PMID- 32013414
OWN - NLM
STAT- MEDLINE
DCOM- 20200311
LR  - 20200311
IS  - 1520-5118 (Electronic)
IS  - 0021-8561 (Linking)
VI  - 68
IP  - 8
DP  - 2020 Feb 26
TI  - Quantitation of Protein Cysteine-Phenol Adducts in Minced Beef Containing 
      4-Methyl Catechol.
PG  - 2506-2515
LID - 10.1021/acs.jafc.9b07752 [doi]
AB  - Thiol groups of cysteine (Cys) residues in proteins react with quinones, 
      oxidation products of polyphenols, to form protein-polyphenol adducts. The aim of 
      the present work was to quantify the amount of adduct formed between Cys residues 
      and 4-methylcatechol (4MC) in minced beef. A Cys-4MC adduct standard was 
      electrochemically synthesized and characterized by liquid chromatography-mass 
      spectrometry (LC-MS) as well as NMR spectroscopy. Cys-4MC adducts were quantified 
      after acidic hydrolysis of myofibrillar protein isolates (MPIs) and LC-MS/MS 
      analysis of meat containing either 500 or 1500 ppm 4MC and stored at 4  degrees C for 7 
      days under a nitrogen or oxygen atmosphere. The concentrations of Cys-4MC were 
      found to be 2.2 +/- 0.3 nmol/mg MPI and 8.1 +/- 0.9 nmol/mg MPI in meat containing 
      500 and 1500 ppm 4MC, respectively, and stored for 7 days under oxygen. The 
      formation of the Cys-4MC adduct resulted in protein thiol loss, and ca. 62% of 
      the thiol loss was estimated to account for the formation of the Cys-4MC adduct 
      for meat containing 1500 ppm 4MC. Furthermore, protein polymerization increased 
      in samples containing 4MC as evaluated by sodium dodecyl sulfate-polyacrylamide 
      gel electrophoresis (SDS-PAGE), and the polymerization was found to originate 
      from protein-polyphenol interactions as evaluated by a blotting assay with 
      staining by nitroblue tetrazolium.
FAU - Arsad, Siti Suriani
AU  - Arsad SS
AD  - Department of Food Science, Faculty of Science , University of Copenhagen , 
      Rolighedsvej 26 , Frederiksberg C., 1958 Frederiksberg , Denmark.
AD  - Department of Biomedical Sciences, Faculty of Health and Medical Sciences , 
      University of Copenhagen , Blegdamsvej 3 , 2200 Copenhagen N , Denmark.
FAU - Zainudin, Mohd Asraf Mohd
AU  - Zainudin MAM
AD  - Department of Food Science, Faculty of Science , University of Copenhagen , 
      Rolighedsvej 26 , Frederiksberg C., 1958 Frederiksberg , Denmark.
AD  - Faculty of Engineering Technology , Universiti Malaysia Perlis , 02100 Kangar , 
      Perlis Indera Kayangan , Malaysia.
FAU - De Gobba, Cristian
AU  - De Gobba C
AD  - Department of Food Science, Faculty of Science , University of Copenhagen , 
      Rolighedsvej 26 , Frederiksberg C., 1958 Frederiksberg , Denmark.
FAU - Jongberg, Sisse
AU  - Jongberg S
AUID- ORCID: 0000-0003-2063-752X
AD  - Department of Food Science, Faculty of Science , University of Copenhagen , 
      Rolighedsvej 26 , Frederiksberg C., 1958 Frederiksberg , Denmark.
FAU - Larsen, Flemming H
AU  - Larsen FH
AD  - Department of Food Science, Faculty of Science , University of Copenhagen , 
      Rolighedsvej 26 , Frederiksberg C., 1958 Frederiksberg , Denmark.
FAU - Lametsch, Rene
AU  - Lametsch R
AD  - Department of Food Science, Faculty of Science , University of Copenhagen , 
      Rolighedsvej 26 , Frederiksberg C., 1958 Frederiksberg , Denmark.
FAU - Andersen, Mogens L
AU  - Andersen ML
AUID- ORCID: 0000-0003-4694-486X
AD  - Department of Food Science, Faculty of Science , University of Copenhagen , 
      Rolighedsvej 26 , Frederiksberg C., 1958 Frederiksberg , Denmark.
FAU - Lund, Marianne N
AU  - Lund MN
AUID- ORCID: 0000-0001-8708-2210
AD  - Department of Food Science, Faculty of Science , University of Copenhagen , 
      Rolighedsvej 26 , Frederiksberg C., 1958 Frederiksberg , Denmark.
AD  - Department of Biomedical Sciences, Faculty of Health and Medical Sciences , 
      University of Copenhagen , Blegdamsvej 3 , 2200 Copenhagen N , Denmark.
LA  - eng
PT  - Journal Article
DEP - 20200217
PL  - United States
TA  - J Agric Food Chem
JT  - Journal of agricultural and food chemistry
JID - 0374755
RN  - 0 (Muscle Proteins)
RN  - 0 (Quinones)
RN  - 339NCG44TV (Phenol)
RN  - 6JKA7MAH9C (Guaiacol)
RN  - K848JZ4886 (Cysteine)
SB  - IM
MH  - Animals
MH  - Cattle
MH  - Cysteine/*chemistry
MH  - Guaiacol/*chemistry
MH  - Meat/*analysis
MH  - Muscle Proteins/chemistry
MH  - Oxidation-Reduction
MH  - Phenol/*chemistry
MH  - Quinones/chemistry
MH  - Tandem Mass Spectrometry
OTO - NOTNLM
OT  - 4-methylcatechol
OT  - beef
OT  - cysteine-phenol adduct
OT  - protein cross-link
OT  - thiol-quinone adduct
EDAT- 2020/02/06 06:00
MHDA- 2020/03/12 06:00
CRDT- 2020/02/05 06:00
PHST- 2020/02/06 06:00 [pubmed]
PHST- 2020/03/12 06:00 [medline]
PHST- 2020/02/05 06:00 [entrez]
AID - 10.1021/acs.jafc.9b07752 [doi]
PST - ppublish
SO  - J Agric Food Chem. 2020 Feb 26;68(8):2506-2515. doi: 10.1021/acs.jafc.9b07752. 
      Epub 2020 Feb 17.