Characterization of a Δ12-fatty acid desaturase gene from Ceriporiopsis subvermispora, a selective lignin-degrading fungus

Applied Microbiology and Biotechnology

Volumn 87, Issue 1, 2010, Pages 215-224

  Watanabe, Takahito ^a   Tsuda, Saeko ^a   Nishimura, Hiroshi ^a   Honda, Yoichi ^a   Watanabe, Takashi ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

Fatty acid desaturase; Lignin degradation; Lipid peroxidation; White rot fungus

Indexed keywords

DESATURASE; LIGNIN DEGRADATION; LIPID PEROXIDATION; WHITE ROT FUNGI;

BIOCHEMISTRY; BIOSYNTHESIS; CESIUM; DECAY (ORGANIC); DEGRADATION; FATTY ACIDS; GAS CHROMATOGRAPHY; LIGNIN; MANGANESE; MASS SPECTROMETRY; OXIDATION; OXIDATIVE STRESS; PHOSPHATASES; PLANTS (BOTANY); TRANSCRIPTION;

ACIDS;

ACYL COENZYME A DESATURASE; COMPLEMENTARY DNA; DELTA 12 FATTY ACID DESATURASE; HISTIDINE; LIGNIN; LINOLEIC ACID; UNCLASSIFIED DRUG; FUNGAL PROTEIN;

CELLULOSE; DEGRADATION; ENZYME ACTIVITY; FATTY ACID; FUNGUS; GAS CHROMATOGRAPHY; GENE EXPRESSION; LIGNIN; MASS SPECTROMETRY; METABOLISM;

ARTICLE; CERIPORIOPSIS SUBVERMISPORA; FATTY ACID ANALYSIS; FATTY ACID SYNTHESIS; GENETIC TRANSCRIPTION; HETEROLOGOUS EXPRESSION; LIPID PEROXIDATION; MOLECULAR CLONING; NONHUMAN; NUCLEOTIDE SEQUENCE; PROTEIN DOMAIN; SACCHAROMYCES CEREVISIAE; WHITE ROT FUNGUS; CHEMISTRY; CORIOLACEAE; ENZYMOLOGY; GENETICS; METABOLISM; MOLECULAR GENETICS; PROTEIN TERTIARY STRUCTURE;

ACIDS; BIOCHEMISTRY; BIOSYNTHESIS; CESIUM; DECAY; DEGRADATION; FATTY ACIDS; FUNGI; GAS CHROMATOGRAPHY; LIGNINS; MANGANESE; MASS SPECTROMETERS; OXIDATION; PLANTS;

CERIPORIOPSIS SUBVERMISPORA; FUNGI; SACCHAROMYCES CEREVISIAE;

CLONING, MOLECULAR; CORIOLACEAE; FATTY ACID DESATURASES; FUNGAL PROTEINS; LIGNIN; MOLECULAR SEQUENCE DATA; PROTEIN STRUCTURE, TERTIARY;

EID: 77952754981     PISSN: 01757598     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00253-010-2438-1     Document Type: Article

References (50)

