Inhibitory Effect of Cyclodextrins on the Discoloration Reaction of an Anthocyanidin, PELARGONIDIN CHLORIDE (cas 134-04-3), in Acidic Media

Add time:09/29/2019    Source:infona.pl

An anthocyanidin, pelargonidin (PG), loses its color with time in acidic media. The rate determining step of the discoloration reaction at pH 1–4 is the nucleophilic attack of the OH- ion on PG to give a hemiacetal, which readily isomerizes to the corresponding α-diketone. Native, branched, and methylated cyclodextrins (CDs) form inclusion complexes with PG to retard the discoloration. The inhibitory effect (copigmentation) of CDs on the PG discoloration is slight in α-CD, significant in β- and γ-CDs, and the largest in heptakis(2,6-dimethyl)-β-CD (DM-β-CD). The β-CD and DM-β-CD include the phenyl moiety of PG, whereas γ-CD includes the benzopyrylium moiety of PG. The CD cavities protect the reaction site of included PG from the attack of the OH- ion.

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