The Properties and Role of O-Acyl-ω-hydroxy Fatty Acids and Type I-St and Type II Diesters in the Tear Film Lipid Layer Revealed by a Combined Chemistry and Biophysics Approach
| Autor: | Jukka A O Moilanen, Tuomo Viitaja, Filip S. Ekholm, Jan-Erik Raitanen, Riku O. Paananen |
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| Přispěvatelé: | Department of Chemistry, Helsinki University Hospital Area, HUS Head and Neck Center, Silmäklinikka |
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
TFLL
Double bond Stereochemistry 116 Chemical sciences Biophysics Meibomian gland Organic synthesis INVESTIGATE 010402 general chemistry 01 natural sciences Chemical synthesis Langmuir–Blodgett film 114 Physical sciences Article DRY EYE Evaporation resistance chemistry.chemical_compound NMR spectroscopy AGE Monolayer medicine 3125 Otorhinolaryngology ophthalmology NUCLEAR-MAGNETIC-RESONANCE CHOLESTERYL Lipid bilayer Diesters chemistry.chemical_classification HUMAN MEIBUM 010405 organic chemistry Dry eye syndrome Organic Chemistry MONOLAYERS Nuclear magnetic resonance spectroscopy Langmuir Blodgett film Lipids OAHFA 0104 chemical sciences EVAPORATION medicine.anatomical_structure chemistry MEIBOMIAN GLAND CHEMICAL-SYNTHESIS |
| Zdroj: | The Journal of Organic Chemistry |
| ISSN: | 1520-6904 0022-3263 |
| Popis: | Correction: 10.1021/acs.joc.1c02513. The tear film lipid layer (TFLL) that covers the ocular surface contains several unique lipid classes, including O-acyl-omega-hydroxy fatty acids, type I-St diesters, and type II diesters. While the TFLL represents a unique biological barrier that plays a central role in stabilizing the entire tear film, little is known about the properties and roles of individual lipid species. This is because their isolation from tear samples in sufficient quantities is a tedious task. To provide access to these species in their pure form, and to shed light on their properties, we here report a general strategy for the synthesis and structural characterization of these lipid classes. In addition, we study the organization and behavior of the lipids at the air-tear interface. Through these studies, new insights on the relationship between structural features, such as number of double bonds and the chain length, and film properties, such as spreading and evaporation resistance, were uncovered. |
| Databáze: | OpenAIRE |
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