Počet záznamů: 1
Oleate-modified hyaluronan: Controlling the number and distribution of side chains by varying the reaction conditions
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SYSNO ASEP 0543196 Druh ASEP J - Článek v odborném periodiku Zařazení RIV J - Článek v odborném periodiku Poddruh J Článek ve WOS Název Oleate-modified hyaluronan: Controlling the number and distribution of side chains by varying the reaction conditions Tvůrce(i) Štrympl, O. (CZ)
Vohlídal, J. (CZ)
Hermannová, M. (CZ)
Maldonado-Domínguez, Mauricio (UFCH-W) ORCID
Brandejsová, M. (CZ)
Kopecká, K. (CZ)
Velebný, V. (CZ)
Huerta-Ángeles, G. (CZ)Číslo článku 118197 Zdroj.dok. Carbohydrate Polymers. - : Elsevier - ISSN 0144-8617
Roč. 267, SEP2021 (2021)Poč.str. 10 s. Jazyk dok. eng - angličtina Země vyd. GB - Velká Británie Klíč. slova Amphiphiles ; Hyaluronan ; Mixed anhydrides ; Oleic acid (PubChem CID: 445639) ; Pyrene (PubChem CID: 31423) ; Self-assembly ; Sodium hyaluronate (PubChem CID: 53447380) ; Solvent effect ; Substituent distribution pattern Vědní obor RIV CF - Fyzikální chemie a teoretická chemie Obor OECD Physical chemistry Způsob publikování Omezený přístup Institucionální podpora UFCH-W - RVO:61388955 UT WOS 000694014300008 EID SCOPUS 85107071968 DOI 10.1016/j.carbpol.2021.118197 Anotace In this work, low molecular weight hyaluronan was chemically modified by oleoyl moieties utilising mixed anhydrides methodology. The activation of oleic acid with benzoyl chloride in organic solvents miscible with water was followed by NMR spectroscopy. The product selectivity correlates with the solvent's Hildebrand solubility parameter. Furthermore, the effect of the solvent for the mixed anhydride formation was elucidated by density functional theory (DFT) and showed that the reactions are faster in acetonitrile or alcohols than in hexane. Furthermore, the solvent demonstrated to control the substituent distribution pattern along HA chain during esterification. An even distribution of substituents was observed in reactions performed in water mixed with ethers. The substituent distribution pattern clearly influenced the aggregation behaviour of amphiphilic HA, controlling the stability of the delivery system, while increasing the encapsulation capacity. Pracoviště Ústav fyzikální chemie J.Heyrovského Kontakt Michaela Knapová, michaela.knapova@jh-inst.cas.cz, Tel.: 266 053 196 Rok sběru 2022 Elektronická adresa http://hdl.handle.net/11104/0320467
Počet záznamů: 1