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https://doi.org/10.5562/cca3295

Bicyclic Peptide Based Lectinomimic

Maria C. Rodriguez ; Department of Chemistry and Biochemistry, Florida Atlantic University, 777 Glades Road, Boca Raton, FL 33431, USA
Nina Bionda ; Department of Chemistry and Biochemistry, Florida Atlantic University, 777 Glades Road, Boca Raton, FL 33431, USA
Claudia A. Johnson ; Department of Chemistry and Biochemistry, Florida Atlantic University, 777 Glades Road, Boca Raton, FL 33431, USA
Andreja Jakas ; Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička c. 54, HR-10000 Zagreb, Croatia
Predrag Čudić ; Department of Chemistry and Biochemistry, Florida Atlantic University, 777 Glades Road, Boca Raton, FL 33431, USA

Puni tekst: engleski, pdf (3 MB) str. 699-705 preuzimanja: 319* citiraj
APA 6th Edition
Rodriguez, M.C., Bionda, N., Johnson, C.A., Jakas, A. i Čudić, P. (2017). Bicyclic Peptide Based Lectinomimic. Croatica Chemica Acta, 90 (4), 699-705. https://doi.org/10.5562/cca3295
MLA 8th Edition
Rodriguez, Maria C., et al. "Bicyclic Peptide Based Lectinomimic." Croatica Chemica Acta, vol. 90, br. 4, 2017, str. 699-705. https://doi.org/10.5562/cca3295. Citirano 28.11.2020.
Chicago 17th Edition
Rodriguez, Maria C., Nina Bionda, Claudia A. Johnson, Andreja Jakas i Predrag Čudić. "Bicyclic Peptide Based Lectinomimic." Croatica Chemica Acta 90, br. 4 (2017): 699-705. https://doi.org/10.5562/cca3295
Harvard
Rodriguez, M.C., et al. (2017). 'Bicyclic Peptide Based Lectinomimic', Croatica Chemica Acta, 90(4), str. 699-705. https://doi.org/10.5562/cca3295
Vancouver
Rodriguez MC, Bionda N, Johnson CA, Jakas A, Čudić P. Bicyclic Peptide Based Lectinomimic. Croatica Chemica Acta [Internet]. 2017 [pristupljeno 28.11.2020.];90(4):699-705. https://doi.org/10.5562/cca3295
IEEE
M.C. Rodriguez, N. Bionda, C.A. Johnson, A. Jakas i P. Čudić, "Bicyclic Peptide Based Lectinomimic", Croatica Chemica Acta, vol.90, br. 4, str. 699-705, 2017. [Online]. https://doi.org/10.5562/cca3295

Sažetak
Peptide based lectin mimetics represent an attractive approach for the development of artificial carbohydrate receptors that might find application in bio-analytical and medicinal fields. Taking into consideration the structure of typical lectin binding site, we have designed a novel artificial receptor molecule possessing a rigid three-dimensional structure, hydrogen-bonding site and lipophilic binding pocket to promote hydrophobic interaction and hydrogen-bonding. A new solid-phase synthetic approach that allows complete synthesis of desired bicyclic peptide 1 on the solid support was developed. CD spectra of peptides 1 and 2 indicate that the structure of 1 is rather rigid and preorganised for the three-dimensional monosaccharide substrates binding. The binding affinities of bicyclic peptide receptor 1 toward various carbohydrate substrates at physiologically relevant conditions were estimated by UV/vis and fluorimetric titration experiments, and the observed values are in the millimolar range. With these results we have demonstrated that the bicyclic peptide 1 represent a promising basis for the design of new and more efficient carbohydrate receptors that may have broader application in bio-analytical or medicinal field.

Creative Commons License This work is licensed under a Creative Commons Attribution 4.0 International License.

Ključne riječi
Aqueous media; artificial receptors; bicyclic peptides; lectinomimics; monosaccharide binding

Hrčak ID: 199159

URI
https://hrcak.srce.hr/199159

Posjeta: 467 *