The DOI matches its Crossref record; 32 of the 32 references it cites were found in a registry or an index.
1,2,3-Triazoles as peptide bond isosteres: synthesis and biological evaluation of cyclotetrapeptide mimics
Abstract
Since the discovery of Cu(I)-catalysed click chemistry, the field of peptidomimetics has expanded to include 1,4-connected 1,2,3-triazoles as useful peptide bond isosteres. Here, we report the synthesis of triazole-containing analogues of the naturally occurring tyrosinase inhibitor cyclo-[Pro-Val-Pro-Tyr] and show that the analogues retain enzyme inhibitory activity, demonstrating the effectiveness of a 1,4-connected 1,2,3-triazole as a trans peptide bond isostere.
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Cites
Tornøe, C. W., Christensen, C., & Meldal, M. (2002) · The Journal of Organic Chemistry · doi:10.1021/jo011148j · Cited by 8,696
The growing impact of click chemistry on drug discovery
Kolb, H. C., & Sharpless, K. B. (2003) · Drug Discovery Today · doi:10.1016/s1359-6446(03)02933-7 · Cited by 3,148
CuI‐Catalyzed Alkyne–Azide “Click” Cycloadditions from a Mechanistic and Synthetic Perspective
Bock, V. D., Hiemstra, H., & van Maarseveen, J. H. (2006) · European Journal of Organic Chemistry · doi:10.1002/ejoc.200500483 · Cited by 1,452
Self-citationKim, Y.-J., & Uyama, H. (2005) · Cellular and Molecular Life Sciences · doi:10.1007/s00018-005-5054-y · Cited by 1,062
Peptidomimetics—Tailored Enzyme Inhibitors
Gante, J. (1994) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199416991 · Cited by 825
Mushroom Tyrosinase: Recent Prospects
Seo, S.-Y., Sharma, V. K., & Sharma, N. (2003) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf020826f · Cited by 809
Peptidomimetics for Receptor Ligands—Discovery, Development, and Medical Perspectives
Giannis, A., & Kolter, T. (1993) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199312441 · Cited by 784
Lewis, W. G., Green, L. G., Grynszpan, F., Radić, Z., Carlier, P. R., Taylor, P., Finn, M. G., & Sharpless, K. B. (2002) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20020315)41:6<1053::aid-anie1053>3.0.co;2-4 · Cited by 744
Inhibitors of HIV‐1 Protease by Using In Situ Click Chemistry
Whiting, M., Muldoon, J., Lin, Y., Silverman, S. M., Lindstrom, W., Olson, A. J., Kolb, H. C., Finn, M. G., Sharpless, K. B., Elder, J. H., et al. (2006) · Angewandte Chemie International Edition · doi:10.1002/anie.200502161 · Cited by 516
Heterocyclic Peptide Backbone Modifications in an α-Helical Coiled Coil
Horne, W. S., Yadav, M. K., Stout, C. D., & Ghadiri, M. R. (2004) · Journal of the American Chemical Society · doi:10.1021/ja0450408 · Cited by 475
Cited by
Cu-Catalyzed Azide−Alkyne Cycloaddition
Meldal, M., & Tornøe, C. W. (2008) · Chemical Reviews · doi:10.1021/cr0783479 · Cited by 4,628
Contemporary strategies for peptide macrocyclization
White, C. J., & Yudin, A. K. (2011) · Nature Chemistry · doi:10.1038/nchem.1062 · Cited by 1,088
Lutz, J.-F., & Zarafshani, Z. (2008) · Advanced Drug Delivery Reviews · doi:10.1016/j.addr.2008.02.004 · Cited by 549
Cu(I)-Catalyzed Click Chemistry in Glycoscience and Their Diverse Applications
Agrahari, A. K., Bose, P., Jaiswal, M. K., Rajkhowa, S., Singh, A. S., Hotha, S., Mishra, N., & Tiwari, V. K. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.0c00920 · Cited by 445
Holub, J. M., & Kirshenbaum, K. (2010) · Chemical Society Reviews · doi:10.1039/b901977b · Cited by 326
Metadata
- Authors
- Bock, V. D., Speijer, D., Hiemstra, H., & van Maarseveen, J. H.
- Venue
- Organic & Biomolecular Chemistry
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2007
- Volume
- 5
- Issue
- 6
- Pages
- 971
- ISSN
- 1477-0520 (ISSN-L)
- 1477-0539
- OpenAlex
- W2133857972
- Cited by
- 287
- References
- 32
- FWCI
- 11.80
- Type
- journal article
- Language
- en
- Open access
- closed
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- Bock, V. D., Speijer, D., Hiemstra, H., & van Maarseveen, J. H. (2007). 1,2,3-Triazoles as peptide bond isosteres: synthesis and biological evaluation of cyclotetrapeptide mimics. Organic & Biomolecular Chemistry. https://doi.org/10.1039/b616751a
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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
