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Improved Carbohydrate Recognition in Water with an Electrostatically Enhanced ß-Peptide Bundle.
Melicher, Michael S; Walker, Allison S; Shen, John; Miller, Scott J; Schepartz, Alanna.
Affiliation
  • Melicher MS; Department of Chemistry and ‡Department of Molecular, Cellular, and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.
  • Walker AS; Department of Chemistry and ‡Department of Molecular, Cellular, and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.
  • Shen J; Department of Chemistry and ‡Department of Molecular, Cellular, and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.
  • Miller SJ; Department of Chemistry and ‡Department of Molecular, Cellular, and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.
  • Schepartz A; Department of Chemistry and ‡Department of Molecular, Cellular, and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.
Org Lett ; 17(19): 4718-21, 2015 Oct 02.
Article in En | MEDLINE | ID: mdl-26376076
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 ß-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.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Peptides / Carbohydrates Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2015 Document type: Article Affiliation country: Estados Unidos
Fulltext
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Peptides / Carbohydrates Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2015 Document type: Article Affiliation country: Estados Unidos