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Network of carboxypyranomalvidin-3-O-glucoside (vitisin A) equilibrium forms in aqueous solution

Title
Network of carboxypyranomalvidin-3-O-glucoside (vitisin A) equilibrium forms in aqueous solution
Type
Article in International Scientific Journal
Year
2013
Authors
Joana Oliveira
(Author)
FCUP
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Nuno Mateus
(Author)
FCUP
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Victor de Freitas
(Author)
FCUP
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Journal
Title: Tetrahedron LettersImported from Authenticus Search for Journal Publications
Vol. 54
Pages: 5106-5110
ISSN: 0040-4039
Publisher: Elsevier
Scientific classification
FOS: Natural sciences > Chemical sciences
Other information
Authenticus ID: P-006-7BD
Abstract (EN): The equilibrium forms of carboxypyranomalvidin-3-O-glucoside (vitisin A) were studied in aqueous solution at different pH values by NMR and UV-Visible spectroscopy. The results obtained revealed the presence of three deprotonation reactions at positions 10-COOH, 7-OH and 4'-OH: pK(a1) = 1.09 +/- 0.09; pK(a2) = 4.93 +/- 0.02; pK(a3) = 9.14 +/- 0.05, data obtained from NMR titration. The titration by NMR confirmed the absence of hydration reactions since no characteristic peaks of the hemiketal form were observed in the NMR spectrum at any pD value studied (pD 0.67-10.99).
Language: English
Type (Professor's evaluation): Scientific
No. of pages: 5
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