title: Reducing effects of polyphenols on metmyoglobin and the in vitro regeneration of bright meat color by polyphenols in the presence of cysteine.
abstract: The effect of polyphenols and related phenolic compounds on the reduction of metmyoglobin (MetMb) to oxymyoglobin (MbO2), in the presence of cysteine, was investigated. Caffeic acid, dihydrocaffeic acid, and hydroxtyrosol (600 μmol/L) did not show any reducing activity individually. However, their highly potent activity in the reduction of MetMb to MbO2 was observed in the presence of equimolar amounts of cysteine. On the basis of the analytical results for the redox reaction products generated during the MetMb-reducing reaction of caffeic acid, we proposed a mechanism for the polyphenol-mediated reduction of MetMb. As per the proposed mechanism, the antioxidant polyphenols having a catechol substructure can effectively reduce MetMb to MbO2 with chemical assistance from nucleophilic reactive thiol compounds such as cysteine. Moreover, cysteine-coupled polyphenols such as cysteinylcaffeic acids (which are coupling products of caffeic acid and cysteine) can be used as preserving agents for retaining the fresh meat color, because of their powerful reducing effect on MetMb. The reduction of MetMb to MbO2 changes the color of meat from brown to the more desirable bright red.
authors.affiliation: Graduate School of Integrated Arts and Sciences, University of Tokushima , Tokushima 770-8502, Japan.
authors.forename: Yukari
authors.initials: Y
authors.lastname: Miura
authors.forename: Miyuki
authors.initials: M
authors.lastname: Inai
authors.forename: Sari
authors.initials: S
authors.lastname: Honda
authors.forename: Akiko
authors.initials: A
authors.lastname: Masuda
authors.forename: Toshiya
authors.initials: T
authors.lastname: Masuda
mesh_terms: D000818:Animals; D000975:Antioxidants / Q000737:chemistry; D002417:Cattle; D003116:Color; D003545:Cysteine / Q000737:chemistry*; D005519:Food Preservation / Q000379:methods*; D008460:Meat / Q000032:analysis*; D008786:Metmyoglobin / Q000737:chemistry*; D009211:Myoglobin / Q000737:chemistry; D010084:Oxidation-Reduction; D059808:Polyphenols / Q000737:chemistry*
chemical_list: D000975:Antioxidants; D009211:Myoglobin; D059808:Polyphenols; C017595:oxymyoglobin; D008786:Metmyoglobin; D003545:Cysteine
keywords: cysteinylcaffeic acid; meat color preservation; metmyoglobin; oxymyoglobin; polyphenol