1. PS Aguilar D de Mendoza 2006 Control of fatty acid desaturation: a mechanism conserved from bacteria to humans Mol Microbiol 62 1507 1514 10.1111/j.1365-2958.2006.05484.x 1:CAS:528:DC%2BD2sXit1Kitw%3D%3D (Pubitemid 44813799)
2. R Amirta K Fujimori N Shirai Y Honda T Watanabe 2003 Ceriporic acid C, a hexadecenylitaconate produced by a lignin-degrading fungus, Ceriporiopsis subvermispora Chem Phys Lipids 126 121 131 10.1016/S0009-3084(03)00098-7 1:CAS:528:DC%2BD3sXptVSitLo%3D (Pubitemid 37410387)
3. WL Bao Y Fukushima KA Jensen MA Moen KE Hammel 1994 Oxidative degradation of non-phenolic lignin during lipid peroxidation by fungal manganese peroxidase FEBS Lett 354 297 300 10.1016/0014-5793(94)01146-X 1:CAS:528:DyaK2MXitlajsrw%3D (Pubitemid 24344182)
4. PH Buist 2004 Catalytic diversity of fatty acid desaturases Tetrahedron-Asymmetry 15 2779 2785 10.1016/j.tetasy.2004.07.053 1:CAS:528:DC%2BD2cXnvFWrsL0%3D (Pubitemid 39278004)
5. PH Buist 2004 Fatty acid desaturases: selecting the dehydrogenation channel Nat Prod Rep 21 249 262 10.1039/b302094k 1:CAS:528:DC%2BD2cXksFalt7k%3D (Pubitemid 38527318)
6. M Enoki T Watanabe S Nakagame K Koller K Messner Y Honda M Kuwahara 1999 Extracellular lipid peroxidation of selective white-rot fungus, Ceriporiopsis subvermispora FEMS Microbiol Lett 180 205 211 10.1111/j.1574-6968.1999.tb08797.x 1:CAS:528:DyaK1MXnvFWqsrw%3D
7. M Enoki T Watanabe Y Honda M Kuwahara 2000 A novel fluorescent dicarboxylic acid, (Z)-1, 7-nonadecadiene-2, 3-dicarboxylic acid, produced by white-rot fungus Ceriporiopsis subvermispora Chem Lett 1 54 55 10.1246/cl.2000.54
8. M Enoki Y Honda M Kuwahara T Watanabe 2002 Chemical synthesis, iron redox interactions and charge transfer complex formation of alkylitaconic acids from Ceriporiopsis subvermispora Chem Phys Lipids 120 9 20 10.1016/S0009-3084(02) 00072-5 1:CAS:528:DC%2BD38XosFeqtL4%3D (Pubitemid 35333396)
9. A Gutierrez JC del Rio MJ Martinez-Inigo MJ Martinez AT Martinez 2002 Production of new unsaturated lipids during wood decay by ligninolytic basidiomycetes Appl Environ Microbiol 68 1344 1350 10.1128/AEM.68.3.1344-1350. 2002 1:CAS:528:DC%2BD38XitFSjsL4%3D (Pubitemid 34205375)
10. T Hirokawa S Boon-Chieng S Mitaku 1998 SOSUI: classification and secondary structure prediction system for membrane proteins Bioinformatics 14 378 379 10.1093/bioinformatics/14.4.378 1:CAS:528:DyaK1cXks12gt70%3D
11. KA Jensen WL Bao S Kawai E Srebotnik KE Hammel 1996 Manganese-dependent cleavage of nonphenolic lignin structures by Ceriporiopsis subvermispora in the absence of lignin peroxidase Appl Environ Microbiol 62 3679 3686 1:CAS:528:DyaK28XmtVGlurk%3D
12. S Kajiwara T Aritomi K Suga K Ohtaguchi O Kobayashi 2000 Overexpression of the OLE1 gene enhances ethanol fermentation by Saccharomyces cerevisiae Appl Microbiol Biotechnol 53 568 574 10.1007/s002530051658 1:CAS:528: DC%2BD3cXktVCqtr8%3D
13. P Kandasamy M Vemula CS Oh R Chellappa CE Martin 2004 Regulation of unsaturated fatty acid biosynthesis in Saccharomyces-the endoplasmic reticulum membrane protein, Mga2p, a transcription activator of the OLE1 gene, regulates the stability of the OLE1 mRNA through exosome-mediated mechanisms J Biol Chem 279 36586 36592 10.1074/jbc.M401557200 1:CAS:528:DC%2BD2cXmvFCmsrY%3D (Pubitemid 39129002)
