Synthesis of beta-D-galactopyranoside-Presenting Glycoclusters,
Investigation of Their Interactions with Pseudomonas aeruginosa
Lectin A (PA-IL) and Evaluation of Their Anti-Adhesion
Potential

J 2019

Synthesis of beta-D-galactopyranoside-Presenting Glycoclusters, Investigation of Their Interactions with Pseudomonas aeruginosa Lectin A (PA-IL) and Evaluation of Their Anti-Adhesion Potential

MALINOVSKÁ, Lenka, Son THAI LE, Mihály HERCZEG, Michaela VAŠKOVÁ, Josef HOUSER et. al.

Základní údaje

Originální název

Synthesis of beta-D-galactopyranoside-Presenting Glycoclusters, Investigation of Their Interactions with Pseudomonas aeruginosa Lectin A (PA-IL) and Evaluation of Their Anti-Adhesion Potential

Autoři

MALINOVSKÁ, Lenka (203 Česká republika, domácí), Son THAI LE, Mihály HERCZEG (348 Maďarsko), Michaela VAŠKOVÁ (203 Česká republika), Josef HOUSER (203 Česká republika, domácí), Eva FUJDIAROVÁ (203 Česká republika, domácí), Jan KOMÁREK (203 Česká republika, domácí), Petr HODEK (203 Česká republika), Anikó BORBÁS (348 Maďarsko), Michaela WIMMEROVÁ (203 Česká republika, garant, domácí) a Magdolna CSÁVÁS (348 Maďarsko)

Vydání

Biomolecules, MDPI, 2019, 2218-273X

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10400 1.4 Chemical sciences

Stát vydavatele

Švýcarsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 4.082

Kód RIV

RIV/00216224:14740/19:00107833

Organizační jednotka

Středoevropský technologický institut

DOI

http://dx.doi.org/10.3390/biom9110686

UT WoS

000502267900047

Klíčová slova anglicky

Pseudomonas aeruginosa; cystic fibrosis; lectin; D-galactosides; multivalency

Štítky

CF BIC, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 27. 10. 2024 15:05, Ing. Martina Blahová

Anotace

V originále

Pseudomonas aeruginosa is an opportunistic human pathogen associated with cystic fibrosis. This bacterium produces, among other virulence factors, a soluble D-galactose-specific lectin PA-IL (LecA). PA-IL plays an important role in the adhesion to the host cells and is also cytotoxic. Therefore, this protein is an interesting therapeutic target, suitable for inhibition by carbohydrate-based compounds. In the current study, beta-D-galactopyranoside-containing tri- and tetravalent glycoclusters were synthesized. Methyl gallate and pentaerythritol equipped with propargyl groups were chosen as multivalent scaffolds and the galactoclusters were built from the above-mentioned cores by coupling ethylene or tetraethylene glycol-bridges and peracetylated propargyl beta-D-galactosides using 1,3-dipolar azide-alkyne cycloaddition. The interaction between galactoside derivatives and PA-IL was investigated by several biophysical methods, including hemagglutination inhibition assay, isothermal titration calorimetry, analytical ultracentrifugation, and surface plasmon resonance. Their ability to inhibit the adhesion of P. aeruginosa to bronchial cells was determined by ex vivo assay. The newly synthesized multivalent galactoclusters proved to be significantly better ligands than simple d-galactose for lectin PA-IL and as a result, two representatives of the dendrimers were able to decrease adhesion of P. aeruginosa to bronchial cells to approximately 32% and 42%, respectively. The results may provide an opportunity to develop anti-adhesion therapy for the treatment of P. aeruginosa infection

Návaznosti

GA18-18964S, projekt VaV

Název: Lektiny a jejich úloha v interakci patogen/hostitel a buněčném rozpoznávání

Investor: Grantová agentura ČR, Lektiny a jejich úloha v interakci patogen/hostitel a buněčném rozpoznávání

LQ1601, projekt VaV

Název: CEITEC 2020 (Akronym: CEITEC2020)

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, CEITEC 2020

LTC17076, projekt VaV

Název: Interdisciplinární přístup ke studiu biologických systémů na molekulární úrovni

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Interdisciplinární přístup ke studiu biologických systémů na molekulární úrovni, INTER-COST

90043, velká výzkumná infrastruktura

Název: CIISB

Citovat

MALINOVSKÁ, Lenka, Son THAI LE, Mihály HERCZEG, Michaela VAŠKOVÁ, Josef HOUSER, Eva FUJDIAROVÁ, Jan KOMÁREK, Petr HODEK, Anikó BORBÁS, Michaela WIMMEROVÁ a Magdolna CSÁVÁS. Synthesis of beta-D-galactopyranoside-Presenting Glycoclusters, Investigation of Their Interactions with Pseudomonas aeruginosa Lectin A (PA-IL) and Evaluation of Their Anti-Adhesion Potential. Biomolecules. MDPI, 2019, roč. 9, č. 11, s. 686-707. ISSN 2218-273X. Dostupné z: https://dx.doi.org/10.3390/biom9110686.

