Carbohydrates and Other Electrochemically Active Compounds

Methods of Analysis for Functional Foods and Nutraceuticals - Functional Foods and Nutraceuticals ◽

10.1201/9781420014679.ch8 ◽

2002 ◽

Cited By ~ 1

Author(s):

Suresh Ralapati ◽

William LaCourse

Keyword(s):

Active Compounds ◽

Electrochemically Active

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Carbohydrates and Other Electrochemically Active Compounds in Functional Foods

Methods of Analysis for Functional Foods and Nutraceuticals, Second Edition - Functional Foods and Nutraceuticals ◽

10.1201/9781420007152.ch10 ◽

2008 ◽

Cited By ~ 1

Author(s):

William LaCourse

Keyword(s):

Functional Foods ◽

Active Compounds ◽

Electrochemically Active

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Transformation Pathways of Reductones in the Advanced Maillard Reaction

Czech Journal of Food Sciences ◽

10.17221/1091-cjfs ◽

2009 ◽

Vol 27 (Special Issue 1) ◽

pp. S149-S152 ◽

Cited By ~ 2

Author(s):

M. Konečný ◽

K. Cejpek ◽

L. Čechovská ◽

J. Velíšek

Keyword(s):

Maillard Reaction ◽

Binary Systems ◽

Amperometric Detection ◽

Electrochemical Activity ◽

Active Compounds ◽

Condensation Products ◽

Hplc System ◽

Electrochemically Active ◽

Transformation Pathways ◽

Unknown Structure

The transformation of methylene-active reducing Maillard intermediates 4-hydroxy-5-methyl-2<I>H</I>-furan-3-one (norfuraneol, 1) and 2,3-dihydro-3,5-dihydroxy-6-methyl-4<I>H</I>-pyran-4-one (DDMP) was studied in heated (at 70–95°C up to 2 h) model aqueous binary systems containing various reactive carbonyl Maillard intermediates. Among them, furan-2-carbaldehyde and its derivatives 5-hydroxymethylfuran-2-carbaldehyde and pyrrol-2-carbaldehyde react intensely with the above reductones resulting in significant formation of consecutive reducing products. The active products formation and changes in total electrochemical activity were evaluated by using HPLC system with amperometric detection. The active products are consisted of primary reductone-carbaldehyde adducts (2a, b) that dehydrate to major active stereoisomeric condensation products (3a, b). The latter are hydrolysed to still electrochemically active compounds (4a, b) with yet unknown structure. Norfuraneol is transformed by 67–94% after 2 h heating at 95°C and pH 7 depending on a carbaldehyde, while DDMP react much slowly. Up to 42% of the initial norfuraneol electrochemical activity remains retained in the consecutive products depending on time and carbaldehyde involved.

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