High contents of very long-chain polyunsaturated fatty acids in different moss species

Plant Cell Reports

Volumn 33, Issue 2, 2014, Pages 245-254

  Beike, Anna K ^a   Jaeger, Carsten ^a   Zink, Felix ^a   Decker, Eva L ^a   Reski, Ralf ^a  

^a UNIVERSITY OF FREIBURG   (Germany)

Author keywords

Arachidonic acid; In vitro cultivation; Metabolite profiling; Mosses; Physcomitrella patens; Polyunsaturated fatty acids

Indexed keywords

ARACHIDONIC ACID; FATTY ACID; HYBRID PROTEIN; UNSATURATED FATTY ACID;

ANTIBODY SPECIFICITY; ARTICLE; BRYOPSIDA; ENDOPLASMIC RETICULUM; GAS CHROMATOGRAPHY; GENE EXPRESSION REGULATION; MASS SPECTROMETRY; METABOLISM; SPECIES DIFFERENCE;

ARACHIDONIC ACID; BRYOPSIDA; CHROMATOGRAPHY, GAS; ENDOPLASMIC RETICULUM; FATTY ACIDS; FATTY ACIDS, UNSATURATED; GENE EXPRESSION REGULATION, PLANT; MASS SPECTROMETRY; ORGAN SPECIFICITY; RECOMBINANT FUSION PROTEINS; SPECIES SPECIFICITY;

EID: 84895067832     PISSN: 07217714     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00299-013-1525-z     Document Type: Article

References (60)

