Publication: Synthesis and conformational analysis of pentapeptides containing enantiomerically pure 2,2-disubstituted glycines
Synthesis and conformational analysis of pentapeptides containing enantiomerically pure 2,2-disubstituted glycines
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Brun, K. A., Linden, A., & Heimgartner, H. (2008). Synthesis and conformational analysis of pentapeptides containing enantiomerically pure 2,2-disubstituted glycines. Helvetica Chimica Acta, 91(3), 526–558. https://doi.org/10.1002/hlca.200890057
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Abstract
The synthesis and conformational analysis of model pentapeptides with the sequence Z-Leu-Aib-Xaa-Gln-Valol is described. These peptides contain two 2,2-disubstituted glycines (α,α-disubstituted α-amino acids), i.e., Aib (aminoisobutyric acid) and a series of unsymmetrically substituted, enantiomerically pure amino acids Xaa. These disubstituted amino acids were incorporated into the model peptides via the ‘azirine/oxazolone method’. Conformational analysis was performed in solution by means of NMR techniques and in the solid state by
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Brun, K. A., Linden, A., & Heimgartner, H. (2008). Synthesis and conformational analysis of pentapeptides containing enantiomerically pure 2,2-disubstituted glycines. Helvetica Chimica Acta, 91(3), 526–558. https://doi.org/10.1002/hlca.200890057