A tryptophan-substituted cholic acid : expanding the family of labelled biomolecules

Research output: Contribution to journalArticle

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A tryptophan-substituted cholic acid : expanding the family of labelled biomolecules. / Travaglini, Leana; Gubitosi, Marta; di Gregorio, Maria Chiara; D'Annibale, Andrea; Meijide, Francisco; Giustini, Mauro; Sennato, Simona; Obiols-Rabasa, Marc; Schillén, Karin; Pavel, Nicolae Viorel; Galantini, Luciano.

In: Colloids and Surfaces A: Physicochemical and Engineering Aspects, Vol. 483, No. Online 31 March 2015, 2015, p. 142-149.

Research output: Contribution to journalArticle

Harvard

Travaglini, L, Gubitosi, M, di Gregorio, MC, D'Annibale, A, Meijide, F, Giustini, M, Sennato, S, Obiols-Rabasa, M, Schillén, K, Pavel, NV & Galantini, L 2015, 'A tryptophan-substituted cholic acid : expanding the family of labelled biomolecules', Colloids and Surfaces A: Physicochemical and Engineering Aspects, vol. 483, no. Online 31 March 2015, pp. 142-149. https://doi.org/10.1016/j.colsurfa.2015.03.033

APA

Travaglini, L., Gubitosi, M., di Gregorio, M. C., D'Annibale, A., Meijide, F., Giustini, M., Sennato, S., Obiols-Rabasa, M., Schillén, K., Pavel, N. V., & Galantini, L. (2015). A tryptophan-substituted cholic acid : expanding the family of labelled biomolecules. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 483(Online 31 March 2015), 142-149. https://doi.org/10.1016/j.colsurfa.2015.03.033

CBE

Travaglini L, Gubitosi M, di Gregorio MC, D'Annibale A, Meijide F, Giustini M, Sennato S, Obiols-Rabasa M, Schillén K, Pavel NV, Galantini L. 2015. A tryptophan-substituted cholic acid : expanding the family of labelled biomolecules. Colloids and Surfaces A: Physicochemical and Engineering Aspects. 483(Online 31 March 2015):142-149. https://doi.org/10.1016/j.colsurfa.2015.03.033

MLA

Vancouver

Author

Travaglini, Leana ; Gubitosi, Marta ; di Gregorio, Maria Chiara ; D'Annibale, Andrea ; Meijide, Francisco ; Giustini, Mauro ; Sennato, Simona ; Obiols-Rabasa, Marc ; Schillén, Karin ; Pavel, Nicolae Viorel ; Galantini, Luciano. / A tryptophan-substituted cholic acid : expanding the family of labelled biomolecules. In: Colloids and Surfaces A: Physicochemical and Engineering Aspects. 2015 ; Vol. 483, No. Online 31 March 2015. pp. 142-149.

RIS

TY - JOUR

T1 - A tryptophan-substituted cholic acid : expanding the family of labelled biomolecules

AU - Travaglini, Leana

AU - Gubitosi, Marta

AU - di Gregorio, Maria Chiara

AU - D'Annibale, Andrea

AU - Meijide, Francisco

AU - Giustini, Mauro

AU - Sennato, Simona

AU - Obiols-Rabasa, Marc

AU - Schillén, Karin

AU - Pavel, Nicolae Viorel

AU - Galantini, Luciano

PY - 2015

Y1 - 2015

N2 - The synthesis of a novel cholic acid derivative bearing in the C-3 position a residue of tryptophan linked through an amide bond is herein described. Acidic or basic conditions are needed for the solubilization of the derivative in water. In alkaline solutions the molecule shows a self-association similar to the one of its natural precursor leading to the formation of ellipsoidal micelles which does not involve significant Trp–Trp interactions. On the contrary, in acidic conditions strong interactions between the tryptophan moieties occur, leading to the formation of a gel at low temperature. These interactions are broken upon heating and small micelles similar to those observed at high pH are formed. In both cases, fluorescence spectra suggest a polar environment for the amino acid fluorophore not remarkably affected by the self-assembly.

AB - The synthesis of a novel cholic acid derivative bearing in the C-3 position a residue of tryptophan linked through an amide bond is herein described. Acidic or basic conditions are needed for the solubilization of the derivative in water. In alkaline solutions the molecule shows a self-association similar to the one of its natural precursor leading to the formation of ellipsoidal micelles which does not involve significant Trp–Trp interactions. On the contrary, in acidic conditions strong interactions between the tryptophan moieties occur, leading to the formation of a gel at low temperature. These interactions are broken upon heating and small micelles similar to those observed at high pH are formed. In both cases, fluorescence spectra suggest a polar environment for the amino acid fluorophore not remarkably affected by the self-assembly.

U2 - 10.1016/j.colsurfa.2015.03.033

DO - 10.1016/j.colsurfa.2015.03.033

M3 - Article

VL - 483

SP - 142

EP - 149

JO - Colloids and Surfaces A: Physicochemical and Engineering Aspects

JF - Colloids and Surfaces A: Physicochemical and Engineering Aspects

SN - 0927-7757

IS - Online 31 March 2015

ER -