NMR studies of the reversible and regioselective lactonization of α-2,8-linked trisialic acid in aqueous acid

Timothy Eckert, Chun Ping Lu, Chien Sheng Chen, Shih Hsiung Wu, Jacquelyn Gervay-Hague

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The pH dependent lactonization of trisialic acid was examined using NMR and CE techniques. The combined studies indicate that lactonization is a dynamic, pH dependent process that occurs with preferential lactonization between the carbonyl of the central residue and the reducing end C-9 hydroxyl group.

Original languageEnglish (US)
Pages (from-to)2250-2253
Number of pages4
JournalTetrahedron Letters
Volume52
Issue number17
DOIs
StatePublished - Apr 27 2011

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Hydroxyl Radical
Nuclear magnetic resonance
Acids

Keywords

  • Capillary electrophoresis
  • Lactonization
  • Nuclear magnetic resonance
  • Regioselectivity
  • Sialic acid

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

NMR studies of the reversible and regioselective lactonization of α-2,8-linked trisialic acid in aqueous acid. / Eckert, Timothy; Lu, Chun Ping; Chen, Chien Sheng; Wu, Shih Hsiung; Gervay-Hague, Jacquelyn.

In: Tetrahedron Letters, Vol. 52, No. 17, 27.04.2011, p. 2250-2253.

Research output: Contribution to journalArticle

Eckert, Timothy ; Lu, Chun Ping ; Chen, Chien Sheng ; Wu, Shih Hsiung ; Gervay-Hague, Jacquelyn. / NMR studies of the reversible and regioselective lactonization of α-2,8-linked trisialic acid in aqueous acid. In: Tetrahedron Letters. 2011 ; Vol. 52, No. 17. pp. 2250-2253.
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