Direct and Indirect Biomimetic Peptide Modification of
Alginate: Efficiency, Side Reactions, and Cell Response

J 2021

Direct and Indirect Biomimetic Peptide Modification of Alginate: Efficiency, Side Reactions, and Cell Response

GOLUNOVÁ, Anna, Nadiia VELYCHKIVSKA, Zuzana MIKŠOVSKÁ, Václav CHOCHOLA, Josef JAROŠ et. al.

Základní údaje

Originální název

Direct and Indirect Biomimetic Peptide Modification of Alginate: Efficiency, Side Reactions, and Cell Response

Autoři

GOLUNOVÁ, Anna (203 Česká republika, garant), Nadiia VELYCHKIVSKA (203 Česká republika), Zuzana MIKŠOVSKÁ (203 Česká republika), Václav CHOCHOLA (203 Česká republika, domácí), Josef JAROŠ (203 Česká republika, domácí), Aleš HAMPL (203 Česká republika, domácí), Ognen POP-GEORGIEVSKI a Vladimír PROKS (203 Česká republika)

Vydání

International Journal of Molecular Sciences, Basel, MDPI, 2021, 1422-0067

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10608 Biochemistry and molecular biology

Stát vydavatele

Švýcarsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 6.208

Kód RIV

RIV/00216224:14110/21:00121748

Organizační jednotka

Lékařská fakulta

DOI

http://dx.doi.org/10.3390/ijms22115731

UT WoS

000660132100001

Klíčová slova anglicky

alginate; adhesion-promoting peptide; polysaccharide modification; cell adhesion; hESC; NMR; XPS

Štítky

14110517, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 19. 8. 2021 13:50, Mgr. Tereza Miškechová

Anotace

V originále

In the fast-developing field of tissue engineering there is a constant demand for new materials as scaffolds for cell seeding, which can better mimic a natural extracellular matrix as well as control cell behavior. Among other materials, polysaccharides are widely used for this purpose. One of the main candidates for scaffold fabrication is alginate. However, it lacks sites for cell adhesion. That is why one of the steps toward the development of suitable scaffolds for cells is the introduction of the biofunctionality to the alginate structure. In this work we focused on bone-sialoprotein derived peptide (TYRAY) conjugation to the molecule of alginate. Here the comparison study on four different approaches of peptide conjugation was performed including traditional and novel modification methods, based on 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide/N-hydroxy succinimide (EDC/NHS), 4-(4,6-dimethoxy-1,3,5-triazine-2-yl)-4-methylmorpholinium chloride (DMTMM), thiol-Michael addition and Cu-catalyzed azide–alkyne cycloaddition reactions. It was shown that the combination of the alginate amidation with the use of and subsequent Cu-catalyzed azide–alkyne cycloaddition led to efficient peptide conjugation, which was proven with both NMR and XPS methods. Moreover, the cell culture experiment proved the positive effect of peptide presence on the adhesion of human embryonic stem cells.

Návaznosti

MUNI/A/1689/2020, interní kód MU

Název: Zdroje pro tkáňové inženýrství 11 (Akronym: TissueEng 11)

Investor: Masarykova univerzita, Zdroje pro tkáňové inženýrství 11

Citovat

GOLUNOVÁ, Anna, Nadiia VELYCHKIVSKA, Zuzana MIKŠOVSKÁ, Václav CHOCHOLA, Josef JAROŠ, Aleš HAMPL, Ognen POP-GEORGIEVSKI a Vladimír PROKS. Direct and Indirect Biomimetic Peptide Modification of Alginate: Efficiency, Side Reactions, and Cell Response. International Journal of Molecular Sciences. Basel: MDPI, 2021, roč. 22, č. 11, s. 1-16. ISSN 1422-0067. Dostupné z: https://dx.doi.org/10.3390/ijms22115731.

@article{1775141,
   author = {Golunová, Anna and Velychkivska, Nadiia and Mikšovská, Zuzana and Chochola, Václav and Jaroš, Josef and Hampl, Aleš and PopandGeorgievski, Ognen and Proks, Vladimír},
   article_location = {Basel},
   article_number = {11},
   doi = {http://dx.doi.org/10.3390/ijms22115731},
   keywords = {alginate; adhesion-promoting peptide; polysaccharide modification; cell adhesion; hESC; NMR; XPS},
   language = {eng},
   issn = {1422-0067},
   journal = {International Journal of Molecular Sciences},
   title = {Direct and Indirect Biomimetic Peptide Modification of Alginate: Efficiency, Side Reactions, and Cell Response},
   url = {https://www.mdpi.com/1422-0067/22/11/5731/htm},
   volume = {22},
   year = {2021}
}

TY  - JOUR
ID  - 1775141
AU  - Golunová, Anna - Velychkivska, Nadiia - Mikšovská, Zuzana - Chochola, Václav - Jaroš, Josef - Hampl, Aleš - Pop-Georgievski, Ognen - Proks, Vladimír
PY  - 2021
TI  - Direct and Indirect Biomimetic Peptide Modification of Alginate: Efficiency, Side Reactions, and Cell Response
JF  - International Journal of Molecular Sciences
VL  - 22
IS  - 11
SP  - 1-16
EP  - 1-16
PB  - MDPI
SN  - 14220067
KW  - alginate
KW  - adhesion-promoting peptide
KW  - polysaccharide modification
KW  - cell adhesion
KW  - hESC
KW  - NMR
KW  - XPS
UR  - https://www.mdpi.com/1422-0067/22/11/5731/htm
N2  - In the fast-developing field of tissue engineering there is a constant demand for new materials as scaffolds for cell seeding, which can better mimic a natural extracellular matrix as well as control cell behavior. Among other materials, polysaccharides are widely used for this purpose. One of the main candidates for scaffold fabrication is alginate. However, it lacks sites for cell adhesion. That is why one of the steps toward the development of suitable scaffolds for cells is the introduction of the biofunctionality to the alginate structure. In this work we focused on bone-sialoprotein derived peptide (TYRAY) conjugation to the molecule of alginate. Here the comparison study on four different approaches of peptide conjugation was performed including traditional and novel modification methods, based on 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide/N-hydroxy succinimide (EDC/NHS), 4-(4,6-dimethoxy-1,3,5-triazine-2-yl)-4-methylmorpholinium chloride (DMTMM), thiol-Michael addition and Cu-catalyzed azide–alkyne cycloaddition reactions. It was shown that the combination of the alginate amidation with the use of and subsequent Cu-catalyzed azide–alkyne cycloaddition led to efficient peptide conjugation, which was proven with both NMR and XPS methods. Moreover, the cell culture experiment proved the positive effect of peptide presence on the adhesion of human embryonic stem cells.
ER  -

GOLUNOVÁ, Anna, Nadiia VELYCHKIVSKA, Zuzana MIKŠOVSKÁ, Václav CHOCHOLA, Josef JAROŠ, Aleš HAMPL, Ognen POP-GEORGIEVSKI a Vladimír PROKS. Direct and Indirect Biomimetic Peptide Modification of Alginate: Efficiency, Side Reactions, and Cell Response. \textit{International Journal of Molecular Sciences}. Basel: MDPI, 2021, roč.~22, č.~11, s.~1-16. ISSN~1422-0067. Dostupné z: https://dx.doi.org/10.3390/ijms22115731.

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