The DOI matches its Crossref record; 6 of the 6 references it cites were found in a registry or an index.
Chemical Modifications Designed to Improve Peptide Stability: Incorporation of Non-Natural Amino Acids, Pseudo-Peptide Bonds, and Cyclization
Abstract
Functions and properties of native peptides vary from highly specific antibiotics or cytotoxic antitumor drugs, to hormones, neurotransmitters, immunomodulators, etc. Despite their potential utility as therapeutic agents, there are problems connected with the use of natural peptides, due to the low stability against proteolysis, resulting in a short duration of in vivo activity, and in a low bioavailability. One way to overcome these disadvantages is the use of modified peptides, the so called peptidomimetics. Overall, the less peptide character in a drug candidate, the more stable it is towards protease cleavage. A huge number of non-peptidic scaffolds have been reported in the literature; nevertheless, several cases have failed to reproduce the activity of the precursor peptide when the scaffold itself contains relevant pharmacophore elements. Therefore, quasi-peptides still maintain their appeal for applications in medicinal chemistry. For the large number of different unnatural amino acids and peptidomimetics, the overview cannot be all-inclusive. This review focuses on modified peptides in which the peptide character is still preponderant, with particular emphasis on the chemical methodologies utilized to introduce the modifications.
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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
Influence of proline residues on protein conformation
MacArthur, M. W., & Thornton, J. M. (1991) · Journal of Molecular Biology · doi:10.1016/0022-2836(91)90721-h · Cited by 1,189
Schafmeister, C. E., Po, J., & Verdine, G. L. (2000) · Journal of the American Chemical Society · doi:10.1021/ja000563a · Cited by 1,037
Angiotensin-Converting Enzyme Inhibitors
Brown, N. J., & Vaughan, D. E. (1998) · Circulation · doi:10.1161/01.cir.97.14.1411 · Cited by 958
Synthetic Studies of Biologically Active Marine Cyclopeptides
Wipf, P. (1995) · Chemical Reviews · doi:10.1021/cr00038a013 · Cited by 574
Structures of peptides from α‐amino acids methylated at the α‐carbon,
Toniolo, C., Crisma, M., Formaggio, F., Valle, C., Cavicchioni, G., Precigoux, G., Aubry, A., & Kamphuis, J. (1993) · Biopolymers · doi:10.1002/bip.360330708 · Cited by 238
Cited by
Impact of non-proteinogenic amino acids in the discovery and development of peptide therapeutics
Ding, Y., Ting, J. P., Liu, J., Al-Azzam, S., Pandya, P., & Afshar, S. (2020) · Amino Acids · doi:10.1007/s00726-020-02890-9 · Cited by 200
Chia seeds (Salvia hispanica L.): A therapeutic weapon in metabolic disorders
Khalid, W., Arshad, M. S., Aziz, A., Rahim, M. A., Qaisrani, T. B., Afzal, F., Ali, A., Ranjha, M. M. A. N., Khalid, M. Z., & Anjum, F. M. (2023) · Food Science & Nutrition · doi:10.1002/fsn3.3035 · Cited by 108
Exploring bioactive peptides from natural sources for oxytocin and vasopressin drug discovery
Gruber, C. W., Koehbach, J., & Muttenthaler, M. (2012) · Future Medicinal Chemistry · doi:10.4155/fmc.12.108 · Cited by 49
Dong, Q.-G., Zhang, Y., Wang, M.-S., Feng, J., Zhang, H.-H., Wu, Y.-G., Gu, T.-J., Yu, X.-H., Jiang, C.-L., Chen, Y., et al. (2012) · Amino Acids · doi:10.1007/s00726-012-1322-y · Cited by 36
Azam, A., Mallart, S., Illiano, S., Duclos, O., Prades, C., & Maillère, B. (2021) · Frontiers in Immunology · doi:10.3389/fimmu.2021.637963 · Cited by 22
Metadata
- Authors
- Gentilucci, L., De Marco, R., & Cerisoli, L.
- Venue
- Current Pharmaceutical Design
- Publisher
- Bentham Science Publishers Ltd.
- Published
- 2010-09-01
- Volume
- 16
- Issue
- 28
- Pages
- 3185-3203
- ISSN
- 1381-6128 (ISSN-L)
- OpenAlex
- W2121597792
- Cited by
- 586
- References
- 6
- FWCI
- 7.09
- Type
- journal article
- Language
- en
- Open access
- closed
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- Gentilucci, L., De Marco, R., & Cerisoli, L. (2010). Chemical Modifications Designed to Improve Peptide Stability: Incorporation of Non-Natural Amino Acids, Pseudo-Peptide Bonds, and Cyclization. Current Pharmaceutical Design. https://doi.org/10.2174/138161210793292555
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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