A peroxidase from Lepista irina cleaves β,β-carotene to flavor compounds

Biological Chemistry

Volumn 384, Issue 7, 2003, Pages 1049-1056

  Zorn, Holger ^a   Langhoff, Sabine ^a   Scheibner, Manuela ^a   Nimtz, Manfred ^b   Berger, Ralf G ^a  

^a LEIBNIZ UNIVERSITY HANNOVER   (Germany)

^b HELMHOLTZ CENTRE FOR INFECTION RESEARCH   (Germany)

Author keywords

Basidiomycete; cDNA; Cleavage; Degradation; Norisoprenoids

Indexed keywords

ALKANONE; AMINO ACID; BETA CAROTENE; COMPLEMENTARY DNA; FUNGAL ENZYME; NUCLEOTIDE; OLIGONUCLEOTIDE; PEROXIDASE; POLYPEPTIDE; SIGNAL PEPTIDE;

AMINO ACID SEQUENCE; AMINO TERMINAL SEQUENCE; ARTICLE; CATALYSIS; CONTROLLED STUDY; DEGRADATION; DNA LIBRARY; ENZYME ANALYSIS; ENZYME PURIFICATION; FUNGUS; ISOELECTRIC POINT; MOLECULAR WEIGHT; MYCELIUM; NONHUMAN; NUCLEOTIDE SEQUENCE; OPEN READING FRAME; OXIDATION; PH; PHANEROCHAETE; PLEUROTUS; POLYMERASE CHAIN REACTION; PRIORITY JOURNAL; SUPERNATANT; TEMPERATURE;

AMINO ACID SEQUENCE; BASIDIOMYCOTA; BETA CAROTENE; BIODEGRADATION, ENVIRONMENTAL; CAROTENOIDS; CULTURE MEDIA; FLAVORING AGENTS; HYDROGEN-ION CONCENTRATION; MOLECULAR SEQUENCE DATA; NORISOPRENOIDS; OXIDATION-REDUCTION; PEROXIDASE; TEMPERATURE; TIME FACTORS; VOLATILIZATION;

FUNGI; LEPISTA; LEPISTA IRINA; MYXOGASTRIA; PHANEROCHAETE; PLEUROTUS; PLEUROTUS ERYNGII;

EID: 0042856235     PISSN: 14316730     EISSN: None     Source Type: Journal    
DOI: 10.1515/BC.2003.117     Document Type: Article

References (38)

