Formation, Tentative Mass Spectrometric Identification, and Color Stability of Acetaldehyde-Catalyzed Condensation of Red Radish (<i>Raphanus sativus)</i> Anthocyanins and (+) Catechin

Red radish anthocyanins are relatively stable due to the acylation of anthocyanins with organic and phenolic acid moieties. The objective of this study was to create and identify a novel ethyl-bridged acylated anthocyanin with a stable violet color from red radishes in the presence of acetaldehyde a...

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Main Authors: Nathan B. Stebbins, Luke R. Howard, Ronald L. Prior, Cindi Brownmiller, Rohana Liyanage, Jackson O. Lay
Format: Article
Language:English
Published: MDPI AG 2019-11-01
Series:Beverages
Subjects:
Online Access:https://www.mdpi.com/2306-5710/5/4/64
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author Nathan B. Stebbins
Luke R. Howard
Ronald L. Prior
Cindi Brownmiller
Rohana Liyanage
Jackson O. Lay
author_facet Nathan B. Stebbins
Luke R. Howard
Ronald L. Prior
Cindi Brownmiller
Rohana Liyanage
Jackson O. Lay
author_sort Nathan B. Stebbins
collection DOAJ
description Red radish anthocyanins are relatively stable due to the acylation of anthocyanins with organic and phenolic acid moieties. The objective of this study was to create and identify a novel ethyl-bridged acylated anthocyanin with a stable violet color from red radishes in the presence of acetaldehyde and catechin. After incubation at ambient temperature for one week at 21 &#176;C the reaction mixture with acetaldehyde and catechin turned from bright red to a vivid purple color. The newly formed compounds were tentatively identified with liquid chromatography-electrospray ionization-mass spectrometry. Color stability (CIE L*C*h) was monitored over six months at 21 &#176;C and anthocyanin stability was evaluated by HPLC. Next, radishes were fermented by <i>Zymomonas mobilis</i>, a high acetaldehyde producing bacteria. Natural sources of catechin were used to replace the catechin standard, but the same purple color did not appear with the addition of cocoa powder or fava beans. The ethyliden-bridged radish anthocyanins possess excellent color stability and could serve as a natural food colorant.
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spelling doaj.art-9e15f19f5e8a4b35949da75533f1d8b52022-12-22T01:31:02ZengMDPI AGBeverages2306-57102019-11-01546410.3390/beverages5040064beverages5040064Formation, Tentative Mass Spectrometric Identification, and Color Stability of Acetaldehyde-Catalyzed Condensation of Red Radish (<i>Raphanus sativus)</i> Anthocyanins and (+) CatechinNathan B. Stebbins0Luke R. Howard1Ronald L. Prior2Cindi Brownmiller3Rohana Liyanage4Jackson O. Lay5Department of Food Science, University of Arkansas, 2650 N. Young Ave., Fayetteville, AR 72704, USADepartment of Food Science, University of Arkansas, 2650 N. Young Ave., Fayetteville, AR 72704, USADepartment of Food Science, University of Arkansas, 2650 N. Young Ave., Fayetteville, AR 72704, USADepartment of Food Science, University of Arkansas, 2650 N. Young Ave., Fayetteville, AR 72704, USADepartment of Chemistry and Biochemistry, University of Arkansas Statewide Mass Spectrometry Facility, 1260 West Maple Street, Fayetteville, AR 72701, USADepartment of Chemistry and Biochemistry, University of Arkansas Statewide Mass Spectrometry Facility, 1260 West Maple Street, Fayetteville, AR 72701, USARed radish anthocyanins are relatively stable due to the acylation of anthocyanins with organic and phenolic acid moieties. The objective of this study was to create and identify a novel ethyl-bridged acylated anthocyanin with a stable violet color from red radishes in the presence of acetaldehyde and catechin. After incubation at ambient temperature for one week at 21 &#176;C the reaction mixture with acetaldehyde and catechin turned from bright red to a vivid purple color. The newly formed compounds were tentatively identified with liquid chromatography-electrospray ionization-mass spectrometry. Color stability (CIE L*C*h) was monitored over six months at 21 &#176;C and anthocyanin stability was evaluated by HPLC. Next, radishes were fermented by <i>Zymomonas mobilis</i>, a high acetaldehyde producing bacteria. Natural sources of catechin were used to replace the catechin standard, but the same purple color did not appear with the addition of cocoa powder or fava beans. The ethyliden-bridged radish anthocyanins possess excellent color stability and could serve as a natural food colorant.https://www.mdpi.com/2306-5710/5/4/64anthocyaninacetaldehyderadishcatechinnatural colorant
spellingShingle Nathan B. Stebbins
Luke R. Howard
Ronald L. Prior
Cindi Brownmiller
Rohana Liyanage
Jackson O. Lay
Formation, Tentative Mass Spectrometric Identification, and Color Stability of Acetaldehyde-Catalyzed Condensation of Red Radish (<i>Raphanus sativus)</i> Anthocyanins and (+) Catechin
Beverages
anthocyanin
acetaldehyde
radish
catechin
natural colorant
title Formation, Tentative Mass Spectrometric Identification, and Color Stability of Acetaldehyde-Catalyzed Condensation of Red Radish (<i>Raphanus sativus)</i> Anthocyanins and (+) Catechin
title_full Formation, Tentative Mass Spectrometric Identification, and Color Stability of Acetaldehyde-Catalyzed Condensation of Red Radish (<i>Raphanus sativus)</i> Anthocyanins and (+) Catechin
title_fullStr Formation, Tentative Mass Spectrometric Identification, and Color Stability of Acetaldehyde-Catalyzed Condensation of Red Radish (<i>Raphanus sativus)</i> Anthocyanins and (+) Catechin
title_full_unstemmed Formation, Tentative Mass Spectrometric Identification, and Color Stability of Acetaldehyde-Catalyzed Condensation of Red Radish (<i>Raphanus sativus)</i> Anthocyanins and (+) Catechin
title_short Formation, Tentative Mass Spectrometric Identification, and Color Stability of Acetaldehyde-Catalyzed Condensation of Red Radish (<i>Raphanus sativus)</i> Anthocyanins and (+) Catechin
title_sort formation tentative mass spectrometric identification and color stability of acetaldehyde catalyzed condensation of red radish i raphanus sativus i anthocyanins and catechin
topic anthocyanin
acetaldehyde
radish
catechin
natural colorant
url https://www.mdpi.com/2306-5710/5/4/64
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