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Title: Condensed tannins: (4β→8;2β→O→7)-linked procyanidins in Arachis hypogea L.

Author: Karchesy, Joseph J.; Hemingway, Richard W.;

Date: 1986

Source: Journal of Agricultural and Food Chemistry 34(6):966-970

Publication Series: Miscellaneous Publication

Description: Mature, red peanut skins contain about 17% by weight of procyanidins. Nearly 50% of these compounds are low molecular weight oligomers that are soluble in ethyl acetate. The flavan-3-ols catechin and epicatechin are present in a ratio of 9 to 1 but in low concentration. Among the dimeric procyanidins, epicatechin-(4β→8;2β→O→7)-catechin dominates, with smaller proportions of epicatechin-(4β→8;→2β→O→7)-epicatechin and very small proportions of epicatechin-(4β→8)-catechin. Higher oligomers that are soluble in ethyl acetate contain both the (4β→8 or →6) and (4β→8;2β→O→7) interflavanoid bonds. The water-soluble polymeric procyanidins are predominately 2,3-cis-procyanidins linked by (4β→8 or →6) bonds that are terminated with the 2,3-trans-flavan-3-ol catechin. Water-soluble polymeric procyanidins from flaked and pelletized peanut skins have comparatively low number-average molecular weights (about 2200 as the peracetate) and low dispersitivities (about 1.8). These polymers have excellent potential for use in cold-setting adhesive applications.

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Karchesy, Joseph J.; Hemingway, Richard W. 1986. Condensed tannins: (4β→8;2β→O→7)-linked procyanidins in Arachis hypogea L. Journal of Agricultural and Food Chemistry 34(6):966-970

 


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