14. AN Kapich LN Shishbina 1995 Lipid peroxidation and its regulation in the mycelium of xylotrophic basidiomycetes Microbiology 64 266 271
15. B Kelder P Mukerji S Kirchner G Hovanec AE Leonard LT Chuang JJ Kopchick YS Huang 2001 Expression of fungal desaturase genes in cultured mammalian cells Mol Cell Biochem 219 7 11 10.1023/A:1011023632564 1:CAS:528:DC%2BD3MXjt1amtLk%3D (Pubitemid 32331438)
16. AJ Kinney EB Cahoon WD Hitz 2002 Manipulating desaturase activities in transgenic crop plants Biochemi Soc Trans 30 1099 1103 10.1042/BST0301099 1:CAS:528:DC%2BD38XovF2itrk%3D (Pubitemid 36002416)
17. TK Kirk S Croan M Tien KE Murtagh RL Farrell 1986 Production of multiple ligninases by Phanerochaete chrysosporium: effect of selected growth conditions and use of a mutant strain Enzyme Microb Technol 8 27 32 10.1016/0141-0229(86) 90006-2 1:CAS:528:DyaL28XmslClsA%3D%3D (Pubitemid 16170598)
18. LX Lai JX Kang RF Li JD Wang WT Witt HY Yong YH Hao DM Wax CN Murphy A Rieke M Samuel ML Linville SW Korte RW Evans TE Starzl RS Prather YF Dai 2006 Generation of cloned transgenic pigs rich in omega-3 fatty acids Nat Biotechnol 24 435 436 10.1038/nbt1198 1:CAS:528:DC%2BD28Xjt1Wisb4%3D
19. MC Mansilla CE Banchio D de Mendoza 2008 Signalling pathways controlling fatty acid desaturation Subcell Biochem 49 71 99 10.1007/978-1-4020-8831-5-3
20. CE Martin CS Oh YD Jiang 2007 Regulation of long chain unsaturated fatty acid synthesis in yeast Biochim Biophys Acta 1771 271 285 1:CAS:528: DC%2BD2sXjsVeruro%3D
21. D Martinez LF Larrondo N Putnam MD Gelpke K Huang J Chapman KG Helfenbein P Ramaiya JC Detter F Larimer PM Coutinho B Henrissat R Berka D Cullen D Rokhsar 2004 Genome sequence of the lignocellulose degrading fungus Phanerochaete chrysosporium strain RP78 Nat Biotechnol 22 695 700 10.1038/nbt967 1:CAS:528:DC%2BD2cXksV2gtro%3D (Pubitemid 38702825)
22. 12/ν∈+∈3 desaturase from the model basidiomycete Phanerochaete chrysosporium Appl Environ Microbiol 75 1156 1164 10.1128/AEM.02049-08 1:CAS:528:DC%2BD1MXitlCqs7c%3D
23. Murphy DJ, Piffanelli P (1998) Fatty acid desaturases: structure, mechanism and regulation. In: Harwood JL (ed) Plant lipid biosynthesis fundamentals and agricultural applications. Cambridge University Press, Cambridge, pp 95-130
24. MT Nakamura TY Nara 2004 Structure, function, and dietary regulation of Δ6, Δ5, and Δ9 desaturases Ann Rev Nutr 24 345 376 10.1146/annurev.nutr.24.121803.063211 1:CAS:528:DC%2BD2cXlvFKks7k%3D (Pubitemid 38938796)
25. MT Nakamura Y Cheon Y Li TY Nara 2004 Mechanism of regulation of gene expression by fatty acids Lipids 39 1077 1083 10.1007/s11745-004-1333-0 1:CAS:528:DC%2BD2MXotlWltg%3D%3D (Pubitemid 40129050)
26. JA Napier R Haslam MV Caleron LV Michaelson F Beaudoin O Sayanova 2006 Progress towards the production of very long-chain polyunsaturated fatty acid in transgenic plants: plant metabolic engineering comes of age Physiol Plant 126 398 406 10.1111/j.1399-3054.2006.00603.x 1:CAS:528:DC%2BD28XjtVehtbk%3D (Pubitemid 43341312)