1. Andreou A, Brodhun F, Feussner I (2009) Biosynthesis of oxylipins in non-mammals. Prog Lipid Res 48: 148-170.
2. Anterola A, Göbel C, Hornung E, Sellhorn G, Feussner I, Grimes H (2009) Physcomitrella patens has lipoxygenases for both eicosanoid and octadecanoid pathways. Phytochemistry 70: 40-52.
3. Asakawa Y (2007) Biologically active compounds from bryophytes. Pure Appl Chem 79: 557-580.
4. Beike AK, Horst NA, Rensing SA (2010) Technical notes: axenic bryophyte in vitro cultivation. J Endocytobiosis Cell Res: 102-108.
5. Benjamini Y, Hochberg Y (1995) Controlling the false discovery rate: a practical and powerful approach to multiple testing. J R Stat Soc B 57: 289-300.
6. Bigogno C, Khozin-Goldberg I, Boussiba S, Vonshak A, Cohen Z (2002) Lipid and fatty acid composition of the green oleaginous alga Parietochloris incisa, the richest plant source of arachidonic acid. Phytochemistry 60: 497-503.
7. Briesemeister S, Rahnenführer J, Kohlbacher O (2010) YLoc--an interpretable web server for predicting subcellular localization. Nucl Acids Res 38: W497-W502.
8. Brücker G, Mittmann F, Hartmann E, Lamparter T (2005) Targeted site-directed mutagenesis of a heme oxygenase locus by gene replacement in the moss Ceratodon purpureus. Planta 220: 864-874.
9. Büttner-Mainik A, Parsons J, Jérome H, Hartmann A, Lamer S, Schaaf A, Schlosser A, Zipfel PF, Reski R, Decker EL (2011) Production of biologically active recombinant human factor H in Physcomitrella. Plant Biotechnol J 9: 373-383.
10. Calder PC (2004) n-3 Fatty acids and cardiovascular disease: evidence explained and mechanisms explored. Clin Sci 107: 1-11.
11. Carlson SE, Werkman SH, Peeples JM, Cooke RJ, Tolley EA (1993) Arachidonic acid status correlates with first year growth in preterm infants. Proc Natl Acad Sci USA 90: 1073-1077.
12. 22 polyunsaturated fatty acid production. J Am Oil Chem Soc 89: 465-476.
13. Chodok P, Eiamsa-Ard P, Cove DJ, Quatrano RS, Kaewsuwan S (2013) Identification and functional characterization of two Δ(12)-fatty acid desaturases associated with essential linoleic acid biosynthesis in Physcomitrella patens. J Ind Microbiol Biotechnol 40: 901-913.
14. Christie WW (1989) Gas chromatography and lipids. The Oily Press, Ayr.
15. Cove D, Bezanilla M, Harries P, Quatrano R (2006) Mosses as model systems for the study of metabolism and development. Ann Rev Plant Biol 57: 497-520.
16. Decker EL, Reski R (2008) Current achievements in the production of complex biopharmaceuticals with moss bioreactors. Bioproc Biosys Eng 31: 3-9.
17. Decker EL, Reski R (2012) Glycoprotein production in moss bioreactors. Plant Cell Rep 31: 453-460.
18. Erxleben A, Gessler A, Vervliet-Scheebaum M, Reski R (2012) Metabolite profiling of the moss Physcomitrella patens reveals evolutionary conservation of osmo-protective substances. Plant Cell Rep 31: 427-436.
19. Folch J, Lees M, Stanley GHS (1957) A simple method for the isolation and purification of total lipids from animal tissues. J Biol Chem 226: 497-509.
20. Frank W, Decker EL, Reski R (2005) Molecular tools to study Physcomitrella patens. Plant Biol 7: 220-227.
21. Gill I, Valivety R (1997) Polyunsaturated fatty acids, part 1: occurrence, biological activities and applications. Tren Biotechnol 15: 401-409.
22. Girke T, Schmidt H, Zähringer U, Reski R, Heinz E (1998) Identification of a novel delta 6 acyl-group desaturase by targeted gene disruption in Physcomitrella patens. Plant J 15: 39-48.
23. Grimsley NH, Grimsley JM, Hartmann E (1981) Fatty acid composition of mutants of the moss Physcomitrella patens. Phytochemistry 20: 1519-1524.
24. Harizi H, Corcuff JB, Gualde N (2008) Arachidonic-acid-derived eicosanoids: roles in biology and immunopathology. Tren Mol Med 14: 461-469.
25. Hartmann E, Beutelmann P, Vandekerkhove O, Euler R, Kohn G (1986) Moss cell cultures as sources of arachidonic and eicosapentaenoic acids. FEBS Lett 198: 51-55.
