261525-11-5Relevant articles and documents
A Semi-Synthetic Glycoconjugate Vaccine Candidate for Carbapenem-Resistant Klebsiella pneumoniae
Seeberger, Peter H.,Pereira, Claney L.,Khan, Naeem,Xiao, Guozhi,Diago-Navarro, Elizabeth,Reppe, Katrin,Opitz, Bastian,Fries, Bettina C.,Witzenrath, Martin
, p. 13973 - 13978 (2017)
Hospital-acquired infections are an increasingly serious health concern. Infections caused by carpabenem-resistant Klebsiella pneumoniae (CR-Kp) are especially problematic, with a 50 % average survival rate. CR-Kp are isolated from patients with ever greater frequency, 7 % within the EU but 62 % in Greece. At a time when antibiotics are becoming less effective, no vaccines to protect from this severe bacterial infection exist. Herein, we describe the convergent [3+3] synthesis of the hexasaccharide repeating unit from its capsular polysaccharide and related sequences. Immunization with the synthetic hexasaccharide 1 glycoconjugate resulted in high titers of cross-reactive antibodies against CR-Kp CPS in mice and rabbits. Whole-cell ELISA was used to establish the surface staining of CR-Kp strains. The antibodies raised were found to promote phagocytosis. Thus, this semi-synthetic glycoconjugate is a lead for the development of a vaccine against a rapidly progressing, deadly bacterium.
Synthesis of 7-substituted 5-dethia-5-oxacephams via [2+2]cycloaddition of chlorosulfonyl isocyanate to sugar vinyl ethers
Lysek,Furman,Kaluza,Chmielewski
, p. 51 - 60 (2007/10/03)
[2+2]Cycloaddition of chlorosulfonyl isocyanate (CSI) to (Z) prop-1′-enyl, (Z) and (E) 4′-trimethylsilyl-but-1′-enyl ethers of 1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose proceeds with high stereoselectivity to afford respective azetidin-2-ones. Subs