Mass spectrometry characterisation of fatty acids from metabolically engineered soybean seeds

Analytical and Bioanalytical Chemistry

Volumn 406, Issue 12, 2014, Pages 2873-2883

  Murad, André M ^a   Vianna, Giovanni R ^a   Machado, Alex M ^a   Da Cunha, Nicolau B ^a   Coelho, Cíntia M ^a   Lacerda, Valquiria A M ^a   Coelho, Marly C ^a   Rech, Elibio L ^a  

^a EMBRAPA RECURSOS GENÉTICOS E BIOTECNOLOGIA   (Brazil)

Author keywords

Biodiesel; Metabolic engineering; Soybean oil

Indexed keywords

BIODIESEL; CONTRAST MEDIA; GAS CHROMATOGRAPHY; MASS SPECTROMETRY; METABOLIC ENGINEERING; NITROGEN OXIDES; OILS AND FATS; OLEIC ACID; PALMITIC ACID; SATURATED FATTY ACIDS; SOYBEAN OIL; SUGAR SUBSTITUTES;

CHEMICAL COMPOSITIONS; CONSTITUTIVE PROMOTERS; ION MOBILITY-MASS SPECTROMETRY; NITROGEN OXIDE EMISSIONS; OXIDATIVE STABILITY; PARTICLE BOMBARDMENT; SOYBEAN FATTY ACIDS; STRUCTURAL DIFFERENCES;

PLANTS (BOTANY);

GLYCINE MAX;

FATTY ACID; SOYBEAN OIL;

CHEMISTRY; GENETICS; METABOLIC ENGINEERING; METABOLISM; PLANT SEED; SOYBEAN; TRANSGENIC PLANT;

FATTY ACIDS; METABOLIC ENGINEERING; PLANTS, GENETICALLY MODIFIED; SEEDS; SOYBEAN OIL; SOYBEANS;

EID: 84904399925     PISSN: 16182642     EISSN: 16182650     Source Type: Journal    
DOI: 10.1007/s00216-014-7709-8     Document Type: Article

References (33)

