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.

Basic information

Original name

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

Authors

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

Edition

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

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10400 1.4 Chemical sciences

Country of publisher

United Kingdom of Great Britain and Northern Ireland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 11.200

RIV identification code

RIV/00216224:14740/22:00128756

Organization unit

Central European Institute of Technology

DOI

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

UT WoS

000818379000005

Keywords in English

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

Abstract

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.

Links

90127, large research infrastructures

Name: CIISB II

Citovat

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

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