Technologies for extracting lipids from oleaginous microorganisms for biodiesel production

Cunwen WANG, Lu CHEN, Bajpai RAKESH, Yuanhang QIN, Renliang LV

PDF(166 KB)
PDF(166 KB)
Front. Energy ›› DOI: 10.1007/s11708-012-0193-y
REVIEW ARTICLE
REVIEW ARTICLE

Technologies for extracting lipids from oleaginous microorganisms for biodiesel production

Author information +
History +

Abstract

Recently, biodiesel has received much more attention. Soybean oil, rapeseed oil, palm oil and corn oil are primary feedstock for biodiesel production. However, biodiesel production from these traditional oil-rich crops is limited by land availability, climate, and environmental and social issues regarding the use of feed and food crops for fuel. Oleaginous microorganisms, including microalgae, bacteria, yeast and fungi can be cultivated with high lipid contents and used as promising feedstock for biodiesel production. However, the high cost of biodiesel production using oil microorganisms has been the biggest obstacle for its industrialization. The process of biodiesel production from microorganisms involves many steps, of which the lipids extraction is the most important and costly. Therefore, searching for an effective and economical extraction system is critical. Various approaches of lipids extraction are discussed in this review, including traditional extraction procedures such as solvent extraction, pressing and solvent integrated extraction, as well as some new procedures.

Keywords

oleaginous microorganisms / biodiesel / solvent extraction / ultrasound-assisted extraction / microwave-assisted extraction / supercritical fluid extraction (SFE)

Cite this article

Download citation ▾
Cunwen WANG, Lu CHEN, Bajpai RAKESH, Yuanhang QIN, Renliang LV. Technologies for extracting lipids from oleaginous microorganisms for biodiesel production. Front Energ, https://doi.org/10.1007/s11708-012-0193-y

