Abstract
Cis-prolyl conformations are recently found to play significant roles in recognition processes among proteins. Here, we present several applications in which pseudoprolines (ΨPro) were used to experimentally target hypothetical bioactive cis conformations. The pseudoproline 2,2-dimethyl-1,3-thiazolidine-4-carboxylic acid (Cys(ΨMe,Mepro), I) represents a highly effective cis-proline mimic. Its introduction in short model peptides as well as longer bioactive sequences derived from loop and recognition motifs of different proteins showed that it induces a cis-content in Xaai-1-ΨProi imide bonds of close to 100% [1,2]. On the other hand, the impact of the C2-substituents of ΨPro can be delineated by comparison with unsubstituted analogs (R = H).
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References
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© 2001 Springer Science+Business Media Dordrecht
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Wittelsberger, A., Patiny, L., Slaninová, J., Mutter, M. (2001). Pseudoprolines for Studying Bioactive cis-Prolyl Conformations. 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_325
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DOI: https://doi.org/10.1007/978-94-010-0464-0_325
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