A 3D structural and conformational study of procyanidin dimers in water and hydro-alcoholic media as viewed by NMR and molecular modeling

Copyright (c) 2006 John Wiley & Sons, Ltd.

Bibliographische Detailangaben
Veröffentlicht in:Magnetic resonance in chemistry : MRC. - 1985. - 44(2006), 9 vom: 15. Sept., Seite 868-80
1. Verfasser: Tarascou, Isabelle (VerfasserIn)
Weitere Verfasser: Barathieu, Karine, Simon, Cécile, Ducasse, Marie-Agnès, André, Yann, Fouquet, Eric, Dufourc, Erick J, de Freitas, Victor, Laguerre, Michel, Pianet, Isabelle
Format: Aufsatz
Sprache:English
Veröffentlicht: 2006
Zugriff auf das übergeordnete Werk:Magnetic resonance in chemistry : MRC
Schlagworte:Journal Article Research Support, Non-U.S. Gov't Alcohols Biflavonoids Proanthocyanidins Tannins Water 059QF0KO0R procyanidin 4852-22-6 mehr... Catechin 8R1V1STN48
LEADER 01000naa a22002652 4500
001 NLM163670528
003 DE-627
005 20231223100844.0
007 tu
008 231223s2006 xx ||||| 00| ||eng c
028 5 2 |a pubmed24n0546.xml 
035 |a (DE-627)NLM163670528 
035 |a (NLM)16791908 
040 |a DE-627  |b ger  |c DE-627  |e rakwb 
041 |a eng 
100 1 |a Tarascou, Isabelle  |e verfasserin  |4 aut 
245 1 2 |a A 3D structural and conformational study of procyanidin dimers in water and hydro-alcoholic media as viewed by NMR and molecular modeling 
264 1 |c 2006 
336 |a Text  |b txt  |2 rdacontent 
337 |a ohne Hilfsmittel zu benutzen  |b n  |2 rdamedia 
338 |a Band  |b nc  |2 rdacarrier 
500 |a Date Completed 23.08.2007 
500 |a Date Revised 21.11.2013 
500 |a published: Print 
500 |a Citation Status MEDLINE 
520 |a Copyright (c) 2006 John Wiley & Sons, Ltd. 
520 |a The three-dimensional structures of 5 procyanidin dimers have been determined in a hydro-alcoholic medium and in water using 2D NMR and molecular mechanics. They are made from monomers of catechin (CAT) and epicatechin (EPI)-B1: EPI-CAT, B2: EPI-EPI, B3: CAT-CAT, B4: CAT-EPI and B2g: EPI-EPI-3-O-gallate. These tannins exist in two conformations that are in slow exchange in the NMR timescale (s), one is compact and the other extended. The compact form is found to dominate (76-98%) when the dimer is made of at least one CAT monomer (B1, B3, B4). Both forms are found in even proportions only in the case of procyanidin B2. The latter tannin can be converted into a dominant compact form when the lower EPI unit is galloylated. The finding of a predominant compact form for procyanidin dimers is discussed in relation with tannin-saliva protein interactions that are of importance for the wine-tasting/making processes 
650 4 |a Journal Article 
650 4 |a Research Support, Non-U.S. Gov't 
650 7 |a Alcohols  |2 NLM 
650 7 |a Biflavonoids  |2 NLM 
650 7 |a Proanthocyanidins  |2 NLM 
650 7 |a Tannins  |2 NLM 
650 7 |a Water  |2 NLM 
650 7 |a 059QF0KO0R  |2 NLM 
650 7 |a procyanidin  |2 NLM 
650 7 |a 4852-22-6  |2 NLM 
650 7 |a Catechin  |2 NLM 
650 7 |a 8R1V1STN48  |2 NLM 
700 1 |a Barathieu, Karine  |e verfasserin  |4 aut 
700 1 |a Simon, Cécile  |e verfasserin  |4 aut 
700 1 |a Ducasse, Marie-Agnès  |e verfasserin  |4 aut 
700 1 |a André, Yann  |e verfasserin  |4 aut 
700 1 |a Fouquet, Eric  |e verfasserin  |4 aut 
700 1 |a Dufourc, Erick J  |e verfasserin  |4 aut 
700 1 |a de Freitas, Victor  |e verfasserin  |4 aut 
700 1 |a Laguerre, Michel  |e verfasserin  |4 aut 
700 1 |a Pianet, Isabelle  |e verfasserin  |4 aut 
773 0 8 |i Enthalten in  |t Magnetic resonance in chemistry : MRC  |d 1985  |g 44(2006), 9 vom: 15. Sept., Seite 868-80  |w (DE-627)NLM098179667  |x 1097-458X  |7 nnns 
773 1 8 |g volume:44  |g year:2006  |g number:9  |g day:15  |g month:09  |g pages:868-80 
912 |a GBV_USEFLAG_A 
912 |a SYSFLAG_A 
912 |a GBV_NLM 
912 |a GBV_ILN_350 
951 |a AR 
952 |d 44  |j 2006  |e 9  |b 15  |c 09  |h 868-80