Dicarboxylated hyaluronate: Synthesis of a new, highly
functionalized and biocompatible derivative

J 2022

Dicarboxylated hyaluronate: Synthesis of a new, highly functionalized and biocompatible derivative

MUENSTER, Lukas, Zdenka CAPAKOVA, Petr HUMPOLICEK, Ivo KURITKA, Bjorn E CHRISTENSEN et. al.

Základní údaje

Originální název

Dicarboxylated hyaluronate: Synthesis of a new, highly functionalized and biocompatible derivative

Autoři

MUENSTER, Lukas, Zdenka CAPAKOVA, Petr HUMPOLICEK, Ivo KURITKA, Bjorn E CHRISTENSEN a Jan VICHA

Vydání

Carbohydrate Polymers, Oxford, ELSEVIER SCI LTD, 2022, 0144-8617

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10400 1.4 Chemical sciences

Stát vydavatele

Velká Británie a Severní Irsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 11.200

Kód RIV

RIV/00216224:14740/22:00128756

Organizační jednotka

Středoevropský technologický institut

DOI

http://dx.doi.org/10.1016/j.carbpol.2022.119661

UT WoS

000818379000005

Klíčová slova anglicky

Sodium hyaluronate; Selective oxidation; Periodate oxidation; Chlorite oxidation; Dicarboxylated hyaluronate; Cisplatin

Štítky

CF NMR, ne MU, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 28. 2. 2023 14:33, Mgr. Pavla Foltynová, Ph.D.

Anotace

V originále

Sequential periodate-chlorite oxidation of sodium hyaluronate to 2,3-dicarboxylated hyaluronate (DCH), a novel biocompatible and highly functionalized derivative bearing additional pair of -COOH groups at C2 and C3 carbons of oxidized ?-glucuronic acid units, is investigated. The impact of various reaction parameters (time, oxidizer concentration, and molar amount) on DCH's composition, molecular weight, degree of oxidation, and cytotoxicity are investigated to guide the synthesis of DCH derivatives of desired properties. Subsequently, fully (99%) and partially (70%) oxidized DCH derivatives were compared to untreated sodium hyaluronate in terms of anticancer drug cisplatin loading efficacy, carrier capacity, drug release rates, and cytotoxicity towards healthy and cancerous cell lines. DCH derivatives were found to be superior in every aspect, having nearly twice the carrier capacity, significantly slower release rates, and higher efficacy. DCH is thus a highly interesting hyaluronate derivative with an adjustable degree of oxidation, molecular weight, and great potential for further modifications.

Návaznosti

90127, velká výzkumná infrastruktura

Název: CIISB II

Citovat

MUENSTER, Lukas, Zdenka CAPAKOVA, Petr HUMPOLICEK, Ivo KURITKA, Bjorn E CHRISTENSEN a Jan VICHA. Dicarboxylated hyaluronate: Synthesis of a new, highly functionalized and biocompatible derivative. Carbohydrate Polymers. Oxford: ELSEVIER SCI LTD, 2022, roč. 292, SEP, s. 119661-119673. ISSN 0144-8617. Dostupné z: https://dx.doi.org/10.1016/j.carbpol.2022.119661.

@article{2262407,
   author = {Muenster, Lukas and Capakova, Zdenka and Humpolicek, Petr and Kuritka, Ivo and Christensen, Bjorn E and Vicha, Jan},
   article_location = {Oxford},
   article_number = {SEP},
   doi = {http://dx.doi.org/10.1016/j.carbpol.2022.119661},
   keywords = {Sodium hyaluronate; Selective oxidation; Periodate oxidation; Chlorite oxidation; Dicarboxylated hyaluronate; Cisplatin},
   language = {eng},
   issn = {0144-8617},
   journal = {Carbohydrate Polymers},
   title = {Dicarboxylated hyaluronate: Synthesis of a new, highly functionalized and biocompatible derivative},
   url = {https://www.sciencedirect.com/science/article/pii/S0144861722005665?via%3Dihub},
   volume = {292},
   year = {2022}
}

TY  - JOUR
ID  - 2262407
AU  - Muenster, Lukas - Capakova, Zdenka - Humpolicek, Petr - Kuritka, Ivo - Christensen, Bjorn E - Vicha, Jan
PY  - 2022
TI  - Dicarboxylated hyaluronate: Synthesis of a new, highly functionalized and biocompatible derivative
JF  - Carbohydrate Polymers
VL  - 292
IS  - SEP
SP  - 119661
EP  - 119661
PB  - ELSEVIER SCI LTD
SN  - 01448617
KW  - Sodium hyaluronate
KW  - Selective oxidation
KW  - Periodate oxidation
KW  - Chlorite oxidation
KW  - Dicarboxylated hyaluronate
KW  - Cisplatin
UR  - https://www.sciencedirect.com/science/article/pii/S0144861722005665?via%3Dihub
N2  - Sequential periodate-chlorite oxidation of sodium hyaluronate to 2,3-dicarboxylated hyaluronate (DCH), a novel biocompatible and highly functionalized derivative bearing additional pair of -COOH groups at C2 and C3 carbons of oxidized ?-glucuronic acid units, is investigated. The impact of various reaction parameters (time, oxidizer concentration, and molar amount) on DCH's composition, molecular weight, degree of oxidation, and cytotoxicity are investigated to guide the synthesis of DCH derivatives of desired properties. Subsequently, fully (99%) and partially (70%) oxidized DCH derivatives were compared to untreated sodium hyaluronate in terms of anticancer drug cisplatin loading efficacy, carrier capacity, drug release rates, and cytotoxicity towards healthy and cancerous cell lines. DCH derivatives were found to be superior in every aspect, having nearly twice the carrier capacity, significantly slower release rates, and higher efficacy. DCH is thus a highly interesting hyaluronate derivative with an adjustable degree of oxidation, molecular weight, and great potential for further modifications.
ER  -

MUENSTER, Lukas, Zdenka CAPAKOVA, Petr HUMPOLICEK, Ivo KURITKA, Bjorn E CHRISTENSEN a Jan VICHA. Dicarboxylated hyaluronate: Synthesis of a new, highly functionalized and biocompatible derivative. \textit{Carbohydrate Polymers}. Oxford: ELSEVIER SCI LTD, 2022, roč.~292, SEP, s.~119661-119673. ISSN~0144-8617. Dostupné z: https://dx.doi.org/10.1016/j.carbpol.2022.119661.

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