Detecting local heterogeneity and ionization ability in the head group region of different lipidic phases using modified fluorescent probes

Osama K. Abou-Zied, N. Idayu Zahid, M. Faisal Khyasudeen, David S. Giera, Julian C. Thimm, Rauzah Hashim

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Local heterogeneity in lipid self-assembly is important for executing the cellular membrane functions. In this work, we chemically modified 2-(2′-hydroxyphenyl)benzoxazole (HBO) and attached a C8 alkyl chain in two different locations to probe the microscopic environment of four lipidic phases of dodecyl β-maltoside. The fluorescence change in HBO and the new probes (HBO-1 and HBO-2) shows that in all phases (micellar, hexagonal, cubic and lamellar) three HBO tautomeric species (solvated syn-enol, anionic, and closed syn-keto) are stable. The formation of multi tautomers reflects the heterogeneity of the lipidic phases. The results indicate that HBO and HBO-1 reside in a similar location within the head group region, whereas HBO-2 is slightly pushed away from the sugar-dominated area. The stability of the solvated syn-enol tautomer is due to the formation of a hydrogen bond between the OH group of the HBO moiety and an adjacent oxygen atom of a sugar unit. The detected HBO anions was proposed to be a consequence of this solvation effect where a hydrogen ion abstraction by the sugar units is enhanced. Our results point to a degree of local heterogeneity and ionization ability in the head group region as a consequence of the sugar amphoterism.

Original languageEnglish
Article number8699
JournalScientific Reports
Volume5
DOIs
Publication statusPublished - 2015

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Benzoxazoles
Fluorescent Dyes
Anions
Protons
Hydrogen

ASJC Scopus subject areas

  • General

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Detecting local heterogeneity and ionization ability in the head group region of different lipidic phases using modified fluorescent probes. / Abou-Zied, Osama K.; Zahid, N. Idayu; Khyasudeen, M. Faisal; Giera, David S.; Thimm, Julian C.; Hashim, Rauzah.

In: Scientific Reports, Vol. 5, 8699, 2015.

Research output: Contribution to journalArticle

Abou-Zied, Osama K. ; Zahid, N. Idayu ; Khyasudeen, M. Faisal ; Giera, David S. ; Thimm, Julian C. ; Hashim, Rauzah. / Detecting local heterogeneity and ionization ability in the head group region of different lipidic phases using modified fluorescent probes. In: Scientific Reports. 2015 ; Vol. 5.
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AU - Giera, David S.

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