Peptidotriazolamers Inhibit A beta(1-42) Oligomerization and Cross a Blood-Brain-Barrier Model

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2021-05-01

Author

Tonali, Nicolo
Hericks, Loreen
Schroeder, David C.
Kracker, Oliver
Krzemieniecki, Radoslaw
Kaffy, Julia
Le Joncour, Vadim
Laakkonen, Pirjo
Marıon, Antoıne
Ongeri, Sandrine
Dodero, Veronica I.
Sewald, Norbert

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In peptidotriazolamers every second peptide bond is replaced by a 1H-1,2,3-triazole. Such foldamers are expected to bridge the gap in molecular weight between small-molecule drugs and protein-based drugs. Amyloid beta (A beta) aggregates play an important role in Alzheimer's disease. We studied the impact of amide bond replacements by 1,4-disubstituted 1H-1,2,3-triazoles on the inhibitory activity of the aggregation "hot spots" (KLVFF20)-L-16 and G(39)VVIA(42) in A beta(1-42). We found that peptidotriazolamers act as modulators of the A beta(1-42) oligomerization. Some peptidotriazolamers are able to interfere with the formation of toxic early A beta oligomers, depending on the position of the triazoles, which is also supported by computational studies. Preliminary in vitro results demonstrate that a highly active peptidotriazolamer is also able to cross the blood-brain-barrier.

URI

https://hdl.handle.net/11511/90521

Journal

CHEMPLUSCHEM

DOI

https://doi.org/10.1002/cplu.202000814

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Department of Chemistry, Article

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Citation Formats

N. Tonali et al., “Peptidotriazolamers Inhibit A beta(1-42) Oligomerization and Cross a Blood-Brain-Barrier Model,” CHEMPLUSCHEM, pp. 0–0, 2021, Accessed: 00, 2021. [Online]. Available: https://hdl.handle.net/11511/90521.