27. H Nishimura S Tsuda H Shimizu Y Ohashi T Watanabe Y Honda T Watanabe 2008 De novo synthesis of (Z)- and (E)-7-hexadecenylitaconic acids by a selective lignin-degrading fungus, Ceriporiopsis subvermispora Phytochemistry 69 2593 2602 10.1016/j.phytochem.2008.07.014 1:CAS:528:DC%2BD1cXht12rtrfI
28. H Nishimura K Murayama T Watanabe Y Honda T Watanabe 2009 Absolute configuration of ceriporic acids, the iron redox-silencing metabolites produced by a selective lignin-degrading fungus, Ceriporiopsis subvermispora Chem Phys Lipids 159 77 80 10.1016/j.chemphyslip.2009.03.006 1:CAS:528: DC%2BD1MXms1yhtbg%3D
29. Y Ohashi Y Kan T Watanabe Y Honda T Watanabe 2007 Redox silencing of the Fenton reaction system by an alkylitaconic acid, ceriporic acid B produced by a selective lignin-degrading fungus, Ceriporiopsis subvermispora Org Biomol Chem 5 840 847 10.1039/b614379b 1:CAS:528:DC%2BD2sXhvFSmu7c%3D
30. Paltauf F, Kohlwein SD (1992) Regulation and compartmentalization of lipid synthesis in yeast. In: Broach JR, Pringle JR, Jones EW (eds) The molecular and cellular biology of the yeast Saccharomyces: Gene expression, vol. II. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, pp 415-500
31. 12-desaturase gene in Saccharomyces cerevisiae Biochem Biophys Res Commun 263 47 51 10.1006/bbrc.1999.1258 1:CAS:528:DyaK1MXlvVWqtLk%3D (Pubitemid 29443637)
32. U Raeder P Broda 1988 Preparation and characterization of DNA from ligin-degrading fungi Methods Enzymol 161 211 220 10.1016/0076-6879(88)61022-6 1:CAS:528:DyaL1MXktVWmur0%3D
33. N Rahmawati Y Ohashi T Watanabe Y Honda T Watanabe 2005 Ceriporic acid B, an extracellular metabolite of Ceriporiopsis subvermispora, suppresses the depolymerization of cellulose by the Fenton reaction Biomacromolecules 6 2851 2856 10.1021/bm050358t 1:CAS:528:DC%2BD2MXoslCntL8%3D (Pubitemid 41388301)
34. K Saeki K Matsumoto M Kinoshita I Suzuki Y Tasaka K Kano Y Taguchi K Mikami M Hirabayashi N Kashiwazaki Y Hosoi N Murata A Iritani 2004 Functional expression of a Δ12 fatty acid desaturase gene from spinach in transgenic pigs Proc Natl Acad Sci USA 101 6361 6366 10.1073/pnas.0308111101 1:CAS:528:DC%2BD2cXjvVyitrY%3D (Pubitemid 38585979)
35. H Sakai S Kajiwara 2005 Cloning and functional characterization of a Δ12 fatty acid desaturase gene from the basidiomycete Lentinula edodes Mol Genet Genomics 273 336 341 10.1007/s00438-005-1138-5 1:CAS:528: DC%2BD2MXmsVSjtLo%3D (Pubitemid 41123727)
36. E Sakuradani M Kobayashi T Ashikari S Shimizu 1999 Identification of Δ12-fatty acid desaturase from arachidonic acid-producing Mortierella fungus by heterologous expression in the yeast Saccharomyces cerevisiae and the fungus Aspergillus oryzae Eur J Biochem 261 812 820 10.1046/j.1432-1327.1999. 00333.x 1:CAS:528:DyaK1MXjtFCltbg%3D (Pubitemid 29226080)
37. Sambrook J, Fritsch EF, Maniatis T (1989) Molecular cloning: A laboratory manual, 2nd edn. Cold Spring Harbor Laboratory Press, Cold Spring Harbor
38. A Sethuraman DE Akin JG Eisele KEL Eriksson 1998 Effect of aromatic compounds on growth and ligninolytic enzyme production of two white rot fungi Ceriporiopsis subvermispora and Cyathus stercoreus Can J Microbiol 44 872 885 10.1139/cjm-44-9-872 1:CAS:528:DyaK1cXnvFyksbc%3D (Pubitemid 29014212)