1. Durrett TP, Benning C, Ohlrogge J (2008) Plant triacylglycerols as feedstocks for the production of biofuels. Plant J 54(4):593-607
2. Batten D, Beer T, Freischmidt G, Grant T, Liffman K, Paterson D, Priestley T, Rye L, Threlfall G (2013) Using wastewater and highrate algal ponds for nutrient removal and the production of bioenergy and biofuels. Water Sci Technol 67(4):915-924
3. Zhang F, Ouellet M, Batth TS, Adams PD, Petzold CJ, Mukhopadhyay A, Keasling JD (2012) Enhancing fatty acid production by the expression of the regulatory transcription factor FadR. Metab Eng 14(6):653-660
4. Shi S, Valle-Rodriguez JO, Khoomrung S, Siewers V, Nielsen J (2012) Functional expression and characterization of five wax ester synthases in Saccharomyces cerevisiae and their utility for biodiesel production. Biotechnol Biofuels 5:7
5. Fehr WR (2007) Breeding for modified fatty acid composition in soybean. Crop Sci 47:S72-S87
6. Koria L, Nithya G (2012) Analysis of Datura stramonium Linn. biodiesel by gas chromatography-mass spectrometry (gc-ms) and influence of fatty acid composition on the fuel related characteristics. J Phytol 4(1):06-09
7. Frankel EN (1980) Lipid oxidation. Prog Lipid Res 19(1-2):1-22
8. Canakci M, Monyem A, Van Gerpen J (1999) Accelerated oxidation processes in biodiesel. Trans ASAE 42(6):1565-1572
9. Duffield JA (2007) Biodiesel: production and economic issues. Inhal Toxicol 19(12):1029-1031
10. Graef G, LaVallee BJ, Tenopir P, Tat M, Schweiger B, Kinney AJ, Van Gerpen JH, Clemente TE (2009) A high-oleic-Acid and lowpalmitic-Acid soybean: agronomic performance and evaluation as a feedstock for biodiesel. Plant Biotechnol J 7(5):411-421
11. Patil A, Taware SP, Oak MD, Tamhankar SA, Rao VS (2007) Improvement of oil quality in soybean [Glycine max (L.) Merrill] by mutation breeding. J Am Oil Chem Soc 84(12):1117-1124
12. Clemente TE, Cahoon EB (2009) Soybean oil: genetic approaches for modification of functionality and total content. Plant Physiol 151(3):1030-1040
13. Qian J, Shi H, Yun Z (2010) Preparation of biodiesel from Jatropha curcas L. oil produced by two-phase solvent extraction. Bioresour Technol 101(18):7036-7042
14. Berchmans HJ, Hirata S (2008) Biodiesel production from crude Jatropha curcas L. seed oil with a high content of free fatty acids. Bioresour Technol 99(6):1716-1721
15. Worapun I, Pianthong K, Thaiyasuit P (2012) Two-step biodiesel production from crude Jatropha curcas L. oil using ultrasonic irradiation assisted. J Oleo Sci 61(4):165-172
16. Qu J, Mao HZ, Chen W, Gao SQ, Bai YN, Sun YW, Geng YF, Ye J (2012) Development of marker-free transgenic Jatropha plants with increased levels of seed oleic acid. Biotechnol Biofuels 5(1):10
17. Chai C, Ju HK, Kim SC, Park JH, Lim J, Kwon SW, Lee J (2012) Determination of bioactive compounds in fermented soybean products using GC/MS and further investigation of correlation of their bioactivities. J Chromatogr B Analyt Technol Biomed Life Sci 880(1):42-49
18. Mclafferty FW, Gohlke RS (1959) Mass spectrometric analysis-Aromatic acids and esters. Anal Chem 31(12):2076-2082
19. Christie WW (1998) Gas chromatography-mass spectrometry methods for structural analysis of fatty acids. Lipids 33(4):343-353
20. Cahoon EB, Shanklin J (2000) Substrate-dependent mutant complementation to select fatty acid desaturase variants for metabolic engineering of plant seed oils. P Natl Acad Sci U S A 97(22):12350-12355
21. Dormann P, Frentzen M, Ohlrogge JB (1994) Specificities of the acyl-Acyl carrier protein (Acp) Thioesterase and glycerol-3-phosphate acyltransferase for octadecenoyl-Acp isomers-identification of a petroselinoyl-Acp thioesterase in Umbelliferae. Plant Physiol 104(3):839-844
22. Broun P, Boddupalli S, Somerville C (1998) Abifunctional oleate 12-hydroxylase: desaturase from Lesquerella fendleri. Plant J 13(2): 201-210
23. Wesley SV, Helliwell CA, Smith NA, Wang MB, Rouse DT, Liu Q, Gooding PS, Singh SP, Abbott D, Stoutjesdijk PA, Robinson SP, Gleave AP, Green AG, Waterhouse PM (2001) Construct design for efficient, effective and high-throughput gene silencing in plants. Plant J 27(6):581-590
24. Rech EL, Vianna GR, Aragao FJL (2008) High-efficiency transformation by biolistics of soybean, common bean and cotton transgenic plants. Nat Protoc 3(3):410-418
25. Aragão FJL, Sarokin L, Vianna GR, Rech EL (2000) Selection of transgenic meristematic cells utilizing a herbicidalmolecule results in the recovery of fertile transgenic soybean [Glycine max (L.) Merril] plants at a high frequency. Theor Appl Genet 101(1-2):1-6
26. Doyle JJ, Doye JL (1987) Rapid DNAisolation procedure fromsmall quantities of fresh leaf tissues. Phytochem Bull 19(1):11-15
27. Primomo VS, Falk DE, Ablett GR, Tanner JW, Rajcan I (2002) Inheritance and interaction of low palmitic and low linolenic soybean. Crop Sci 42(1):31-36
28. Mclafferty FW(1959)Mass spectrometric analysis-molecular rearrangements. Anal Chem 31(1):82-87
29. Luna AS, da Silva AP, Pinho JSA, Ferre J, Boque R (2013) Rapid characterization of transgenic and non-transgenic soybean oils by chemometric methods using NIR spectroscopy. Spectrochim Acta A 100:115-119
30. Truksa M, Wu GH, Vrinten P, Qiu X (2006) Metabolic engineering of plants to produce very long-chain polyunsaturated fatty acids. Transgenic Res 15(2):131-137
31. Li R, Hatanaka T, Yu K, Wu Y, Fukushige H, Hildebrand D (2013) Soybean oil biosynthesis: role of diacylglycerol acyltransferases. Funct Integr Genomics 13:99-113
32. Heppard EP, Kinney AJ, Stecca KL, Miao GH (1996) Developmental and growth temperature regulation of two different microsomal omega-6 desaturase genes in soybeans. Plant Physiol 110(1):311-319
33. Tang GQ, Novitzky WP, Griffin HC, Huber SC, Dewey RE (2005) Oleate desaturase enzymes of soybean: evidence of regulation through differential stability and phosphorylation. Plant J 44(3): 433-446