Reagent controlled stereoselective synthesis of teichoic acid α-(1,2)-glucans

Wang, Liming; Berni, Francesca; Enotarpi, Jacopo; Overkleeft, Hermen S.; Marel, Gijs van der; Codée, Jeroen D. C.

doi:10.1039/d0ob00240b

Cited by 5 publications

(2 citation statements)

References 55 publications

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“…DMF-mediated glycosylations permitted access to long structures based on multiple α(1–4) linkages 33 and 34 [ 178 ] and α(1–3) linkages 35 [ 179 ] ( Scheme 5B ). The short oligosaccharide 36 having α(1–2) linkages was also prepared, however, in this case, the stereoselectivity diminished with the increasing length of the oligosaccharide, possibly due to steric hindrance [ 180 ].…”

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.

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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.

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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.

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“…The antigenic heterogeneity of LTA necessitates structure-activity studies for the elucidation of the immunogenic epitopes. In this case, synthetic groups of LTA, i.e., the D-alanine kojibiose functionalized LTA from E. faecalis, and TA fragments would be useful tools [85,86]. In an attempt to develop a vaccine candidate targeting LTA by synthetic approaches, Laverde et al identified a synthetic teichoic acid, WH7, able to absorb the opsonic activity of antibodies raised against enterococcal LTA.…”

Section: Enterococcal Proteinsmentioning

confidence: 99%

Advances and Prospects in Vaccine Development against Enterococci

Kalfopoulou

Hüebner

2020

Cells

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Enterococci are the second most common Gram-positive pathogen responsible for nosocomial infections. Due to the limited number of new antibiotics that reach the medical practice and the resistance of enterococci to the current antibiotic options, passive and active immunotherapies have emerged as a potential prevention and/or treatment strategy against this opportunistic pathogen. In this review, we explore the pathogenicity of these bacteria and their interaction with the host immune response. We provide an overview of the capsular polysaccharides and surface-associated proteins that have been described as potential antigens in anti-enterococcal vaccine formulations. In addition, we describe the current status in vaccine development against enterococci and address the importance and the current advances toward the development of well-defined vaccines with broad coverage against enterococci.

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