1. Beatriz, M., Gloria, A. Grulke, E.A., and Gray, J.I. (1993). Effect of type of oxidation on β-carotene loss and volatile products formation in model systems. Food Chem. 46, 401-406.
2. Ben Aziz, A., Grossman, S., Ascarelli, I., and Budowski, P. (1971). Carotene-bleaching activities of lipoxygenase and heme proteins as studied by a direct spectrophotometric method. Phytochemistry 10, 1445-1452.
3. Bosser, A., and Belin, J.M. (1994). Synthesis of β-ionone in an aldehyde/xanthinoxidase/ β-carotene system involving free radical formation. Biotechnol. Progr. 10, 129-133.
4. Bosser, A., Paplorey, E., and Belin, J.M. (1995). A simple way to dihydroactinidiolide from β-ionone related to the enzymatic co-oxidation of β-carotene in aqueous solutions. Biotechnol. Progr. 11, 689-692.
5. Bradford, M.M. (1976). A rapid and sensitive method for quantitation of microgram quantities of protein utilising the principle of protein-dye binding. Anal. Biochem. 72, 248-254.
6. Britton, G., Liaaen-Jensen, S., and Pfander, H. (1999). Carotenoids, Volume 1A, Isolation and Analysis (Basel, Switzerland: Birkhäuser Verlag).
7. Camarero, S., Böckle, B., Martinez, M.J., and Martinez, A.T. (1996). Manganese-mediated lignin degradation by Pleurotus pulmonarius. Appl. Environ. Microbiol. 62, 1070-1072.
8. Gelinas, P., Poitras, E., McKinnon, M., and Morin, A. (1998). Oxido-reductases and lipases as dough-bleaching agents. Cereal Chem. 75, 810-814.
9. Gerhardt, E. (1997). Der große BLV Pilzführer für unterwegs (München, Germany: BLV Verlag).
10. Gish, W. (1996-2003). http://blast.wustl.edu.
11. Gold, M.H., Alic, M. (1993). Molecular biology of the lignin-degrading basidiomycete Phanerochate chrysosporium. Microbiol. Rev. 57, 605-622.
12. 2+. Eur. J. Biochem. 268, 4787-4793.
13. Grivel, F, and Larroche, C. (2001). Phase transfer and biocatalyst behaviour during biotransformation of β-ionone in a two-phase liquid system by immobilised Aspergillus niger. Biochem. Eng. J. 7, 27-34.
14. Grivel, F., Larroche, C., and Gros, J.B. (1999). Determination of the reaction yield during biotransformation of the volatile and chemically unstable compound β-ionone by Aspergillus niger. Biotechnol. Progr. 15, 697-705.
15. Grosch, W., Laskawy, G., and Weber, F. (1976). Formation of volatile carbonyl compounds and cooxidation of β-carotene by lipoxygenase from wheat, potato, flax, and beans. J. Agric. Food Chem. 24, 456-459.
16. Handelman, G.J, van Kuijk, G.M., Chatterjee, A., and Krinsky, N.I. (1991). Characterisation of products formed during the autoxidation of β-carotene. Free Radic. Biol. Med. 10, 427-437.
17. Heinfling, A., Ruiz-Duenas, J., Martinez, M.J., Bergbauer, M., Szewzyk, U., and Martinez, A.T. (1998). A study on reducing substrates of manganese-oxidizing peroxidases from Pleurotus eryngii and Bjerkandera adusta. FEBS Lett. 428, 141-146.
18. Hohler, A. (1986). Untersuchung der Bildung und Eigenschaften von flüchtigen Nor-Carotinoiden. PhD thesis, University of Munich, Germany.
19. Jüttner, F., and Höflacher, B. (1985). Evidence of β-carotene 7,8 (7′,8′) oxygenase (β-cyclocitral, crocetindial generating) in Microcystis. Arch. Microbiol. 141, 337-343.
20. Kanner, J., and Mendel, H. (1977). Carotene oxidizing factors in red pepper fruits: peroxidase activity. J. Food Sci. 42, 1549-1551.
21. Krammer, G.E., Werkhoff, P., Sommer, H., Schmidt, C.O., Gatfield, I., and Bertram, H.-J (2002). Carotenoid degradation products in paprika powder. In: Carotenoid-Derived Aroma Compounds, P. Winterhalter and R.L. Rouseff, eds. (ACS Symp. Series, Vol. 802, Chapter 15), pp. 206-219.
22. Krauch, H., Kunz, W., and Nonnenmacher, E. (1976). Reaktionen der organischen Chemie / ein Beitrag zur Terminologie der organischen Chemie (Heidelberg, Germany: Hüthig-Verlag), p. 196.
23. Kuan, I.C., and Tien, M. (1993). Glyoxylate-supported reactions catalyzed by Mn peroxidase of Phanerochaete chrysosporium: activity in the absence of added hydrogen peroxide. Arch. Biochem. Biophys. 302, 447-454.
24. Laemmli, U.K. (1979). Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227, 680-685.
25. Mohamed, N., Hashim, R., Rahman, N.A., and Zain, S.M. (2001), An insight to the cleavage of β-carotene to vitamin A: a molecular mechanics study. J. Mol. Struct. 538, 245-252.
26. Pearson, W.R. and Lipman, D.J. (1988). Improved tools for biological sequence comparison. Proc. Natl. Acad. Sci. USA 85, 2444-2448.
27. Rozen, S. and Skaletsky, H.J. (2000). Primer3 on the WWW for general users and for biologist programmers. In: Bioinformatics Methods and Protocols: Methods in Molecular Biology, S. Krawetz and S. Misener, eds. (Totowa, USA: Humana Press), pp. 365-386.
28. Ruiz-Duenas, F.J., Martinez, M.J., and Martinez A.T. (1999). Molecular characterisation of a novel peroxidase from the lignolytic fungus Pleurotus eryngii. Mol. Microbiol. 31, 223-235.
29. Ruiz-Duenas, F.J., Camarero, S., Perez-Boada, M., Martinez, M.J., and Martinez, A.T. (2001). A new versatile peroxidase from Pleurotus. Biochem. Soc. Trans. 29, 116-122.
30. Sanchez-Contreras, A., Jimenez, M., and Sanchez, S. (2000). Bioconversion of lutein to products with aroma. Appl. Microbiol. Biotechnol. 54, 528-534.
31. Sanger, F., Nicklen, S., and Coulson, A.R. (1977). DNA sequencing with chain-terminating inhibitors. Proc. Natl. Acad. Sci. USA 74, 5463-5467.
32. Sarkar, S., Martinez, A.T., and Martinez, M.J. (1997). Biochemical and molecular characterisation of a manganese peroxidase isoenzyme from Pleurotus ostreatus. Biochim. Biophys. Acta 1339, 23-30.
33. Tuynman, A., Spelberg, J.L., Kooter, I.M., Schoemaker, H.E., and Wever, R. (2000). Enantioselective epoxidation and carbon-carbon bond cleavage catalysed by Coprinus cinereus peroxidase and myeloperoxidase. J. Biol. Chem. 275, 3025-3030.
34. Wache, Y., Bosser-De Ratuld, A., Belin, J.-M. (2002). Production of aroma compounds by enzymatic cooxodation of carotenoids. In: Carotenoid-Derived Aroma Compounds, P. Winterhalter and R.L. Rouseff, eds. (ACS Symp. Series, Vol. 802, Chapter 8), pp. 102-113.
35. Winterhalter, P. (1996). Carotenoid-derived aroma compounds: biogenetic and biotechnological aspects. In: Biotechnology for Improved Foods and Flavours, G.R. Takeoka, R. Teranishi, P.J. Williams, and A. Kobayashi, eds. (ACS Symp. Series, Vol. 637, Chapter 28), pp. 295-308.
36. Winterhalter, P., and Rouseff, R. (2002). Carotenoid-derived aroma compounds: An introduction. In: Carotenoid-Derived Aroma Compounds. P. Winterhalter and R.L. Rouseff, eds. (ACS Symp. Series, Vol. 802, Chapter 1), pp. 1-17.
37. Wu, Z., and Robinson, D.S. (1999). Co-oxidation of β-carotene by soybean and recombinant pea lipoxygenase. J. Agric. Food Chem. 47, 4899-4906.
38. Zorn, H., Langhoff, S., Scheibner, M., and Berger, R. G. (2003). Cleavage of β,β-carotene to flavor compounds by fungi. Appl. Microbiol. Biotechnol., in press.