Exploring calixarene-based clusters for efficient functional presentation of Streptococcus pneumoniae saccharides

Giuliani, Marta; Faroldi, Federica; Morelli, Laura; Torre, Enza; Lombardi, Grazia; Fallarini, Silvia; Sansone, Francesco; Compostella, Federica

doi:10.1016/j.bioorg.2019.103305

Cited by 8 publications

(4 citation statements)

References 44 publications

(115 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…12, 60 ) to mimic the multivalent presentation of the original polysaccharides and obtained a maximum of 78% inhibition of the binding between SP19F and its corresponding antibody. 125 This work proved not only the significance of multivalency, but also the importance of choosing the right epitope (as using a monosaccharide instead of a trisaccharide led to much less efficiency) and the right scaffold (as scaffolds with different spatial orientation also resulted in much less efficiency).…”

Section: Biomedical Performance Improvement By the Conjugation Of Car...mentioning

confidence: 74%

Carbohydrate–macrocycle conjugates for biomedical applications

Yin¹,

Li²,

Shi³

et al. 2023

Mater. Chem. Front.

View full text Add to dashboard Cite

show abstract

Section: Biomedical Performance Improvement By the Conjugation Of Car...mentioning

confidence: 74%

Carbohydrate–macrocycle conjugates for biomedical applications

Yin¹,

Li²,

Shi³

et al. 2023

Mater. Chem. Front.

View full text Add to dashboard Cite

show abstract

“…The synthesized compounds were rationally designed taking into account the possible existence of non-natural conformational epitopes (discontinuous residues) as Sp19A/Sp19F common epitopes . Each compound was functionalized at the reducing end with an aminopropyl linker to allow conjugation to carrier proteins , or preparation of multivalent systems. − …”

Section: Resultsmentioning

confidence: 99%

Glycan Array Evaluation of Synthetic Epitopes between the Capsular Polysaccharides from Streptococcus pneumoniae 19F and 19A

et al. 2021

Self Cite

View full text Add to dashboard Cite

Vaccination represents the most effective way to prevent invasive pneumococcal diseases. The glycoconjugate vaccines licensed so far are obtained from capsular polysaccharides (CPSs) of the most virulent serotypes. Protection is largely limited to the specific vaccine serotypes, and the continuous need for broader coverage to control the outbreak of emerging serotypes is pushing the development of new vaccine candidates. Indeed, the development of efficacious vaccine formulation is complicated by the high number of bacterial serotypes with different CPSs. In this context, to simplify vaccine composition, we propose the design of new saccharide fragments containing chemical structures shared by different serotypes as cross-reactive and potentially cross-protective common antigens. In particular, we focused on Streptococcus pneumoniae (Sp) 19A and 19F. The CPS repeating units of Sp 19F and 19A are very similar and share a common structure, the disaccharide ManNAc-β-(1→4)-Glc (A-B). Herein, we describe the synthesis of a small library of compounds containing different combinations of the common 19F/19A disaccharide. The six new compounds were tested with a glycan array to evaluate their recognition by antibodies in reference group 19 antisera and factor reference antisera (reacting against 19F or 19A). The disaccharide A-B, phosphorylated at the upstream end, emerged as a hit from the glycan array screening because it is strongly recognized by the group 19 antisera and by the 19F and 19A factor antisera, with similar intensity compared with the CPSs used as controls. Our data give a strong indication that the phosphorylated disaccharide A-B can be considered a common epitope among different Sp 19 serotypes.

show abstract

“…In the same context, we recently explored the potentiality of calixarenes as platform for the efficient functional presentation of Streptococcus Pneumoniae (SP) saccharides. [73] In particular, a calix [6]arene functionalised with six copies of the trisaccharide repeating unit ( -DManpNAc-(1→4)-α-D-Glcp-(1→2)-α-L-Rha) constituting the capsular polysaccharide of SP19F serotype (21) resulted interesting and promising. In ELISA assays it was indeed able to significantly inhibit the binding between SP19F native polysaccharide and anti-19F antibodies reaching the 75% of the inhibition observed with the SP19F polysaccharide used as reference ligand.…”

Section: Binding To Multimeric Proteinsmentioning

confidence: 99%

Multivalent and Multifunctional Calixarenes in Bionanotechnology

2020

Self Cite

View full text Add to dashboard Cite

The key features of calixarene derivatives as multivalent ligands for biomacromolecules and as multifunctional catalysts are reviewed herein. The ease of functionalization and the possibility to control the regio‐ and stereochemical disposition of multiple ligating units around a central core allow to obtain ligands with high affinity and selectivity especially for proteins and nucleic acids. The hydrophilic/lipophilic character can also be finely tuned, allowing to obtain monomeric hybrid derivatives or amphiphiles able to self‐assemble alone or in co‐formulation with lipids to give nanoparticles and liposomes that incorporate calixarenes. The knowledge acquired up to now sheds light on the future applications of calixarenes in bionanotechnology and nanomedicine.

show abstract

Exploring calixarene-based clusters for efficient functional presentation of Streptococcus pneumoniae saccharides

Cited by 8 publications

References 44 publications

Carbohydrate–macrocycle conjugates for biomedical applications

Carbohydrate–macrocycle conjugates for biomedical applications

Glycan Array Evaluation of Synthetic Epitopes between the Capsular Polysaccharides from Streptococcus pneumoniae 19F and 19A

Multivalent and Multifunctional Calixarenes in Bionanotechnology

Contact Info

Product

Resources

About