The DOI matches its Crossref record; 6 of the 6 references it cites were found in a registry or an index.
Comparative α‐Helicity of Cyclic Pentapeptides in Water
Abstract
Helix‐constrained polypeptides have attracted great interest for modulating protein–protein interactions (PPI). It is not known which are the most effective helix‐inducing strategies for designing PPI agonists/antagonists. Cyclization linkers (X 1–X 5) were compared here, using circular dichroism and 2D NMR spectroscopy, for α‐helix induction in simple model pentapeptides, Ac‐cyclo(1,5)‐[X 1‐Ala‐Ala‐Ala‐X 5]‐NH 2, in water. In this very stringent test of helix induction, a Lys1→Asp5 lactam linker conferred greatest α‐helicity, hydrocarbon and triazole linkers induced a mix of α‐ and 3 10‐helicity, while thio‐ and dithioether linkers produced less helicity. The lactam‐linked cyclic pentapeptide was also the most effective α‐helix nucleator attached to a 13‐residue model peptide.
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Cites
Activation of Apoptosis in Vivo by a Hydrocarbon-Stapled BH3 Helix
Walensky, L. D., Kung, A. L., Escher, I., Malia, T. J., Barbuto, S., Wright, R. D., Wagner, G., Verdine, G. L., & Korsmeyer, S. J. (2004) · Science · doi:10.1126/science.1099191 · Cited by 1,349
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Direct inhibition of the NOTCH transcription factor complex
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BAX activation is initiated at a novel interaction site
Gavathiotis, E., Suzuki, M., Davis, M. L., Pitter, K., Bird, G. H., Katz, S. G., Tu, H.-C., Kim, H., Cheng, E. H.-Y., Tjandra, N., et al. (2008) · Nature · doi:10.1038/nature07396 · Cited by 700
Development of α-Helical Calpain Probes by Mimicking a Natural Protein–Protein Interaction
Jo, H., Meinhardt, N., Wu, Y., Kulkarni, S., Hu, X., Low, K. E., Davies, P. L., DeGrado, W. F., & Greenbaum, D. C. (2012) · Journal of the American Chemical Society · doi:10.1021/ja307599z · Cited by 261
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Cited by
Pelay‐Gimeno, M., Glas, A., Koch, O., & Grossmann, T. N. (2015) · Angewandte Chemie International Edition · doi:10.1002/anie.201412070 · Cited by 717
Peptide stapling techniques based on different macrocyclisation chemistries
Lau, Y. H., de Andrade, P., Wu, Y., & Spring, D. R. (2015) · Chemical Society Reviews · doi:10.1039/c4cs00246f · Cited by 586
Modulating protein–protein interactions: the potential of peptides
Nevola, L., & Giralt, E. (2015) · Chemical Communications · doi:10.1039/c4cc08565e · Cited by 289
A “cross-stitched” peptide with improved helicity and proteolytic stability
Speltz, T. E., Mayne, C. G., Fanning, S. W., Siddiqui, Z., Tajkhorshid, E., Greene, G. L., & Moore, T. W. (2018) · Organic & Biomolecular Chemistry · doi:10.1039/c8ob00790j · Cited by 39
Unprotected peptide macrocyclization and stapling via a fluorine-thiol displacement reaction
Islam, M. S., Junod, S. L., Zhang, S., Buuh, Z. Y., Guan, Y., Zhao, M., Kaneria, K. H., Kafley, P., Cohen, C., Maloney, R., et al. (2022) · Nature Communications · doi:10.1038/s41467-022-27995-5 · Cited by 28
Metadata
- Authors
- de Araujo, A. D., Hoang, H. N., Kok, W. M., Diness, F., Gupta, P., Hill, T. A., Driver, R. W., Price, D. A., Liras, S., & Fairlie, D. P.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2014-05-14
- Volume
- 53
- Issue
- 27
- Pages
- 6965-6969
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2008520119
- Cited by
- 174
- References
- 6
- FWCI
- 8.64
- Type
- journal article
- Language
- en
- Open access
- closed
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- de Araujo, A. D., Hoang, H. N., Kok, W. M., Diness, F., Gupta, P., Hill, T. A., Driver, R. W., Price, D. A., Liras, S., & Fairlie, D. P. (2014). Comparative α‐Helicity of Cyclic Pentapeptides in Water. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201310245
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