132799-03-2Relevant academic research and scientific papers
The synthesis and biological evaluation of mycobacterial p-hydroxybenzoic acid derivatives (p-HBADs)
Bourke, Jean,Brereton, Corinna F.,Gordon, Stephen V.,Lavelle, Ed C.,Scanlan, Eoin M.
, p. 1114 - 1123 (2014/02/14)
Mycobacterium tuberculosis establishes chronic infection and causes disease through manipulation of the host's innate and adaptive immune response. The bacterial cell wall is highly complex and contains a rich variety of glycosylated compounds that are se
Synthesis and solution-phase conformation of the RG-I fragment of the plant polysaccharide pectin reveals a modification-modulated assembly mechanism
Scanlan, Eoin M.,MacKeen, Mukram M.,Wormald, Mark R.,Davis, Benjamin G.
supporting information; experimental part, p. 7238 - 7239 (2010/08/13)
The syntheses of pure RG-I fragments of key plant matrix biomolecule pectin using a counterintuitive late-stage convergent cis-glycosylation has allowed detailed analyses of their solution-phase conformations, metal binding affinities, pKa values, self-assembly equilibria, and diffusional kinetics. These reveal a striking, right-handed 31-helix that provides an effective and repeating lateral display of putative liganding carboxylates. Moreover, these heteropolymeric structures allow units as short as tetrasaccharides to self-assemble through carbohydrate-carbohydrate interactions that are induced by the presence of Ca(II), a known dynamic trigger in planta. These self-assembly properties can be switched simply by the addition or removal of a single methyl group in this repeating unit through methyl (de)esterification, another known dynamic trigger in planta. Together, the combined effect of Ca(II) and methylation revealed here suggests a concerted molecular basis for these two major dynamic modifications in planta.
