Synthesis of Tetravalent Thio- and Selenogalactoside-Presenting
Galactoclusters and Their Interactions with Bacterial Lectin
PA-IL from Pseudomonas aeruginosa

J 2021

Synthesis of Tetravalent Thio- and Selenogalactoside-Presenting Galactoclusters and Their Interactions with Bacterial Lectin PA-IL from Pseudomonas aeruginosa

ILLYÉS, Tünde Zita, Lenka MALINOVSKÁ, Erzsébet RŐTH, Boglárka TÓTH, Bence FARKAS et. al.

Basic information

Original name

Synthesis of Tetravalent Thio- and Selenogalactoside-Presenting Galactoclusters and Their Interactions with Bacterial Lectin PA-IL from Pseudomonas aeruginosa

Authors

ILLYÉS, Tünde Zita, Lenka MALINOVSKÁ (203 Czech Republic, belonging to the institution), Erzsébet RŐTH, Boglárka TÓTH, Bence FARKAS, Marek KORSÁK (703 Slovakia, belonging to the institution), Michaela WIMMEROVÁ (203 Czech Republic, guarantor, belonging to the institution), Katalin E. KÖVÉR and Magdolna CSÁVÁS

Edition

Molecules, Basel, MDPI, 2021, 1420-3049

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: 4.927

RIV identification code

RIV/00216224:14310/21:00118897

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.3390/molecules26030542

UT WoS

000615421600001

Keywords in English

selenoglycosides; galactoclusters; Pseudomonas aeruginosa; PA-IL lectin; multivalency

Abstract

V originále

Synthesis of tetravalent thio- and selenogalactopyranoside-containing glycoclusters using azide-alkyne click strategy is presented. Prepared compounds are potential ligands of Pseudomonas aeruginosa lectin PA-IL. P. aeruginosa is an opportunistic human pathogen associated with cystic fibrosis, and PA-IL is one of its virulence factors. The interactions of PA-IL and tetravalent glycoconjugates were investigated using hemagglutination inhibition assay and compared with mono- and divalent galactosides (propargyl 1-thio- and 1-seleno-beta-d-galactopyranoside, digalactosyl diselenide and digalactosyl disulfide). The lectin-carbohydrate interactions were also studied by saturation transfer difference NMR technique. Both thio- and seleno-tetravalent glycoconjugates were able to inhibit PA-IL significantly better than simple d-galactose or their intermediate compounds from the synthesis.

Links

GA18-18964S, research and development project

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

Investor: Czech Science Foundation

LM2018131, research and development project

Name: Česká národní infrastruktura pro biologická data (Acronym: ELIXIR-CZ)

Investor: Ministry of Education, Youth and Sports of the CR, Czech National Infrastructure for Biological Data

90127, large research infrastructures

Name: CIISB II

Citovat

ILLYÉS, Tünde Zita, Lenka MALINOVSKÁ, Erzsébet RŐTH, Boglárka TÓTH, Bence FARKAS, Marek KORSÁK, Michaela WIMMEROVÁ, Katalin E. KÖVÉR and Magdolna CSÁVÁS. Synthesis of Tetravalent Thio- and Selenogalactoside-Presenting Galactoclusters and Their Interactions with Bacterial Lectin PA-IL from Pseudomonas aeruginosa. Molecules. Basel: MDPI, 2021, vol. 26, No 3, p. "542-1"-"542-11", 11 pp. ISSN 1420-3049. Available from: https://dx.doi.org/10.3390/molecules26030542.

@article{1753476,
   author = {Illyés, Tünde Zita and Malinovská, Lenka and Rőth, Erzsébet and Tóth, Boglárka and Farkas, Bence and Korsák, Marek and Wimmerová, Michaela and Kövér, Katalin E. and Csávás, Magdolna},
   article_location = {Basel},
   article_number = {3},
   doi = {http://dx.doi.org/10.3390/molecules26030542},
   keywords = {selenoglycosides; galactoclusters; Pseudomonas aeruginosa; PA-IL lectin; multivalency},
   language = {eng},
   issn = {1420-3049},
   journal = {Molecules},
   title = {Synthesis of Tetravalent Thio- and Selenogalactoside-Presenting Galactoclusters and Their Interactions with Bacterial Lectin PA-IL from Pseudomonas aeruginosa},
   url = {https://doi.org/10.3390/molecules26030542},
   volume = {26},
   year = {2021}
}

TY  - JOUR
ID  - 1753476
AU  - Illyés, Tünde Zita - Malinovská, Lenka - Rőth, Erzsébet - Tóth, Boglárka - Farkas, Bence - Korsák, Marek - Wimmerová, Michaela - Kövér, Katalin E. - Csávás, Magdolna
PY  - 2021
TI  - Synthesis of Tetravalent Thio- and Selenogalactoside-Presenting Galactoclusters and Their Interactions with Bacterial Lectin PA-IL from Pseudomonas aeruginosa
JF  - Molecules
VL  - 26
IS  - 3
SP  - "542-1"-"542-11"
EP  - "542-1"-"542-11"
PB  - MDPI
SN  - 14203049
KW  - selenoglycosides
KW  - galactoclusters
KW  - Pseudomonas aeruginosa
KW  - PA-IL lectin
KW  - multivalency
UR  - https://doi.org/10.3390/molecules26030542
N2  - Synthesis of tetravalent thio- and selenogalactopyranoside-containing glycoclusters using azide-alkyne click strategy is presented. Prepared compounds are potential ligands of Pseudomonas aeruginosa lectin PA-IL. P. aeruginosa is an opportunistic human pathogen associated with cystic fibrosis, and PA-IL is one of its virulence factors. The interactions of PA-IL and tetravalent glycoconjugates were investigated using hemagglutination inhibition assay and compared with mono- and divalent galactosides (propargyl 1-thio- and 1-seleno-beta-d-galactopyranoside, digalactosyl diselenide and digalactosyl disulfide). The lectin-carbohydrate interactions were also studied by saturation transfer difference NMR technique. Both thio- and seleno-tetravalent glycoconjugates were able to inhibit PA-IL significantly better than simple d-galactose or their intermediate compounds from the synthesis.
ER  -

ILLYÉS, Tünde Zita, Lenka MALINOVSKÁ, Erzsébet R$\backslash$H OTH, Boglárka TÓTH, Bence FARKAS, Marek KORSÁK, Michaela WIMMEROVÁ, Katalin E. KÖVÉR and Magdolna CSÁVÁS. Synthesis of Tetravalent Thio- and Selenogalactoside-Presenting Galactoclusters and Their Interactions with Bacterial Lectin PA-IL from Pseudomonas aeruginosa. \textit{Molecules}. Basel: MDPI, 2021, vol.~26, No~3, p.~''542-1''-''542-11'', 11 pp. ISSN~1420-3049. Available from: https://dx.doi.org/10.3390/molecules26030542.

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