References

[1]
Nigam P S, Singh A. Production of liquid biofuels from renewable resources. Progress in Energy and Combustion Science, 2011, 37(1): 52–68
CrossRef Google scholar
[2]
Agarwal A K. Biofuels (alcohols and biodiesel) applications as fuels for internal combustion engines. Progress in Energy and Combustion Science, 2007, 33(3): 233–271
CrossRef Google scholar
[3]
Singh A, Pant D, Korres N E, Nizami A S, Prasad S, Murphy J D. Key issues in life cycle assessment of ethanol production from lignocellulosic biomass: challenges and perspectives. Bioresource Technology, 2010, 101(13): 5003–5012
CrossRef Pubmed Google scholar
[4]
Prasad S, Singh A, Joshi H C. Ethanol as an alternative fuel from agricultural, industrial and urban residues. Resources, Conservation and Recycling, 2007, 50(1): 1–39
CrossRef Google scholar
[5]
Singh A, Smyth B M, Murphy J D. A biofuel strategy for Ireland with an emphasis on production of biomethane and minimization of land-take. Renewable & Sustainable Energy Reviews, 2010, 14(1): 277–288
CrossRef Google scholar
[6]
Xu H, Miao X L, Wu Q Y. High quality biodiesel production from a microalga Chlorella protothecoides by heterotrophic growth in fermenters. Journal of Biotechnology, 2006, 126(4): 499–507
CrossRef Pubmed Google scholar
[7]
Gao C F, Zhai Y, Ding Y, Wu Q Y. Application of sweet sorghum for biodiesel production by heterotrophic microalga Chlorella protothecoides. Applied Energy, 2010, 87(3): 756–761
CrossRef Google scholar
[8]
Grima E M, Belarbi E H, Fernandez F G A, Medina A R, Chisti Y. Recovery of microalgal biomass and metabolites: process options and economics. Biotechnology Advances, 2003, 20(7,8): 491–515
[9]
Christie W W. Preparation of lipid extracts from tissues. Advances in Lipid Methodology, 1993, 2: 195–213
[10]
Sing S F, Isdepsky A, Borowitzka M A, Moheimani N R. Production of biofuels from microalgae. 2011–<month>04</month>–<day>26</day>, http://www.springerlink.com/content/m00632n167048n75/fulltext.pdf
[11]
Shih C N, Marth E H. Aflatoxin formation, lipid synthesis, and glucose metabolism by Aspergillus parasiticus during incubation with and without agitation. Biochimica et Biophysica Acta (BBA) General Subjects, 1974, 338(1): 286–296
CrossRef Google scholar
[12]
Douglas Brown B, Hsu K H, Hammond E G, Glatz B A. A relationship between growth and lipid accumulation in Candida curvata D. Journal of Fermentation and Bioengineering, 1989, 68(5): 344–352
CrossRef Google scholar
[13]
Rose H G, Oklander M. Improved procedure for the extraction of lipids from human erythrocytes. Journal of Lipid Research, 1965, 6(3): 428–431
Pubmed
[14]
Khor H, Chan S. Comparative studies of three solvent mixtures for the extraction of soybean lipids. Journal of the American Oil Chemists’Society, 1985, 62(1): 98–99
[15]
Wren J J, Mitchell H K. Extraction methods and an investigation of drosophila lipids. Journal of Biological Chemistry, 1959, 234(11): 2823–2828
Pubmed
[16]
Newman H A, Gordon E A, Heggen D W, Keller M D. Rapid extraction of triglycerides from human adipose tissue with petroleum ether. Clinical Chemistry, 1972, 18(3): 290–292
Pubmed
[17]
Zhang Y, Dubé M A, McLean D D, Kates M. Biodiesel production from waste cooking oil: 2. Economic assessment and sensitivity analysis. Bioresource Technology, 2003, 90(3): 229–240
CrossRef Pubmed Google scholar
[18]
Pulz O, Gross W. Valuable products from biotechnology of microalgae. Applied Microbiology and Biotechnology, 2004, 65(6): 635–648
CrossRef Pubmed Google scholar
[19]
Borowitzka M A. Microalgae as sources of pharmaceuticals and other biologically active compounds. Journal of Applied Phycology, 1995, 7(1): 3–15
CrossRef Google scholar
[20]
Meng X, Yang J M, Xu X, Zhang L, Nie Q J, Xian M. Biodiesel production from oleaginous microorganisms. Renewable Energy, 2009, 34(1): 1–5
CrossRef Google scholar
[21]
Bao Z H, Shi M R. Preliminary measurement of drying property for two-phase extracted rapeseed meal and cottenseed meal. China Oils and Fats, 1999, 24(3): 57–59 (in Chinese)
