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Postharvest Biology and Technology of Fruits, Vegetables, and Flowers

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268 POSTHARVEST BIOLOGY & TECHNOLOGY OF FRUITS, VEGETABLES, & FLOWERS<br />

OH<br />

HO<br />

OH<br />

OH<br />

OH O<br />

Naringenin chalcone<br />

CHI<br />

OH<br />

HO<br />

O<br />

FNS1<br />

HO<br />

O<br />

FNSI1<br />

OH O<br />

Flavone<br />

OH O<br />

Flavanone<br />

OH<br />

OH<br />

F3H<br />

OH<br />

HO<br />

O<br />

FLS<br />

HO<br />

O<br />

HO<br />

OH<br />

Flavonol<br />

OH<br />

O<br />

O<br />

OH<br />

OH<br />

OH<br />

OH<br />

FDR<br />

HO<br />

OH<br />

O<br />

Dihydr<strong>of</strong>lavonol<br />

OH<br />

O<br />

OH<br />

Flavan-3-ol<br />

Flavan-3,4-cis-diol Anthocyanidin<br />

(leucoanthocyanidin)<br />

Fig. 12.4 Biosynthesis <strong>of</strong> major fruit flavonoids, flavanone, flavone, flavonol, flavan-3-ol, <strong>and</strong> anthocyanidin.<br />

Enzymes as follows: CHI, chalcone isomerase; F3H, flavanone 3-hydroxylase; DFR, dihydr<strong>of</strong>lavonol 4-reductase;<br />

FNS, flavone synthase; FLS, flavonol synthase; ANS, anthocyanidin synthase; FDR, flavan-3,4-cis–diol reductase.<br />

OH<br />

DFR<br />

OH<br />

OH<br />

ANS<br />

HO<br />

OH<br />

O +<br />

OH<br />

OH<br />

nicotinamide adenine dinucleotide phosphate (NADPH)-dependent dihydr<strong>of</strong>lavonol 4-<br />

reductase (DFR). Anthocyanindin biosynthesis from flavan-3,4-cis-diol is catalyzed by<br />

anthocyanidin synthase (ANS). The key step <strong>of</strong> formation <strong>of</strong> flavan-3-ols from flavan-3,4-<br />

cis-diol is catalyzed by NADPH-dependent flavan-3,4-cis-diol reductase. Except flavan-3-<br />

ols, flavonoids usually occur in fruits as glycosides.<br />

12.6 Regulation <strong>of</strong> flavonoid synthesis during ripening<br />

<strong>and</strong> storage<br />

Red pigmentation in apple fruit is due to a unique anthocyanin, cyanidin-3-O-galactoside,<br />

which serves as an indicator <strong>of</strong> fruit maturity or ripeness for the apple producer <strong>and</strong> consumer<br />

(Fig. 12.5). Flavonoid biosynthesis, including the anthocyanins, is regulated in part by the

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