Synthetic glycopeptides and glycoproteins with applications in biological research

• Ulrika Westerlind

Beilstein J. Org. Chem. 2012, 8, 804–818, doi:10.3762/bjoc.8.90

• microbe and lectin binding studies, glycopeptide based glycoclusters/dendrimers were applied, employing linear peptide backbones, cyclic peptide scaffolds or multi-lysine scaffolds [106][107][108][109][110][111][112][113][114][115][116][117][118]. The pentavalent cholera toxin protein secreted by Vibrio

• cholerae, causes severe diarrhea and massive dehydration upon binding and entrance into the intestinal epithelial cells [119]. The AB5-type toxin consists of one toxic ADP-ribosyltransferase and five lectin subunits that bind to the gangloside GM1 ligands on the epithelial cell surface [120]. The cholera

• -toxin–GM1 complex is one of the most well characterized protein–carbohydrate interactions [95][96][97][98][99]. Development of inhibitors targeting the cholera-toxin protein–carbohydrate binding events is a novel strategy for disease prevention and therapy as well as for detection of the toxin in

Natural product biosyntheses in cyanobacteria: A treasure trove of unique enzymes

• Jan-Christoph Kehr,
• Douglas Gatte Picchi and
• Elke Dittmann

Beilstein J. Org. Chem. 2011, 7, 1622–1635, doi:10.3762/bjoc.7.191

• irritations and are implicated in the so-called “swimmers itch”. The compounds are also potent tumor promoters, which operate by competitively binding to protein kinase C (PKC). The characteristic indolactam ring of the toxin is synthesized by the bimodular NRPS LtxA [48]. The resulting dipeptide is tethered

Synthesis of phosphonate and phostone analogues of ribose-1-phosphates

• Pitak Nasomjai,
• David O'Hagan and
• Alexandra M. Z. Slawin

Beilstein J. Org. Chem. 2009, 5, No. 37, doi:10.3762/bjoc.5.37

• bacterium Streptomyces cattleya as part of its defense strategy since 4-fluorothreonine (2) has antibiotic activity and fluoroacetate (1) is a toxin [1]. The biosynthetic pathway from fluoride ion to these fluorometabolites has largely been elucidated and is summarised in Scheme 1 [2]. The first committed