26. Hohe A, Rensing SA, Mildner M, Lang D, Reski R (2002) Day length and temperature strongly influence sexual reproduction and expression of a novel MADS-box gene in the moss Physcomitrella patens. Plant Biol 4: 595-602.
27. Hohe A, Egener T, Lucht J, Holtorf H, Reinhard C, Schween G, Reski R (2004) An improved and highly standardised transformation procedure allows efficient production of single and multiple targeted gene knockouts in a moss Physcomitrella patens. Curr Gen 44: 339-347.
28. Ishizaki K, Johzuka-Hisatomi Y, Ishida S, Iida S, Kohchi T (2013) Homologous recombination-mediated gene targeting in the liverwort Marchantia polymorpha L. Sci Rep 3: 1532.
29. Jiao J, Zhang Y (2013) Transgenic biosynthesis of polyunsaturated fatty acids: a sustainable biochemical engineering approach for making essential fatty acids in plants and animals. Chem Rev 113: 3799-3814.
30. Kaewsuwan S, Cahoon EB, Perroud PF, Wiwat C, Panvisavas N, Quatrano RS, Cove DJ, Bunyapraphatsara N (2006) Identification and functional characterization of the moss Physcomitrella patens delta5-desaturase gene involved in arachidonic and eicosapentaenoic acid biosynthesis. J Biol Chem 281: 21988-21997.
31. Kaewsuwan S, Bunyapraphatsara N, Cove DJ, Quatrano RS, Chodok P (2010) High level production of adrenic acid in Physcomitrella patens using the algae Pavlova sp. Delta(5)-elongase gene. Biores Technol 101: 4081-4088.
32. Kamisugi Y, Schlink K, Rensing SA, Schween G, von Stackelberg M, Cuming AC, Reski R, Cove DJ (2006) The mechanism of gene targeting in Physcomitrella patens: homologous recombination, concatenation and multiple integration. Nucl Acids Res 34: 6205-6214.
33. Kanehisa M, Goto S (2000) KEGG: Kyoto encyclopedia of genes and genomes. Nucl Acids Res 28: 27-30.
34. Kanehisa M, Goto S, Sato Y, Furumichi M, Tanabe M (2012) KEGG for integration and interpretation of large-scale molecular data sets. Nucl Acids Res 40: D109-D114.
35. Kiessling J, Martin A, Gremillon L, Rensing SA, Nick P, Sarnighausen E, Decker EL, Reski R (2004) Dual targeting of plastid division protein FtsZ to chloroplasts and the cytoplasm. EMBO Rep 5: 889-894.
36. Kind T, Wohlgemuth G, Lee do Y, Lu Y, Palazoglu M, Shahbaz S, Fiehn O (2009) FiehnLib: mass spectral and retention index libraries for metabolomics based on quadrupole and time-of-flight gas chromatography/mass spectrometry. Anal Chem 81: 10038-10048.
37. Mikami K, Hartmann E (2004) Lipid metabolism in mosses. In: Wood, AJ, Oliver MJ, Cove DJ (eds.): New Frontiers in bryology: physiology, molecular biology and functional genomics.
38. Parsons J, Altmann F, Arrenberg CK, Koprivova A, Beike AK, Stemmer C, Gorr G, Reski R, Decker EL (2012) Moss-based production of asialo-erythropoietin devoid of Lewis A and other plant-typical carbohydrate determinants. Plant Biotechnol J 10: 851-861.
39. Ponce De León I, Schmelz EA, Gaggero C, Castro A, Álvarez A, Montesano M (2012) Physcomitrella patens activates reinforcement of the cell wall, programmed cell death and accumulation of evolutionary conserved defence signals, such as salicylic acid and 12-oxo-phytodienoic acid, but not jasmonic acid, upon Botrytis cinerea infection. Mol Plant Pathol 13: 960-974.
40. Rempt M, Pohnert G (2010) Novel acetylenic oxylipins from the moss Dicranumscoparium with anti-feeding activity against herbivorous slugs. Angew Chem Int Ed 49: 4755-4758.
41. Rensing SA, Lang D, Zimmer AD, Terry A, Salamov A, Shapiro H, Nishiyama T, Perroud PF, Lindquist EA, Kamisugi Y, Tanahashi T, Sakakibara K, Fujita T, Oishi K, Shin-I T, Kuroki Y, Toyoda A, Suzuki Y, Hashimoto S, Yamaguchi K, Sugano S, Kohara Y, Fujiyama A, Anterola A, Aoki S, Ashton N, Barbazuk WB, Barker E, Bennetzen JL, Blankenship R, Cho SH, Dutcher SK, Estelle M, Fawcett JA, Gundlach H, Hanada K, Heyl A, Hicks KA, Hughes J, Lohr M, Mayer K, Melkozernov A, Murata T, Nelson DR, Pils B, Prigge M, Reiss B, Renner T, Rombauts S, Rushton PJ, Sanderfoot A, Schween G, Shiu SH, Stueber K, Theodoulou FL, Tu H, van de Peer Y, Verrier PJ, Waters E, Wood A, Yang L, Cove D, Cuming AC, Hasebe M, Lucas S, Mishler BD, Reski R, Grigoriev IV, Quatrano RS, Boore JL (2008) The Physcomitrella genome reveals evolutionary insights into the conquest of land by plants. Science 319: 64-69.