[22]
Folch J, Lees M, Sloane Stanley G H. A simple method for the isolation and purification of total lipides from animal tissues. Journal of Biological Chemistry, 1957, 226(1): 497–509
Pubmed
[23]
Tybulewicz V L, Tremblay M L, LaMarca M E, Willemsen R, Stubblefield B K, Winfield S, Zablocka B, Sidransky E, Martin B M, Huang S P, Mintzer K A, Westphal H, Mulligan R C, Ginns E I. Animal model of Gaucher’s disease from targeted disruption of the mouse glucocerebrosidase gene. Nature, 1992, 357(6377): 407–410
CrossRef Pubmed Google scholar
[24]
Park S J, Choi Y E, Kim E J, Park W K, Kim C W, Yang J W. Serial optimization of biomass production using microalga Nannochloris oculata and corresponding lipid biosynthesis. Bioprocess and Biosystems Engineering, 2012, 35(1-2): 3–9
CrossRef Pubmed Google scholar
[25]
Carlson L A. Extraction of lipids from human whole serum and lipoproteins and from rat liver tissue with methylene chloride-methanol: a comparison with extraction with chloroform-methanol. International Journal of Clinical Chemistry, 1985, 149(1): 89–93
CrossRef Pubmed Google scholar
[26]
Parkin K L, Kuo S J. Chilling-induced lipid degradation in cucumber (Cucumis sativa L. cv Hybrid C) fruit. Plant Physiology, 1989, 90(3): 1049–1056
CrossRef Pubmed Google scholar
[27]
Yahara S, Kawamura N, Kishimoto Y, Saida T, Tourtellotte W W. A change in the cerebrosides and sulfatides in a demyelinating nervous system: Development of the methodology and study of multiple sclerosis and Wallerian degeneration. Journal of the Neurological Sciences, 1982, 54(2): 303–315
CrossRef Pubmed Google scholar
[28]
Somersalo S, Karunen P, Aro E M. The acyl lipid composition of wheat leaves and moss protonemata using a new, non-carcinogenic extraction solvent system. Physiologia Plantarum, 1986, 68(3): 467–470
CrossRef Google scholar
[29]
Katayama K, Takada M, Yuzuriha T, Abe K, Ikenoya S. Simultaneous determination of ubiquinone-10 and ubiquinol-10 in tissues and mitochondria by high performance liquid chromatography. Biochemical and Biophysical Research Communications, 1980, 95(3): 971–977
CrossRef Pubmed Google scholar
[30]
Gu Z, Yao H, Zhi H, Lin J. Measurement of two compounds VLE data and calculation of three compounds VLE data in hylacetate-ethanol-water-glycerol. Chemical Research and Application, 2004, 16(5): 653–654
[31]
Kim B K, Park P K, Chae H J, Kim E Y. Effect of phenol on B-carotene content in total carotenoids production in cultivation of Rhodotorula glutinis. Korean Journal of Chemical Engineering, 2004, 21(3): 689–692
CrossRef Google scholar
[32]
Allen P C. New extraction method for nematode lipids. Analytical Biochemistry, 1972, 45(1): 253–259
CrossRef Pubmed Google scholar
[33]
Cham B E, Knowles B R. A solvent system for delipidation of plasma or serum without protein precipitation. Journal of Lipid Research, 1976, 17(2): 176–181
Pubmed
[34]
Martins S V, Lopes P A, Alfaia C M, Rodrigues P O, Alves S P, Pinto R M, Castro M F, Bessa R J, Prates J A. Serum adipokine profile and fatty acid composition of adipose tissues are affected by conjugated linoleic acid and saturated fat diets in obese Zucker rats. British Journal of Nutrition, 2010, 103(6): 869–878
CrossRef Pubmed Google scholar
[35]
Matyash V, Liebisch G, Kurzchalia T V, Shevchenko A, Schwudke D. Lipid extraction by methyl-tert-butyl ether for high-throughput lipidomics. Journal of Lipid Research, 2008, 49(5): 1137–1146
CrossRef Pubmed Google scholar
[36]
Harvey D M R. Freeze-substitution. Journal of Microscopy, 1982, 127(Pt 2): 209–221
CrossRef Pubmed Google scholar
[37]
Schmid P, Calvert J, Steiner R. Extraction and purification of lipids: IV. Alternative binary solvent systems to replace chloroform-methanol in studies on biological membranes. Physiological Chemistry and Physics, 1973, 5(2): 157–166
[38]
Mecham D, Mohammad A. Extraction of lipids from wheat products. Cereal Chemistry, 1955, 32(5): 405–415
[39]
