Investigation of the complexation of (+)-catechin by 
b-cyclodextrin by a combination of NMR, microcalorimetry and
molecular modeling techniques

J 2003

Investigation of the complexation of (+)-catechin by b-cyclodextrin by a combination of NMR, microcalorimetry and molecular modeling techniques

KŘÍŽ, Zdeněk, Jaroslav KOČA, Anne IMBERTY, Aurelia CHARLOT, Rachel AUZELY-VELTY et. al.

Základní údaje

Originální název

Investigation of the complexation of (+)-catechin by b-cyclodextrin by a combination of NMR, microcalorimetry and molecular modeling techniques

Autoři

KŘÍŽ, Zdeněk (203 Česká republika, garant), Jaroslav KOČA (203 Česká republika), Anne IMBERTY (250 Francie), Aurelia CHARLOT (250 Francie) a Rachel AUZELY-VELTY (250 Francie)

Vydání

Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2003, 1477-0520

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10403 Physical chemistry

Stát vydavatele

Česká republika

Utajení

není předmětem státního či obchodního tajemství

Kód RIV

RIV/00216224:14310/03:00009078

Organizační jednotka

Přírodovědecká fakulta

Klíčová slova anglicky

NMR; cyclodextrin; catechin; molecular modeling

Štítky

catechin, cyclodextrin, molecular modeling, NMR

Změněno: 22. 11. 2004 16:03, prof. RNDr. Jaroslav Koča, DrSc.

Anotace

V originále

(+)-Catechin is a polyphenolic compound of natural origin that presents anti-oxidant properties of interest for therapeutics or cosmetics uses. Preliminary studies on inclusion into cyclodextrin cavities yielded contradictory results both for the quantitative (a nity constant) and qualitative description of the interaction. By a combination of several experimental and theoretical methods, the present study resolved the previous ambiguities about the interaction between (+)-catechin and b-cyclodextrin. Thermodynamic data measured by isothermal titration calorimetry demonstrate that the binding is enthalpy driven. Excellent agreement has been obtained for the measurement of the association constant by NMR and microcalorimetry. The several docking modes obtained by systematic docking studies have been compared to intermolecular contacts measured by NMR and the overall geometry of the complex can be proposed.

Návaznosti

LN00A016, projekt VaV

Název: BIOMOLEKULÁRNÍ CENTRUM

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Biomolekulární centrum

Citovat

KŘÍŽ, Zdeněk, Jaroslav KOČA, Anne IMBERTY, Aurelia CHARLOT a Rachel AUZELY-VELTY. Investigation of the complexation of (+)-catechin by b-cyclodextrin by a combination of NMR, microcalorimetry and molecular modeling techniques. Organic and Biomolecular Chemistry. Royal Society of Chemistry, 2003, roč. 1, č. 14, s. 2590-2595. ISSN 1477-0520.

@article{490003,
   author = {Kříž, Zdeněk and Koča, Jaroslav and Imberty, Anne and Charlot, Aurelia and AuzelyandVelty, Rachel},
   article_number = {14},
   keywords = {NMR; cyclodextrin; catechin; molecular modeling},
   language = {eng},
   issn = {1477-0520},
   journal = {Organic and Biomolecular Chemistry},
   title = {Investigation of the complexation of (+)-catechin by b-cyclodextrin by a combination of NMR, microcalorimetry and molecular modeling techniques},
   volume = {1},
   year = {2003}
}

TY  - JOUR
ID  - 490003
AU  - Kříž, Zdeněk - Koča, Jaroslav - Imberty, Anne - Charlot, Aurelia - Auzely-Velty, Rachel
PY  - 2003
TI  - Investigation of the complexation of (+)-catechin by b-cyclodextrin by a combination of NMR, microcalorimetry and molecular modeling techniques
JF  - Organic and Biomolecular Chemistry
VL  - 1
IS  - 14
SP  - 2590-2595
EP  - 2590-2595
PB  - Royal Society of Chemistry
SN  - 14770520
KW  - NMR
KW  - cyclodextrin
KW  - catechin
KW  - molecular modeling
N2  - (+)-Catechin is a polyphenolic compound of natural origin that presents anti-oxidant properties of interest for therapeutics or cosmetics uses. Preliminary studies on inclusion into cyclodextrin cavities yielded contradictory results both for the quantitative (a nity constant) and qualitative description of the interaction. By a combination of several experimental and theoretical methods, the present study resolved the previous ambiguities about the interaction between (+)-catechin and b-cyclodextrin. Thermodynamic data measured by isothermal titration calorimetry demonstrate that the binding is enthalpy driven. Excellent agreement has been obtained for the measurement of the association constant by NMR and microcalorimetry. The several docking modes obtained by systematic docking studies have been compared to intermolecular contacts measured by NMR and the overall geometry of the complex can be proposed.
ER  -

KŘÍŽ, Zdeněk, Jaroslav KOČA, Anne IMBERTY, Aurelia CHARLOT a Rachel AUZELY-VELTY. Investigation of the complexation of (+)-catechin by b-cyclodextrin by a combination of NMR, microcalorimetry and molecular modeling techniques. \textit{Organic and Biomolecular Chemistry}. Royal Society of Chemistry, 2003, roč.~1, č.~14, s.~2590-2595. ISSN~1477-0520.

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