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.

Basic information

Original name

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

Authors

GOLUNOVÁ, Anna (203 Czech Republic, guarantor), Nadiia VELYCHKIVSKA (203 Czech Republic), Zuzana MIKŠOVSKÁ (203 Czech Republic), Václav CHOCHOLA (203 Czech Republic, belonging to the institution), Josef JAROŠ (203 Czech Republic, belonging to the institution), Aleš HAMPL (203 Czech Republic, belonging to the institution), Ognen POP-GEORGIEVSKI and Vladimír PROKS (203 Czech Republic)

Edition

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

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10608 Biochemistry and molecular biology

Country of publisher

Switzerland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 6.208

RIV identification code

RIV/00216224:14110/21:00121748

Organization unit

Faculty of Medicine

DOI

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

UT WoS

000660132100001

Keywords in English

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

Abstract

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.

Links

MUNI/A/1689/2020, interní kód MU

Name: Zdroje pro tkáňové inženýrství 11 (Acronym: TissueEng 11)

Investor: Masaryk University

Citovat

GOLUNOVÁ, Anna, Nadiia VELYCHKIVSKA, Zuzana MIKŠOVSKÁ, Václav CHOCHOLA, Josef JAROŠ, Aleš HAMPL, Ognen POP-GEORGIEVSKI and Vladimír PROKS. Direct and Indirect Biomimetic Peptide Modification of Alginate: Efficiency, Side Reactions, and Cell Response. International Journal of Molecular Sciences. Basel: MDPI, 2021, vol. 22, No 11, p. 1-16. ISSN 1422-0067. Available from: 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 and 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, vol.~22, No~11, p.~1-16. ISSN~1422-0067. Available from: https://dx.doi.org/10.3390/ijms22115731.

Detailed Information on Publication Record