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

doi:10.1016/j.tetlet.2011.01.019

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

Chemistry

Research output: Contribution to journal › Article

2 Scopus citations

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 language	English (US)
Pages (from-to)	2250-2253
Number of pages	4
Journal	Tetrahedron Letters
Volume	52
Issue number	17
DOIs	https://doi.org/10.1016/j.tetlet.2011.01.019
State	Published - Apr 27 2011

Keywords

Capillary electrophoresis
Lactonization
Nuclear magnetic resonance
Regioselectivity
Sialic acid

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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Eckert, T., Lu, C. P., Chen, C. S., Wu, S. H., & Gervay-Hague, J. (2011). NMR studies of the reversible and regioselective lactonization of α-2,8-linked trisialic acid in aqueous acid. Tetrahedron Letters, 52(17), 2250-2253. https://doi.org/10.1016/j.tetlet.2011.01.019

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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.",

keywords = "Capillary electrophoresis, Lactonization, Nuclear magnetic resonance, Regioselectivity, Sialic acid",

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AU - Eckert, Timothy

AU - Lu, Chun Ping

AU - Chen, Chien Sheng

AU - Wu, Shih Hsiung

AU - Gervay-Hague, Jacquelyn

PY - 2011/4/27

Y1 - 2011/4/27

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KW - Lactonization

KW - Nuclear magnetic resonance

KW - Regioselectivity

KW - Sialic acid

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