@article{1587678,
   author = {Malinovská, Lenka and Thai Le, Son and Herczeg, Mihály and Vašková, Michaela and Houser, Josef and Fujdiarová, Eva and Komárek, Jan and Hodek, Petr and Borbás, Anikó and Wimmerová, Michaela and Csávás, Magdolna},
   article_number = {11},
   doi = {http://dx.doi.org/10.3390/biom9110686},
   keywords = {Pseudomonas aeruginosa; cystic fibrosis; lectin; D-galactosides; multivalency},
   language = {eng},
   issn = {2218-273X},
   journal = {Biomolecules},
   title = {Synthesis of beta-D-galactopyranoside-Presenting Glycoclusters, Investigation of Their Interactions with Pseudomonas aeruginosa Lectin A (PA-IL) and Evaluation of Their Anti-Adhesion Potential},
   url = {https://www.mdpi.com/2218-273X/9/11/686},
   volume = {9},
   year = {2019}
}

TY  - JOUR
ID  - 1587678
AU  - Malinovská, Lenka - Thai Le, Son - Herczeg, Mihály - Vašková, Michaela - Houser, Josef - Fujdiarová, Eva - Komárek, Jan - Hodek, Petr - Borbás, Anikó - Wimmerová, Michaela - Csávás, Magdolna
PY  - 2019
TI  - Synthesis of beta-D-galactopyranoside-Presenting Glycoclusters, Investigation of Their Interactions with Pseudomonas aeruginosa Lectin A (PA-IL) and Evaluation of Their Anti-Adhesion Potential
JF  - Biomolecules
VL  - 9
IS  - 11
SP  - 686
EP  - 686
PB  - MDPI
SN  - 2218273X
KW  - Pseudomonas aeruginosa
KW  - cystic fibrosis
KW  - lectin
KW  - D-galactosides
KW  - multivalency
UR  - https://www.mdpi.com/2218-273X/9/11/686
L2  - https://www.mdpi.com/2218-273X/9/11/686
N2  - Pseudomonas aeruginosa is an opportunistic human pathogen associated with cystic fibrosis. This bacterium produces, among other virulence factors, a soluble D-galactose-specific lectin PA-IL (LecA). PA-IL plays an important role in the adhesion to the host cells and is also cytotoxic. Therefore, this protein is an interesting therapeutic target, suitable for inhibition by carbohydrate-based compounds. In the current study, beta-D-galactopyranoside-containing tri- and tetravalent glycoclusters were synthesized. Methyl gallate and pentaerythritol equipped with propargyl groups were chosen as multivalent scaffolds and the galactoclusters were built from the above-mentioned cores by coupling ethylene or tetraethylene glycol-bridges and peracetylated propargyl beta-D-galactosides using 1,3-dipolar azide-alkyne cycloaddition. The interaction between galactoside derivatives and PA-IL was investigated by several biophysical methods, including hemagglutination inhibition assay, isothermal titration calorimetry, analytical ultracentrifugation, and surface plasmon resonance. Their ability to inhibit the adhesion of P. aeruginosa to bronchial cells was determined by ex vivo assay. The newly synthesized multivalent galactoclusters proved to be significantly better ligands than simple d-galactose for lectin PA-IL and as a result, two representatives of the dendrimers were able to decrease adhesion of P. aeruginosa to bronchial cells to approximately 32% and 42%, respectively. The results may provide an opportunity to develop anti-adhesion therapy for the treatment of P. aeruginosa infection
ER  -

MALINOVSKÁ, Lenka, Son THAI LE, Mihály HERCZEG, Michaela VAŠKOVÁ, Josef HOUSER, Eva FUJDIAROVÁ, Jan KOMÁREK, Petr HODEK, Anikó BORBÁS, Michaela WIMMEROVÁ a Magdolna CSÁVÁS. Synthesis of beta-D-galactopyranoside-Presenting Glycoclusters, Investigation of Their Interactions with Pseudomonas aeruginosa Lectin A (PA-IL) and Evaluation of Their Anti-Adhesion Potential. \textit{Biomolecules}. MDPI, 2019, roč.~9, č.~11, s.~686-707. ISSN~2218-273X. Dostupné z: https://dx.doi.org/10.3390/biom9110686.

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