Synthesis and Immunological Studies of the Lipomannan Backbone Glycans Found on the Surface of <i>Mycobacterium tuberculosis</i>

Leelayuwapan, Harin; Kangwanrangsan, Niwat; Chawengkirttikul, Runglawan; Ponpuak, Marisa; Charlermroj, Ratthaphol; Boonyarattanakalin, Kanokthip; Ruchirawat, Somsak; Boonyarattanakalin, Siwarutt

doi:10.1021/acs.joc.7b00703

Cited by 17 publications

(13 citation statements)

References 54 publications

(83 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In a different study, DC-SIGN was also found to interact with the α(1-6)-mannan backbone of lipomannan, another important glycolipid of the M. tuberculosis cell wall (Figure 1, right part). Comparison of DC-SIGN binding to array-printed mannans containing 7, 13, and 19 α(1-6)-linked Man units revealed a clear preference for the longer chains (Leelayuwapan et al, 2017), again indicating that this receptor is able to bind internal Man residues. Moreover, binding of DC-SIGN to other microbial glycans was recently observed using a microarray containing 120 synthetic bacterial structures out of over 300 structures (Geissner et al, 2019).…”

Section: Bacterial Glycan Arrays For Identification Of Ligands For Lementioning

confidence: 93%

Microarray Strategies for Exploring Bacterial Surface Glycans and Their Interactions With Glycan-Binding Proteins

et al. 2020

View full text Add to dashboard Cite

Bacterial surfaces are decorated with distinct carbohydrate structures that may substantially differ among species and strains. These structures can be recognized by a variety of glycan-binding proteins, playing an important role in the bacteria cross-talk with the host and invading bacteriophages, and also in the formation of bacterial microcolonies and biofilms. In recent years, different microarray approaches for exploring bacterial surface glycans and their recognition by proteins have been developed. A main advantage of the microarray format is the inherent miniaturization of the method, which allows sensitive and high-throughput analyses with very small amounts of sample. Antibody and lectin microarrays have been used for examining bacterial glycosignatures, enabling bacteria identification and differentiation among strains. In addition, microarrays incorporating bacterial carbohydrate structures have served to evaluate their recognition by diverse host/phage/bacterial glycan-binding proteins, such as lectins, effectors of the immune system, or bacterial and phagic cell wall lysins, and to identify antigenic determinants for vaccine development. The list of samples printed in the arrays includes polysaccharides, lipopoly/lipooligosaccharides, (lipo)teichoic acids, and peptidoglycans, as well as sequence-defined oligosaccharide fragments. Moreover, microarrays of cell wall fragments and entire bacterial cells have been developed, which also allow to study bacterial glycosylation patterns. In this review, examples of the different microarray platforms and applications are presented with a view to give the current state-of-the-art and future prospects in this field.

show abstract

Section: Bacterial Glycan Arrays For Identification Of Ligands For Lementioning

confidence: 93%

Microarray Strategies for Exploring Bacterial Surface Glycans and Their Interactions With Glycan-Binding Proteins

et al. 2020

View full text Add to dashboard Cite

show abstract

“…An approach using a (cationic) ROP method using tricyclic orthoester Man BBs considerably reduced the time needed for the stereoselective synthesis of linear α(1–6)-mannans (ranging from 5mer to 20mer) [ 275 ]. The biggest advantage of this approach is the easy scalability, up to a gram scale.…”

Section: Reviewmentioning

confidence: 99%

Progress and challenges in the synthesis of sequence controlled polysaccharides

Fittolani¹,

Tyrikos‐Ergas²,

Vargová³

et al. 2021

Beilstein J. Org. Chem.

View full text Add to dashboard Cite

The sequence, length and substitution of a polysaccharide influence its physical and biological properties. Thus, sequence controlled polysaccharides are important targets to establish structure–properties correlations. Polymerization techniques and enzymatic methods have been optimized to obtain samples with well-defined substitution patterns and narrow molecular weight distribution. Chemical synthesis has granted access to polysaccharides with full control over the length. Here, we review the progress towards the synthesis of well-defined polysaccharides. For each class of polysaccharides, we discuss the available synthetic approaches and their current limitations.

show abstract

“…Attempts to use conjugates of synthetic mannans (Leelayuwapan et al. 2017 ), phosphatidylinositol mannosides (Boonyarattanakalin et al. 2008 ) or rhamnans (Vignal et al.…”

Section: Approaches For Production Of Glycoconjugate Vaccinesmentioning

confidence: 99%

Potential targets for next generation antimicrobial glycoconjugate vaccines

Micoli¹,

Costantino

Adamo

2018

FEMS Microbiology Reviews

139

109

View full text Add to dashboard Cite

Cell surface carbohydrates have been proven optimal targets for vaccine development. Conjugation of polysaccharides to a carrier protein triggers a T-cell-dependent immune response to the glycan moiety. Licensed glycoconjugate vaccines are produced by chemical conjugation of capsular polysaccharides to prevent meningitis caused by meningococcus, pneumococcus and Haemophilus influenzae type b. However, other classes of carbohydrates (O-antigens, exopolysaccharides, wall/teichoic acids) represent attractive targets for developing vaccines. Recent analysis from WHO/CHO underpins alarming concern toward antibiotic-resistant bacteria, such as the so called ESKAPE pathogens (Enterococcus faecium, Staphylococcus aureus, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa and Enterobacter spp.) and additional pathogens such as Clostridium difficile and Group A Streptococcus. Fungal infections are also becoming increasingly invasive for immunocompromised patients or hospitalized individuals. Other emergencies could derive from bacteria which spread during environmental calamities (Vibrio cholerae) or with potential as bioterrorism weapons (Burkholderia pseudomallei and mallei, Francisella tularensis). Vaccination could aid reducing the use of broad-spectrum antibiotics and provide protection by herd immunity also to individuals who are not vaccinated.This review analyzes structural and functional differences of the polysaccharides exposed on the surface of emerging pathogenic bacteria, combined with medical need and technological feasibility of corresponding glycoconjugate vaccines.

show abstract

Synthesis and Immunological Studies of the Lipomannan Backbone Glycans Found on the Surface of Mycobacterium tuberculosis

Cited by 17 publications

References 54 publications

Microarray Strategies for Exploring Bacterial Surface Glycans and Their Interactions With Glycan-Binding Proteins

Microarray Strategies for Exploring Bacterial Surface Glycans and Their Interactions With Glycan-Binding Proteins

Progress and challenges in the synthesis of sequence controlled polysaccharides

Potential targets for next generation antimicrobial glycoconjugate vaccines

Contact Info

Product

Resources

About