Influence of the hydrophobic domain on the self-assembly and hydrogen bonding of hydroxy-amphiphiles

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F19%3A00506841" target="_blank" >RIV/61388963:_____/19:00506841 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.rsc.org/en/content/articlelanding/2019/CP/C9CP01475F#!divAbstract" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2019/CP/C9CP01475F#!divAbstract</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c9cp01475f" target="_blank" >10.1039/c9cp01475f</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Influence of the hydrophobic domain on the self-assembly and hydrogen bonding of hydroxy-amphiphiles

Popis výsledku v původním jazyce

The amphiphiles 1-octadecanol (octadecyl (stearyl) alcohol, ODA) and 1,2-dioleoylglycerol (DOG) were studied by IR spectroscopy and X-ray diffraction combined with multiscale theoretical modeling. The computations allowed us to rationalize the experimental findings and deduce the supramolecular structure of the formed assemblies while providing a fairly detailed insight into their hydrogen-bonding patterns. IR spectra revealed that the amphiphilic assemblies dramatically differ in structural order and hydrogen-bond strength, both being high in ODA and low in DOG. On the other hand, both compounds demonstrated common features, namely a splitting of the IR bands arising from O-H stretching vibrations (nOH) as well as complete hydrophobicity. However, the observed phenomena have different origins in the two amphiphiles. While the nOH split in ODA occurs due to a vibrational coupling along the string of inter-layer O-H center dot center dot center dot O hydrogen bonds, in DOG it arises from different types of hydrogen bonds (intra-and intermolecular). The hydrophobicity of ODA stems from the very tight O-H center dot center dot center dot O hydrogen bonding network connecting the opposite monolayers in a densely packed tilted crystalline phase (Lc), whereas in DOG it occurs because the polar sites are locked inside reverted micellar-like assemblies. ODA and DOG illustrate that, in the assemblies of amphiphilic hydroxyl compounds, hydrogen bonds can be formed in a wide structural latitude, which is primarily governed by the chemical nature of apolar chains. Such a wide structural variability of OH-involving hydrogen bonds can be essential for the biological functioning of relevant molecules, such as glycolipids, acylglycerols, and, potentially, glycoproteins and carbohydrates.

Název v anglickém jazyce

Influence of the hydrophobic domain on the self-assembly and hydrogen bonding of hydroxy-amphiphiles

Popis výsledku anglicky

The amphiphiles 1-octadecanol (octadecyl (stearyl) alcohol, ODA) and 1,2-dioleoylglycerol (DOG) were studied by IR spectroscopy and X-ray diffraction combined with multiscale theoretical modeling. The computations allowed us to rationalize the experimental findings and deduce the supramolecular structure of the formed assemblies while providing a fairly detailed insight into their hydrogen-bonding patterns. IR spectra revealed that the amphiphilic assemblies dramatically differ in structural order and hydrogen-bond strength, both being high in ODA and low in DOG. On the other hand, both compounds demonstrated common features, namely a splitting of the IR bands arising from O-H stretching vibrations (nOH) as well as complete hydrophobicity. However, the observed phenomena have different origins in the two amphiphiles. While the nOH split in ODA occurs due to a vibrational coupling along the string of inter-layer O-H center dot center dot center dot O hydrogen bonds, in DOG it arises from different types of hydrogen bonds (intra-and intermolecular). The hydrophobicity of ODA stems from the very tight O-H center dot center dot center dot O hydrogen bonding network connecting the opposite monolayers in a densely packed tilted crystalline phase (Lc), whereas in DOG it occurs because the polar sites are locked inside reverted micellar-like assemblies. ODA and DOG illustrate that, in the assemblies of amphiphilic hydroxyl compounds, hydrogen bonds can be formed in a wide structural latitude, which is primarily governed by the chemical nature of apolar chains. Such a wide structural variability of OH-involving hydrogen bonds can be essential for the biological functioning of relevant molecules, such as glycolipids, acylglycerols, and, potentially, glycoproteins and carbohydrates.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2019

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Physical Chemistry Chemical Physics

ISSN

1463-9076

e-ISSN

—

Svazek periodika

21

Číslo periodika v rámci svazku

21

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

17

Strana od-do

11242-11258

Kód UT WoS článku

000471025900038

EID výsledku v databázi Scopus

2-s2.0-85066730043