Malmö University Publications
Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Discrimination between sialic acid linkage modes using sialyllactose-imprinted polymers
Malmö University, Faculty of Health and Society (HS), Department of Biomedical Science (BMV).
Malmö University, Faculty of Health and Society (HS), Department of Biomedical Science (BMV).
Linnaeus University.
Malmö University, Faculty of Health and Society (HS), Department of Biomedical Science (BMV).
Show others and affiliations
2021 (English)In: RSC Advances, E-ISSN 2046-2069, Vol. 11, no 36, p. 22409-22418Article in journal (Refereed) Published
Abstract [en]

Glycosylation plays an important role in various pathological processes such as cancer. One key alteration in the glycosylation pattern correlated with cancer progression is an increased level as well as changes in the type of sialylation. Developing molecularly-imprinted polymers (MIPs) with high affinity for sialic acid able to distinguish different glycoforms such as sialic acid linkages is an important task which can help in early cancer diagnosis. Sialyllactose with alpha 2,6 ' vs. alpha 2,3 ' sialic acid linkage served as a model trisaccharide template. Boronate chemistry was employed in combination with a library of imidazolium-based monomers targeting the carboxylate group of sialic acid. The influence of counterions of the cationic monomers and template on their interactions was investigated by means of H-1 NMR titration studies. The highest affinities were afforded using a combination of Br- and Na+ counterions of the monomers and template, respectively. The boronate ester formation was confirmed by MS and H-1/B-11 NMR, indicating 1 : 2 stoichiometries between sialyllactoses and boronic acid monomer. Polymers were synthesized in the form of microparticles using boronate and imidazolium monomers. This combinatorial approach afforded MIPs selective for the sialic acid linkages and compatible with an aqueous environment. The molecular recognition properties with respect to saccharide templates and glycosylated targets were reported.

Place, publisher, year, edition, pages
Royal Society of Chemistry, 2021. Vol. 11, no 36, p. 22409-22418
National Category
Biochemistry and Molecular Biology
Identifiers
URN: urn:nbn:se:mau:diva-44872DOI: 10.1039/d1ra02274aISI: 000667711300053PubMedID: 35480790Scopus ID: 2-s2.0-85108896879OAI: oai:DiVA.org:mau-44872DiVA, id: diva2:1585505
Available from: 2021-08-17 Created: 2021-08-17 Last updated: 2024-02-05Bibliographically approved
In thesis
1. Moleculary imprinted micro- and nanoparticles for cancer associated glycan motifs
Open this publication in new window or tab >>Moleculary imprinted micro- and nanoparticles for cancer associated glycan motifs
2021 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

Sialic acids are an important family of monosaccharides that are typically found as terminal moieties of glycans. Aberrant sialylation has been proven to correlate with various diseases including cancer. Glycosylation analysis is complex due to high diversityof the glycan isomers and their low abundance. Antibodies and lectins are commonly used in glycan purification and enrichment. However, high cost, poor availability, and limitation in storage/testing conditions hinders their application on a broader scale. This thesis is focused on the development of alternative glycan specific receptors with their potential applications in glycomics and cell imaging. The underlying technique for producing the synthetic receptors is molecular imprinting. Highly complementary binding sites are formed by fixing pre-ordered template/functional monomer complexes into a highly crosslinked polymer matrix. Fundamental investigation of this intermolecular imprinting approach in the imprinting of glycosylated targets is reported here. The core of this study focuses on the elucidation of relative contribution of orthogonally interacting functional monomers, their structural tuning and the importance of monomer, solvent and counterion choice on the imprinting. Molecularly imprinted polymers (MIPs) are developed as particles of different sizes for glycan/glycopeptide enrichment applications or combined with fluorescent reportergroups for use as glycan imaging nanolabels. Special attention is given to the improvement of sialic acid MIP selectivities toward particular structures associated with cancer biomarkers. Development of MIPs against such complex targets includes design of linkage selective MIPs with comprehensive studies of the affinities and selectivities of the final glycan specific materials.

Place, publisher, year, edition, pages
Malmö: Malmö universitet, 2021. p. 67
Series
Malmö University Health and Society Dissertations, ISSN 1653-5383 ; 2021:4
Keywords
Moleculary imprinted polymer, sialic acid, glycan recognition, synthetic receptor
National Category
Biomedical Laboratory Science/Technology
Identifiers
urn:nbn:se:mau:diva-45682 (URN)10.24834/isbn.9789178772063 (DOI)9789178772056 (ISBN)9789178772063 (ISBN)
Public defence
2021-09-24, Aulan AS:E002 Hälsa och samhälles byggnad, samt digitalt, Jan Waldenströms gata 25, Malmö, 13:15 (English)
Opponent
Supervisors
Available from: 2021-09-06 Created: 2021-09-06 Last updated: 2023-08-15Bibliographically approved

Open Access in DiVA

fulltext(893 kB)138 downloads
File information
File name FULLTEXT01.pdfFile size 893 kBChecksum SHA-512
b6a91224c46d8045269672b40ed7db3792f17de63a8cc0e7693deb8f07cc4439447cb751320134ac7570b8f227ac6031369615b178d006aed4a5ebfd7fc50bcb
Type fulltextMimetype application/pdf

Other links

Publisher's full textPubMedScopus

Authority records

Mavliutova, LiliiaWierzbicka, CelinaSellergren, Börje

Search in DiVA

By author/editor
Mavliutova, LiliiaWierzbicka, CelinaSellergren, Börje
By organisation
Department of Biomedical Science (BMV)
In the same journal
RSC Advances
Biochemistry and Molecular Biology

Search outside of DiVA

GoogleGoogle Scholar
Total: 138 downloads
The number of downloads is the sum of all downloads of full texts. It may include eg previous versions that are now no longer available

doi
pubmed
urn-nbn

Altmetric score

doi
pubmed
urn-nbn
Total: 81 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf