Amide-to-ester substitution allows fine-tuning of the cyclopeptide conformational ensemble
- PMID: 20213784
- DOI: 10.1002/anie.200907274
Amide-to-ester substitution allows fine-tuning of the cyclopeptide conformational ensemble
Similar articles
-
Amide-to-ester substitution as a stable alternative to N-methylation for increasing membrane permeability in cyclic peptides.Nat Commun. 2023 Mar 17;14(1):1416. doi: 10.1038/s41467-023-36978-z. Nat Commun. 2023. PMID: 36932083 Free PMC article.
-
Biselectivity of isoDGR peptides for fibronectin binding integrin subtypes α5β1 and αvβ6: conformational control through flanking amino acids.J Med Chem. 2013 Feb 28;56(4):1509-19. doi: 10.1021/jm301221x. Epub 2013 Feb 18. J Med Chem. 2013. PMID: 23362923
-
Cyclic RGD-containing functionalized azabicycloalkane peptides as potent integrin antagonists for tumor targeting.ChemMedChem. 2009 Apr;4(4):615-32. doi: 10.1002/cmdc.200800422. ChemMedChem. 2009. PMID: 19212960
-
RGD Cyclopeptide Equipped with a Lysine-Engaging Salicylaldehyde Showing Enhanced Integrin Affinity and Cell Detachment Potency.Chemistry. 2023 Apr 3;29(19):e202203768. doi: 10.1002/chem.202203768. Epub 2023 Feb 27. Chemistry. 2023. PMID: 36594507
-
Backbone amide linker in solid-phase synthesis.Chem Rev. 2009 May;109(5):2092-118. doi: 10.1021/cr068206r. Chem Rev. 2009. PMID: 19290595 Review. No abstract available.
Cited by
-
Effects of cyclic lipodepsipeptide structural modulation on stability, antibacterial activity, and human cell toxicity.ChemMedChem. 2012 May;7(5):871-82. doi: 10.1002/cmdc.201200016. Epub 2012 Mar 5. ChemMedChem. 2012. PMID: 22392790 Free PMC article.
-
Conformational Plasticity Enhances the Brain Penetration of a Metabolically Stable, Dual-Functional Opioid-Peptide CycloAnt.Int J Mol Sci. 2024 Oct 23;25(21):11389. doi: 10.3390/ijms252111389. Int J Mol Sci. 2024. PMID: 39518941 Free PMC article.
-
Synthesis and Evaluation of Antimycobacterial and Antiplasmodial Activities of Hirsutellide A and Its Analogues.ACS Omega. 2020 Jun 9;5(24):14451-14460. doi: 10.1021/acsomega.0c01065. eCollection 2020 Jun 23. ACS Omega. 2020. PMID: 32596583 Free PMC article.
-
Amide-to-ester substitution as a stable alternative to N-methylation for increasing membrane permeability in cyclic peptides.Nat Commun. 2023 Mar 17;14(1):1416. doi: 10.1038/s41467-023-36978-z. Nat Commun. 2023. PMID: 36932083 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources