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Structure type: oligomer
Aglycon: 5-amino-pentanyl
Trivial name: PS1, cell-surface polysaccharide PS-I
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_189515,IEDB_189517,IEDB_225177,IEDB_232583,IEDB_232584,IEDB_232585,IEDB_885823,IEDB_983931,SB_192

• Article ID: 4542
  Jiao Y, Ma Z, Hodgins D, Pequegnat B, Bertolo L, Arroyo L, Monteiro MA "Clostridium difficile PSI polysaccharide: synthesis of pentasaccharide repeating block, conjugation to exotoxin B subunit, and detection of natural anti-PSI IgG antibodies in horse serum" - Carbohydrate Research 378 (2013) 15-25
  

  Clostridium difficile is the most common cause of antimicrobial-associated diarrhea in humans and may cause death. Previously, we discovered that C. difficile expresses three polysaccharides, named PSI, PSII, and PSIII. It has now been established that PSII is a conserved antigen abundantly present on the cell-surface and biofilm of C. difficile. In contrast, the expression of PSI and PSIII appears to be stochastic processes. In this work, the total chemical synthesis of the PSI pentasaccharide repeating unit carrying a linker at the reducing end, α-L-Rhap-(1→3)-β-D-Glcp-(1→4)-[α-L-Rhap-(1→3)]-α-D-Glcp-(1→2)-α-D-Glcp-(1→O(CH2)5NH2, was achieved by a linear synthesis strategy from four monosaccharide building blocks. The synthesized PSI pentasaccharide was conjugated to a subunit of C. difficile exotoxin B yielding a potential dual C. difficile vaccine. More significantly, sera from healthy horses were shown to contain natural anti-PSI IgG antibodies that detected both the synthetic non-phosphorylated PSI repeat and the native PSI polysaccharide, with a slightly higher recognition of the native PSI polysaccharide.

  vaccine, Clostridium difficile, Anti-PSI IgG antibodies, C. difficile PSI polysaccharide, C. difficile Toxin B conjugate

  NCBI PubMed ID: 23597587
  Publication DOI: 10.1016/j.carres.2013.03.018
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: M.A. Monteiro
  Institutions: Department of Chemistry, University of Guelph, Guelph, ON, Canada
  Methods: 13C NMR, 1H NMR, SDS-PAGE, TLC, ELISA, chemical synthesis, conjugation
  
   
  
  Clostridium difficile O27
  CSDB ID 29589 (all data & tools)
• Article ID: 4572
  Martin CE, Weishaupt MW, Seeberger PH "Progress toward developing a carbohydrate-conjugate vaccine against Clostridium difficile ribotype 027: synthesis of the cell-surface polysaccharide PS-I repeating unit" - Chemical Communications 47(37) (2011) 10260-10262
  

  Clostridium difficile strain ribotype 027 is a hypervirulent pathogen that is responsible for recent, severe outbreaks of serious nosocomial infections. As a foundation for the development of a preventative carbohydrate-based vaccine, we have synthesized a pentasaccharide cell wall repeating unit from PS-I unique to this strain, by the linear assembly of four monosaccharide building blocks.

  synthesis, repeating unit, pentasaccharide, vaccine, nosocomial infections, Clostridium difficile

  Publication DOI: 10.1039/C1CC13614C
  Journal NLM ID: 9610838
  Publisher: Cambridge: Royal Society of Chemistry
  Correspondence: peter.seeberger@mpikg.mpg.de
  Institutions: Max Planck Institute of Colloids and Interfaces, Department of Biomolecular Systems, Am Muhlenberg 1, 14476 Potsdam, Germany
  Methods: 13C NMR, 1H NMR, chemical synthesis, chemical methods, glycosylation
  
   
  
  Clostridium difficile O27
  CSDB ID 29646 (all data & tools)