39. M Shimizu N Yuda T Nakamura H Tanaka H Wariishi 2005 Metabolic regulation at the tricarboxylic acid and glyoxylate cycles of the lignin-degrading basidiomycete Phanerochaete chrysosporium against exogenous addition of vanillin Proteomics 5 3919 3931 10.1002/pmic.200401251 1:CAS:528:DC%2BD2MXhtFygt7zE (Pubitemid 41502488)
40. JE Stukey VM McDonough CE Martin 1989 Isolation and characterization of OLE1, a gene affecting fatty acid desaturation from Saccharomyces cerevisiae J Biol Chem 264 16537 16544 1:CAS:528:DyaL1MXmtV2qtLs%3D
41. M Suutari S Laakso 1994 Microbial fatty-acids and thermal adaptation Crit Rev Microbiol 20 285 328 10.3109/10408419409113560 1:CAS:528:DyaK2MXivFWgtbY%3D
42. D Tai M Terazawa CL Chen H Chang 1990 Lignin biodegradation products from birch wood decayed by Phanerochaete chrysosporium. 2. The constituents of ether-soluble low-molecular weight fractions Holzforschung 44 257 262 10.1515/hfsg.1990.44.4.257 1:CAS:528:DyaK3cXlslCgsr8%3D
43. S Takeno E Sakuradani A Tomi M Inohara-Ochiai H Kawashima T Ashikari S Shimizu 2005 Improvement of the fatty acid composition of an oil-producing filamentous fungus, Mortierella alpina 1S-4, through RNA interference with Δ12-desaturase gene expression Appl Environ Microbiol 71 5124 5128 10.1128/AEM.71.9.5124-5128.2005 1:CAS:528:DC%2BD2MXhtVahsbbL (Pubitemid 41338239)
44. S Takeno E Sakuradani A Tomi M Inohara-Ochiai H Kawashima S Shimizu 2005 Transformation of oil-producing fungus, Mortierella alpina 1S-4, using zeocin, and application to arachidonic acid production J Biosci Bioeng 100 617 622 10.1263/jbb.100.617 1:CAS:528:DC%2BD28XhsFektLw%3D (Pubitemid 44354349)
45. JG Wallis JL Watts J Browse 2002 Polyunsaturated fatty acid synthesis: what will they think of next? Trends Biochem Sci 27 467 473 10.1016/S0968- 0004(02)02168-0 1:CAS:528:DC%2BD38Xms1Oltbo%3D (Pubitemid 35246256)
46. T Watanabe S Katayama M Enoki Y Honda M Kuwahara 2000 Formation of acyl radical in lipid peroxidation of linoleic acid by manganese-dependent peroxidase from Ceriporiopsis subvermispora and Bjerkandera adusta Eur J Biochem 267 4222 4231 10.1046/j.1432-1033.2000.01469.x 1:CAS:528:DC%2BD3cXkvFClsbs%3D
47. T Watanabe N Shirai H Okada Y Honda M Kuwahara 2001 Production and chemiluminescent free radical reactions of glyoxal in lipid peroxidation of linoleic acid by the ligninolytic enzyme, manganese peroxidase Eur J Biochem 268 6114 6122 10.1046/j.0014-2956.2001.02557.x 1:CAS:528:DC%2BD3MXptVGqurg%3D (Pubitemid 33138143)
48. 2 Biochem Biophys Res Commun 297 918 923 10.1016/S0006-291X(02)02313-6 1:CAS:528: DC%2BD38XntlShsbk%3D (Pubitemid 35230338)
49. T Yamada H Shimoi K Ito 2005 High expression of unsaturated fatty acid synthesis gene OLE1 in sake yeasts J Biosci Bioeng 99 512 516 10.1263/jbb.99.512 1:CAS:528:DC%2BD2MXmtlCjsL0%3D (Pubitemid 40874530)
50. YM Zhang K Zhu FW Frank CO Rock 2007 A Pseudomonas aeruginosa transcription factor that senses fatty acid structure Mol Microbiol 66 622 632 10.1111/j.1365-2958.2007.05934.x 1:CAS:528:DC%2BD2sXhtlWmtL7L (Pubitemid 47621849)