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

Result code in 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>

Result on the web

<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>

Result language

angličtina

Original language name

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

Original language description

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.

Czech name

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Czech description

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Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

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OECD FORD branch

10403 - Physical chemistry

Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

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

Publication year

2019

Confidentiality

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

Name of the periodical

Physical Chemistry Chemical Physics

ISSN

1463-9076

e-ISSN

—

Volume of the periodical

21

Issue of the periodical within the volume

21

Country of publishing house

GB - UNITED KINGDOM

Number of pages

17

Pages from-to

11242-11258

UT code for WoS article

000471025900038

EID of the result in the Scopus database

2-s2.0-85066730043