title: Improved Carbohydrate Recognition in Water with an Electrostatically Enhanced β-Peptide Bundle.
abstract: The selective recruitment of oligosaccharides, or even simple sugars, in water solvent is an unsolved molecular recognition problem. Structure-guided, electrostatic redesign led to a significant increase in the affinity of a β-peptide "borono-bundle" for simple sugars in neutral aqueous solution. The affinity for fructose (663 M(-1)) in water should allow its recruitment to the bundle surface for selective catalysis, and future work will focus in this direction.
authors.affiliation: Department of Chemistry and ‡Department of Molecular, Cellular, and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.
authors.forename: Michael S
authors.initials: MS
authors.lastname: Melicher
authors.affiliation: Department of Chemistry and ‡Department of Molecular, Cellular, and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.
authors.forename: Allison S
authors.initials: AS
authors.lastname: Walker
authors.affiliation: Department of Chemistry and ‡Department of Molecular, Cellular, and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.
authors.forename: John
authors.initials: J
authors.lastname: Shen
authors.affiliation: Department of Chemistry and ‡Department of Molecular, Cellular, and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.
authors.forename: Scott J
authors.initials: SJ
authors.lastname: Miller
authors.affiliation: Department of Chemistry and ‡Department of Molecular, Cellular, and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.
authors.forename: Alanna
authors.initials: A
authors.lastname: Schepartz
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D005632:Fructose / Q000737:chemistry; D005947:Glucose / Q000737:chemistry; D015394:Molecular Structure; D009844:Oligosaccharides / Q000737:chemistry; D010455:Peptides / Q000737:chemistry*; D012997:Solvents; D013012:Sorbitol / Q000737:chemistry; D055672:Static Electricity; D013816:Thermodynamics; D014867:Water / Q000737:chemistry
chemical_list: D002241:Carbohydrates; D009844:Oligosaccharides; D010455:Peptides; D012997:Solvents; D014867:Water; D005632:Fructose; D013012:Sorbitol; D005947:Glucose