Laccase-catalyzed polymerization of tyrosine-containing peptides

Maija-Liisa Mattinen (Corresponding Author), Kristiina Kruus, Johanna Buchert, Jacob H. Nielsen, Henrik J. Andersen, Charlotte L. Steffensen

Research output: Contribution to journalArticleScientificpeer-review

90 Citations (Scopus)

Abstract

Laccase‐catalyzed polymerization of tyrosine and tyrosine‐containing peptides was studied in the presence and absence of ferulic acid (FA). Advanced spectroscopic methods such as MALDI‐TOF MS, EPR, FTIR microscopy and HPLC‐fluorescence, as well as more conventional analytical tools: oxygen consumption measurements and SDS/PAGE were used in the reaction mechanism studies. Laccase was found to oxidize tyrosine and tyrosine‐containing peptides, with consequent polymerization of the compounds. The covalent linkage connecting the compounds was found to be an ether bond. Only small amounts of dityrosine bonds were detected in the polymers. When FA was added to the reaction mixtures, it was found to be incorporated into the polymer structure. Thus, in addition to homopolymers, different heteropolymers containing two or four FA residues were formed in the reactions.
Original languageEnglish
Pages (from-to)3640 - 3650
Number of pages11
JournalFEBS Journal
Volume272
Issue number14
DOIs
Publication statusPublished - 2005
MoE publication typeA1 Journal article-refereed

Fingerprint

ferulic acid
Laccase
Polymerization
Tyrosine
Peptides
Polymers
Fourier Transform Infrared Spectroscopy
Homopolymerization
Oxygen Consumption
Ether
Paramagnetic resonance
Polyacrylamide Gel Electrophoresis
Microscopy
Microscopic examination
Oxygen

Keywords

  • cross-linking
  • ferulic acid
  • laccase
  • peptide
  • tyrosine

Cite this

Mattinen, M-L., Kruus, K., Buchert, J., Nielsen, J. H., Andersen, H. J., & Steffensen, C. L. (2005). Laccase-catalyzed polymerization of tyrosine-containing peptides. FEBS Journal, 272(14), 3640 - 3650. https://doi.org/10.1111/j.1742-4658.2005.04786.x
Mattinen, Maija-Liisa ; Kruus, Kristiina ; Buchert, Johanna ; Nielsen, Jacob H. ; Andersen, Henrik J. ; Steffensen, Charlotte L. / Laccase-catalyzed polymerization of tyrosine-containing peptides. In: FEBS Journal. 2005 ; Vol. 272, No. 14. pp. 3640 - 3650.
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Mattinen, M-L, Kruus, K, Buchert, J, Nielsen, JH, Andersen, HJ & Steffensen, CL 2005, 'Laccase-catalyzed polymerization of tyrosine-containing peptides', FEBS Journal, vol. 272, no. 14, pp. 3640 - 3650. https://doi.org/10.1111/j.1742-4658.2005.04786.x

Laccase-catalyzed polymerization of tyrosine-containing peptides. / Mattinen, Maija-Liisa (Corresponding Author); Kruus, Kristiina; Buchert, Johanna; Nielsen, Jacob H.; Andersen, Henrik J.; Steffensen, Charlotte L.

In: FEBS Journal, Vol. 272, No. 14, 2005, p. 3640 - 3650.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - Laccase-catalyzed polymerization of tyrosine-containing peptides

AU - Mattinen, Maija-Liisa

AU - Kruus, Kristiina

AU - Buchert, Johanna

AU - Nielsen, Jacob H.

AU - Andersen, Henrik J.

AU - Steffensen, Charlotte L.

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AB - Laccase‐catalyzed polymerization of tyrosine and tyrosine‐containing peptides was studied in the presence and absence of ferulic acid (FA). Advanced spectroscopic methods such as MALDI‐TOF MS, EPR, FTIR microscopy and HPLC‐fluorescence, as well as more conventional analytical tools: oxygen consumption measurements and SDS/PAGE were used in the reaction mechanism studies. Laccase was found to oxidize tyrosine and tyrosine‐containing peptides, with consequent polymerization of the compounds. The covalent linkage connecting the compounds was found to be an ether bond. Only small amounts of dityrosine bonds were detected in the polymers. When FA was added to the reaction mixtures, it was found to be incorporated into the polymer structure. Thus, in addition to homopolymers, different heteropolymers containing two or four FA residues were formed in the reactions.

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KW - ferulic acid

KW - laccase

KW - peptide

KW - tyrosine

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Mattinen M-L, Kruus K, Buchert J, Nielsen JH, Andersen HJ, Steffensen CL. Laccase-catalyzed polymerization of tyrosine-containing peptides. FEBS Journal. 2005;272(14):3640 - 3650. https://doi.org/10.1111/j.1742-4658.2005.04786.x