NMR Studies on the interaction between (-)-epigallocatechin gallate and cyclodextrins, free and bonded to silica gels

Lennart Kenne; Corine Sandström; Jan-Christer Janson; Jun Xu; Tianwei Tan

doi:10.1016/j.carres.2007.01.007

NMR Studies on the interaction between (-)-epigallocatechin gallate and cyclodextrins, free and bonded to silica gels

Lennart Kenne
, Corine Sandström
, Jan-Christer Janson
, Jun Xu
, Tianwei Tan

Publication: Contribution to journal › Journal article › peer-review

Abstract

The interaction between (-)-epigallocatechin-'3-gallate (EGCG) and beta- or gamma-cyclodextrin (CD), in free solution and bonded to silica beads, has been studied by H-1 HR-MAS NMR spectroscopy. The chromatographic retardation of EGCG on columns packed with CD-silica beads was shown to be due to the interaction of EGCG with the CD ligands because no nonspecific interaction with the silica gel could be observed. EGCG forms a tighter complex with beta-CD than with gamma-CD and NMR data obtained from hydroxy protons together with mm2 calculations suggest that for beta-CD intermolecular hydrogen bonding, in addition to hydrophobic interaction, stabilizes the complex. (c) 2007 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	843-850
Number of pages	8
Journal	Carbohydrate Research
Volume	342
Issue number	6
DOIs	https://doi.org/10.1016/j.carres.2007.01.007
Publication status	Published - 2007

Keywords

cyclodextrins
epigallocatechin gallate
HR-MAS NMR
silica beads

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10.1016/j.carres.2007.01.007

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title = "NMR Studies on the interaction between (-)-epigallocatechin gallate and cyclodextrins, free and bonded to silica gels",

abstract = "The interaction between (-)-epigallocatechin-'3-gallate (EGCG) and beta- or gamma-cyclodextrin (CD), in free solution and bonded to silica beads, has been studied by H-1 HR-MAS NMR spectroscopy. The chromatographic retardation of EGCG on columns packed with CD-silica beads was shown to be due to the interaction of EGCG with the CD ligands because no nonspecific interaction with the silica gel could be observed. EGCG forms a tighter complex with beta-CD than with gamma-CD and NMR data obtained from hydroxy protons together with mm2 calculations suggest that for beta-CD intermolecular hydrogen bonding, in addition to hydrophobic interaction, stabilizes the complex. (c) 2007 Elsevier Ltd. All rights reserved.",

keywords = "cyclodextrins, epigallocatechin gallate, HR-MAS NMR, silica beads, cyclodextrins, epigallocatechin gallate, HR-MAS NMR, silica beads",

author = "Lennart Kenne and Corine Sandstr{\"o}m and Jan-Christer Janson and Jun Xu and Tianwei Tan",

year = "2007",

doi = "10.1016/j.carres.2007.01.007",

language = "English",

volume = "342",

pages = "843--850",

journal = "Carbohydrate Research",

issn = "0008-6215",

publisher = "Elsevier Ltd",

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TY - JOUR

T1 - NMR Studies on the interaction between (-)-epigallocatechin gallate and cyclodextrins, free and bonded to silica gels

AU - Kenne, Lennart

AU - Sandström, Corine

AU - Janson, Jan-Christer

AU - Xu, Jun

AU - Tan, Tianwei

PY - 2007

Y1 - 2007

N2 - The interaction between (-)-epigallocatechin-'3-gallate (EGCG) and beta- or gamma-cyclodextrin (CD), in free solution and bonded to silica beads, has been studied by H-1 HR-MAS NMR spectroscopy. The chromatographic retardation of EGCG on columns packed with CD-silica beads was shown to be due to the interaction of EGCG with the CD ligands because no nonspecific interaction with the silica gel could be observed. EGCG forms a tighter complex with beta-CD than with gamma-CD and NMR data obtained from hydroxy protons together with mm2 calculations suggest that for beta-CD intermolecular hydrogen bonding, in addition to hydrophobic interaction, stabilizes the complex. (c) 2007 Elsevier Ltd. All rights reserved.

AB - The interaction between (-)-epigallocatechin-'3-gallate (EGCG) and beta- or gamma-cyclodextrin (CD), in free solution and bonded to silica beads, has been studied by H-1 HR-MAS NMR spectroscopy. The chromatographic retardation of EGCG on columns packed with CD-silica beads was shown to be due to the interaction of EGCG with the CD ligands because no nonspecific interaction with the silica gel could be observed. EGCG forms a tighter complex with beta-CD than with gamma-CD and NMR data obtained from hydroxy protons together with mm2 calculations suggest that for beta-CD intermolecular hydrogen bonding, in addition to hydrophobic interaction, stabilizes the complex. (c) 2007 Elsevier Ltd. All rights reserved.

KW - cyclodextrins

KW - epigallocatechin gallate

KW - HR-MAS NMR

KW - silica beads

KW - cyclodextrins

KW - epigallocatechin gallate

KW - HR-MAS NMR

KW - silica beads

UR - https://res.slu.se/id/publ/14074

U2 - 10.1016/j.carres.2007.01.007

DO - 10.1016/j.carres.2007.01.007

M3 - Journal article

C2 - 17270160

SN - 0008-6215

VL - 342

SP - 843

EP - 850

JO - Carbohydrate Research

JF - Carbohydrate Research

IS - 6

ER -

NMR Studies on the interaction between (-)-epigallocatechin gallate and cyclodextrins, free and bonded to silica gels

Abstract

Keywords

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