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Tuning the properties of a cyclic RGD-containing tetrapeptide through backbone fluorination
- Source :
- Organic and Biomolecular Chemistry, Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2019, 17 (3), pp.664-674. ⟨10.1039/c8ob02679c⟩, Organic & Biomolecular Chemistry, Organic & Biomolecular Chemistry, 2019, 17 (3), pp.664-674. ⟨10.1039/c8ob02679c⟩
- Publication Year :
- 2019
- Publisher :
- HAL CCSD, 2019.
-
Abstract
- International audience; Stereoselective fluorination is investigated as a method for modulating the properties of a cyclic RGD-containing tetrapeptide. Three key outcomes of fluorination are assessed: (i) the effect on peptide cyclisation efficiency; (ii) the ability to fine-tune the molecular conformation; and (iii) the effect on the cyclic peptides' biological activity. Fluorination is found to exert pronounced effects against all three criteria.
- Subjects :
- chemistry.chemical_classification
Tetrapeptide
[CHIM.ORGA]Chemical Sciences/Organic chemistry
010405 organic chemistry
Chemistry
Stereochemistry
[SDV]Life Sciences [q-bio]
Organic Chemistry
Biological activity
Peptide
[SDV.CAN]Life Sciences [q-bio]/Cancer
[CHIM.THER]Chemical Sciences/Medicinal Chemistry
010402 general chemistry
01 natural sciences
Biochemistry
Molecular conformation
Cyclic peptide
0104 chemical sciences
Stereoselectivity
Physical and Theoretical Chemistry
Cyclic RGD
ComputingMilieux_MISCELLANEOUS
Subjects
Details
- Language :
- English
- ISSN :
- 14770520 and 14770539
- Database :
- OpenAIRE
- Journal :
- Organic and Biomolecular Chemistry, Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2019, 17 (3), pp.664-674. ⟨10.1039/c8ob02679c⟩, Organic & Biomolecular Chemistry, Organic & Biomolecular Chemistry, 2019, 17 (3), pp.664-674. ⟨10.1039/c8ob02679c⟩
- Accession number :
- edsair.doi.dedup.....f3b393b5a8b17f606106d8d1ed5ac912