptide, vs-tripeptide, etc.). However, this seems unlikely. For a discussion of this possibility, see footnote 13 of ref. [6 b] and footnote 16 of ref. [6 f]
-
The concentration independence of δ(NH) values does not in principle allow one to distinguish between a lack of aggregation and the formation of an extremely stable aggregate (e.g., vs-dipeptide, vs-tripeptide, etc.). However, this seems unlikely. For a discussion of this possibility, see footnote 13 of ref. [6 b] and footnote 16 of ref. [6 f].
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52
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85023346540
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For a conformational analysis of vinylogous polypeptides, see
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a) For a conformational analysis of vinylogous polypeptides, see: M. Hagihara, N. J. Anthony, T. J. Stout, J. Clardy, S. L. Schreiber, J. Am. Chem. Soc. 1992, 114, 6568-6570;
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53
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0002037724
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for a conformational analysis of 1,2-diaminoethane diureas, see
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b) for a conformational analysis of 1,2-diaminoethane diureas, see: J. S. Nowick, M. Abdi, K. A. Bellamo, J. A. Love, E. J. Martinez, G. Noronha, E. M. Smith, J. W. Ziller, J. Am. Chem. Soc. 1995, 117, 89-99.
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84891293081
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note
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Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication No. CCDC-1220-6. Copies of the data can be obtained free of charge on application to the Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (Fax: Int. code +(1223)336-033; e-mail: teched@chemcrys.cam.ac.uk).
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