42. Reski R, Abel WO (1985) Induction of budding on chloronemata and caulonemata of the moss, Physcomitrella patens, using isopentenyladenine. Planta 165: 354-358.
43. Richardt S, Timmerhaus G, Lang D, Qudeimat E, Corrêa LG, Reski R, Rensing SA, Frank W (2010) Microarray analysis of the moss Physcomitrella patens reveals evolutionarily conserved transcriptional regulation of salt stress and abscisic acid signalling. Plant Mol Biol 72: 27-45.
44. Rother S, Hadeler B, Orsini JM, Abel WO, Reski R (1994) Fate of a mutant macro-chloroplast in somatic hybrids. J Plant Physiol 143: 72-77.
45. Samuelsson B (1983) Leukotrienes: mediators of immediate hypersensitivity reactions and inflammation. Science 220: 568-575.
46. Samuelsson B, Dahlén SE, Lindgren JA, Rouzer CA, Serhan CN (1987) Leukotrienes and lipoxins: structures, biosynthesis, and biological effects. Science 237: 1171-1176.
47. Schaefer DG (2001) Gene targeting in Physcomitrella patens. Curr Opin Plant Biol 4: 143-150.
48. Scholz J, Brodhun F, Hornung E, Herrfurth C, Stumpe M, Beike AK, Faltin B, Frank W, Reski R, Feussner I (2012) Biosynthesis of allene oxides in Physcomitrella patens. BMC Plant Biol 12: 228.
49. Stein E (1999) An integrated method for spectrum extraction and compound identification from gas chromatography/mass spectrometry data. J Am Soc Mass Spectrom 10: 770-781.
50. Strepp R, Scholz S, Kruse S, Speth V, Reski R (1998) Plant nuclear gene knockout reveals a role in plastid division for the homolog of the bacterial cell division protein FtsZ, an ancestral tubulin. Proc Natl Acad Sci USA 95: 4368-4373.
51. Stumpe M, Göbel C, Faltin B, Beike AK, Hause B, Himmelsbach K, Bode J, Kramell R, Wasternack C, Frank W, Reski R, Feussner I (2010) The moss Physcomitrella patens contains cyclopentenones but no jasmonates: mutations in allene oxide cyclase lead to reduced fertility and altered sporophyte morphology. New Phytol 188: 740-749.
52. Weise A, Rodriguez-Franco M, Timm B, Hermann M, Link S, Jost W, Gorr G (2005) Use of Physcomitrella patens actin 5′ regions for high transgene expression: importance of 5′ introns. Appl Microbiol Biotechnol 70: 337-345.
53. Welti R, Li W, Li M, Sang Y, Biesiada H, Zhou H, Rajashekar CB, Williams TD, Wang X (2002) Profiling membrane lipids in plant stress responses. J Biol Chem 277: 31994-32002.
54. Wichard T, Göbel C, Feussner I, Pohnert G (2005) Unprecedented lipoxygenase/hydroperoxide lyase pathways in the moss Physcomitrella patens. Angew Chem Int Ed 44: 158-161.
55. Wolf L, Rizzini L, Stracke R, Ulm R, Rensing SA (2010) The molecular and physiological responses of Physcomitrella patens to ultraviolet-B radiation. Plant Physiol 153: 1123-1134.
56. Xie C-F, Lou H-X (2009) Secondary metabolites in bryophytes: an ecological aspect. Chem Biodivers 6: 303-312.
57. Xue Z, Sharpe PL, Hong SP, Yadav NS, Xie D, Short DR, Damude HG, Rupert RA, Seip JE, Wang J, Pollak DW, Bostick MW, Bosak MD, Macool DJ, Hollerbach DH, Zhang H, Arcilla DM, Bledsoe SA, Croker K, McCord EF, Tyreus BD, Jackson EN, Zhu Q (2013) Production of omega-3 eicosapentaenoic acid by metabolic engineering of Yarrowia lipolytica. Nat Biotechnol 31: 734-740.
58. 18. Food Technol Biotechnol 40: 311-315.
59. Zank TK, Zähringer U, Beckmann C, Pohnert G, Boland W, Holtorf H, Reski R, Lerchl J, Heinz E (2002) Cloning and functional characterization of an enzyme involved in the elongation of Delta 6-polyunsaturated fatty acids from the moss Physcomitrella patens. Plant J 31: 255-268.
60. Zimmer AD, Lang D, Buchta K, Rombauts S, Nishiyama T, Hasebe M, van de Peer Y, Rensing SA, Reski R (2013) Reannotation and extended community resources of the non-seed plant Physcomitrellapatens provide insights into the evolution of plant gene structures and functions. BMC Gen 14: 498.