Synthesis and solution-phase conformation of the RG-I fragment of the plant polysaccharide pectin reveals a modification-modulated assembly mechanism

Eoin M. Scanlan, Mukram M. MacKeen, Mark R. Wormald, Benjamin G. Davis

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)7238-7239
Number of pages2
JournalJournal of the American Chemical Society
Volume132
Issue number21
DOIs
Publication statusPublished - 2 Jun 2010
Externally publishedYes

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Polysaccharides
Conformations
Carbohydrates
Self assembly
Esterification
Glycosylation
Methylation
Metals
Biomolecules
Display devices
Kinetics
pectin

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

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.

In: Journal of the American Chemical Society, Vol. 132, No. 21, 02.06.2010, p. 7238-7239.

Research output: Contribution to journalArticle

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