PMID- 26348706
OWN - NLM
STAT- MEDLINE
DCOM- 20160324
LR  - 20150930
IS  - 1520-5118 (Electronic)
IS  - 0021-8561 (Linking)
VI  - 63
IP  - 38
DP  - 2015 Sep 30
TI  - Influence of the Oxidation States of 4-Methylcatechol and Catechin on the 
      Oxidative Stability of beta-Lactoglobulin.
PG  - 8501-9
LID - 10.1021/acs.jafc.5b02551 [doi]
AB  - Chemical interactions between proteins and phenols affect the overall oxidative 
      stability of a given biological system. To investigate the effect of 
      protein-phenol adduct formation on the oxidative stability of beta-lactoglobulin 
      (beta-LG), the protein was left to react with an equimolar concentration of 
      4-methylcatechol (4MC), catechin (Cat), or their respective quinone forms, 
      4-methylbenzoquinone (4MBQ) and catechin-quinone (CatQ), and subsequently 
      subjected to metal-catalyzed oxidation by Fe(II)/H2O2 for 20 days at 37  degrees C. The 
      reaction with 4MBQ resulted in 60% thiol loss and 22% loss of amino groups, 
      whereas the addition of 4MC resulted in 12% thiol loss. The reaction with Cat or 
      CatQ resulted in no apparent modification of beta-LG. The oxidative stability of 
      beta-LG after reaction with each of 4MC, 4MBQ, Cat, or CatQ was impaired. Especially 
      4MC and 4MBQ were found to be pro-oxidative toward alpha-aminoadipic semialdehyde and 
      gamma-glutamic semialdehyde formation as well as the generation of fluorescent Schiff 
      base products. The changes observed were ascribed to the redirection of oxidation 
      as a result of the blocking of thiol groups but also to the oxidative deamination 
      pathway, accelerating the production of semialdehydes and subsequently Schiff 
      base structures.
FAU - Jongberg, Sisse
AU  - Jongberg S
AD  - Department of Food Science, Faculty of Science, University of Copenhagen , 
      Rolighedsvej 30, 1958 Frederiksberg, Denmark.
FAU - Utrera, Mariana
AU  - Utrera M
AD  - IPROCAR Research Institute, TECAL Research Group, University of Extremadura , 
      10003 Caceres, Spain.
FAU - Morcuende, David
AU  - Morcuende D
AD  - IPROCAR Research Institute, TECAL Research Group, University of Extremadura , 
      10003 Caceres, Spain.
FAU - Lund, Marianne N
AU  - Lund MN
AD  - Department of Food Science, Faculty of Science, University of Copenhagen , 
      Rolighedsvej 30, 1958 Frederiksberg, Denmark.
FAU - Skibsted, Leif H
AU  - Skibsted LH
AD  - Department of Food Science, Faculty of Science, University of Copenhagen , 
      Rolighedsvej 30, 1958 Frederiksberg, Denmark.
FAU - Estevez, Mario
AU  - Estevez M
AD  - IPROCAR Research Institute, TECAL Research Group, University of Extremadura , 
      10003 Caceres, Spain.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20150917
PL  - United States
TA  - J Agric Food Chem
JT  - Journal of agricultural and food chemistry
JID - 0374755
RN  - 0 (Catechols)
RN  - 0 (Lactoglobulins)
RN  - 12GLI7JGB3 (4-methylcatechol)
RN  - 8R1V1STN48 (Catechin)
SB  - IM
MH  - Catechin/*chemistry
MH  - Catechols/*chemistry
MH  - Lactoglobulins/*chemistry
MH  - Oxidation-Reduction
OTO - NOTNLM
OT  - 4-methylcatechol
OT  - catechin
OT  - metal-catalyzed oxidation
OT  - protein oxidation
OT  - quinone
OT  - beta-lactoglobulin
EDAT- 2015/09/09 06:00
MHDA- 2016/03/25 06:00
CRDT- 2015/09/09 06:00
PHST- 2015/09/09 06:00 [entrez]
PHST- 2015/09/09 06:00 [pubmed]
PHST- 2016/03/25 06:00 [medline]
AID - 10.1021/acs.jafc.5b02551 [doi]
PST - ppublish
SO  - J Agric Food Chem. 2015 Sep 30;63(38):8501-9. doi: 10.1021/acs.jafc.5b02551. Epub 
      2015 Sep 17.