Abstract
Aggregation due to hydrogen-bonded interchain association, through the secondary amide bonds of the peptide backbone (i.e., ß-sheet formation), is thought to be the cause of difficult sequences in solid-phase peptide synthesis. The Hmb protection strategy was designed to circumvent this problem by removing the potential of backbone hydrogen bond formation and resulted in inhibited aggregation [1–3]. Especially, the hydrophobic alanine polymer showed a strong tendency to aggregate on the addition of more alanine residues [4]. Therefore, we focused on the automatic peptide syntheses of two hydrophobic difficult sequences ((Ala) 10-Valine and (Ala) 15-Valine), which were performed using Nsc-N α-(Hmb)Ala-OH [5, 6].99
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Lee, H.J., Chweh, W., Kim, YD., Lee, SS., Kim, HJ. (2001). Syntheses of Difficult Hydrophobic Sequences Using 2-(4-Nitrophenyl)sulfonylethoxycarbonyl(Nsc)-N α-(2-hydroxy- 4-methoxybenzyl)Ala-OH: (Ala)10-Valine, (Ala)15-Valine. In: Lebl, M., Houghten, R.A. (eds) Peptides: The Wave of the Future. American Peptide Symposia, vol 7. Springer, Dordrecht. https://doi.org/10.1007/978-94-010-0464-0_29
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DOI: https://doi.org/10.1007/978-94-010-0464-0_29
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-010-3905-5
Online ISBN: 978-94-010-0464-0
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