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PhD Thesis, Eindhoven University of Technology
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0012096316
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note
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Synthesized Gry-Gly-Gly-OH and Ac-Gly-Gly-Gly-OH were insoluble in chloroform in the presence of the dendrimer and the protected peptides themselves were hard to solubilize in DMSO.
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26
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0012090168
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note
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The peptides were investigated as their tri-n-octyl ammonium salts to increase solubility and in addition to prevent aggregation of the peptides.
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27
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0012035332
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note
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Partial IR spectra of the urea dendrimer - peptide complex can be found in the Supporting Information.
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28
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0012060903
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note
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Amide and carbamate NH-protons of the Boc-triglycine-tri-n-octyl ammonium salt were thoroughly assigned by H, H COSY NMR spectroscopy. We assume that there is no 'cross-over' of the NH signals when complexation to the dendrimer takes place.
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29
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0012095405
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note
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A relevant table can be found in the Supporting Information.
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30
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0012090895
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note
-
A relevant table can be found in the Supporting Information.
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31
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37049074206
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For information on HFIP-mediated cleavage from 2-chloro-trityl chloride resins, see: R. Bollhagen, M. Schmiedberger, K. Barlos, E. Grell, J. Chem. Soc. Chem. Commun. 1994, 2559-60.
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0001745182
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K. F. Purcell, J. A. Stikeleather, S. D. Brunk, J. Am. Chem. Soc. 1969, 91, 4019-4027.
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33
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0012065507
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note
-
Synthesis of the urea and thiourea dendrimers is described in Refs. [17] and [18], respectively.
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-
-
-
35
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0030934663
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For synthesis by an alternative route, see: S. Gangwar, G. M. Pauletti, T. J. Siahaan, V. J. Stella, R. T. Borchardt, J. Org. Chem. 1997, 62, 1356-1362.
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36
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0024992182
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For synthesis by an alternative route, see: S.-T. Chen, K.-T. Wang, J. Chem. Soc. Chem. Commun. 1990, 1045-1047; N. Voyer, B. Guérin, Tetrahedron, 1994, 50, 989-1010.
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Chen, S.-T.1
Wang, K.-T.2
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37
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0028137703
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For synthesis by an alternative route, see: S.-T. Chen, K.-T. Wang, J. Chem. Soc. Chem. Commun. 1990, 1045-1047; N. Voyer, B. Guérin, Tetrahedron, 1994, 50, 989-1010.
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Voyer, N.1
Guérin, B.2
-
39
-
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0012036533
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-
note
-
Boc-Gly-Gly-Ala-OH can be synthesized on a larger scale by a procedure analogous to that for compounds 2 and 3. Yields were typically around 65%.
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