Morrison W R, Tan S L, Hargin K D. Methods for the quantitative analysis of lipids in cereal grains and similar tissues. Journal of the Science of Food and Agriculture, 1980, 31(4): 329–340
CrossRef Pubmed Google scholar
[40]
Melton S, Moyers R, Playford C. Lipids extracted from soy products by different procedures. Journal of the American Oil Chemists’ Society, 1979, 56(4): 489–493
CrossRef Google scholar
[41]
McGrath L T, Elliott R J. Lipid analysis and fatty acid profiles of individual arterial atherosclerotic plaques. Analytical Biochemistry, 1990, 187(2): 273–276
CrossRef Pubmed Google scholar
[42]
Lee J Y, Yoo C, Jun S Y, Ahn C Y, Oh H M. Comparison of several methods for effective lipid extraction from microalgae. Bioresource Technology, 2010, 101(1 Suppl 1): S75–S77
CrossRef Pubmed Google scholar
[43]
Du K, Sun X L, Sun Y M, Chen L. Selection of carbon source and nitrogen source for microbial lipid production by fermentation with Trichosporon fermentans. China Oils and Fats, 2010, 35(7): 35–38 (in Chinese)
[44]
Sobus M T, Homlund C E. Extraction of lipids from yeast. Lipids, 1976, 11(4): 341–348
CrossRef Pubmed Google scholar
[45]
Amalia Kartika I, Pontalier P Y, Rigal L. Extraction of sunflower oil by twin screw extruder: screw configuration and operating condition effects. Bioresource Technology, 2006, 97(18): 2302–2310
CrossRef Pubmed Google scholar
[46]
Schneiter R, Daum G. Extraction of yeast lipids. Methods in Molecular Biology, 2006, 313: 41–45
Pubmed
[47]
Hadvary P, Hochuli E, Kupfer E, Lengsfeld H, Weibel E K. Leucine Derivatives. <patent>US Patent 4598089</patent>. 1986
[48]
Takada M, Ikenoya S, Yuzuriha T, Katayama K. Studies on reduced and oxidized coenzyme Q (ubiquinones). II. The determination of oxidation-reduction levels of coenzyme Q in mitochondria, microsomes and plasma by high-performance liquid chromatography. Biochimica et Biophysica Acta (BBA)—Bioenergetics, 1982, 679(2): 308–314
CrossRef Google scholar
[49]
Raj K, Misra N, Pachauri G, Sharma M, Tamrakar A K, Singh A B, Srivastava A K, Phani Kiran K, Narasimha Rao C V, Prubhu S R. Novel class of hybrid natural products as antidiabetic agents. Natural Product Research, 2009, 23(1): 60–69
CrossRef Pubmed Google scholar
[50]
Ranjan A, Patil C, Moholkar V S. Mechanistic assessment of microalgal lipid extraction. Industrial & Engineering Chemistry Research, 2010, 49(6): 2979–2985
CrossRef Google scholar
[51]
Ways P, Hanahan D J. Characterization and quantification of red cell lipids in normal man. Journal of Lipid Research, 1964, 5(3): 318–328
Pubmed
[52]
Fajardo A R, Cerdán L E, Medina A R, Fernández F G A, Moreno P A G, Grima E M. Lipid extraction from the microalga Phaeodactylum tricornutum. European Journal of Lipid Science and Technology, 2007, 109(2): 120–126
CrossRef Google scholar
[53]
Smith J S. Evaluation of Analytical Data. Food Analysis (Nielsen S ed. Food Science Text Series). New York: Kluwer Academic/Plenum Press, 2003, 51–64
[54]
Ryckebosch E, Muylaert K, Foubert I. Optimization of an analytical procedure for extraction of lipids from microalgae. Journal of the American Oil Chemists' Society, 2012, 89(2): 189–198
CrossRef Google scholar
[55]
Nakajima T, Kondo A. Method for Extracting Fat-Soluble Components from Microbial Cells. <patent>US Patent 6258964 B1</patent>, 2001
[56]
Boselli E, Velazco V, Caboni M F, Lercker G. Pressurized liquid extraction of lipids for the determination of oxysterols in egg-containing food. Journal of Chromatography A, 2001, 917(1,2): 239–244
[57]
Richter B E, Jones B A, Ezzell J L, Porter N L, Avdalovic N, Pohl C. Accelerated solvent extraction: A technique for sample preparation. Analytical Chemistry, 1996, 68(6): 1033–1039
CrossRef Google scholar
[58]
Iqbal J. Development of cost-effective and benign lipid extraction system for microalgae. Dissertation for the Doctoral Degree. Baton Rouge: Louisiana State University, 2012
[59]
Herrero M, Ibáñez E, Cifuentes A, Señoráns J. Pressurized liquid extracts from Spirulina platensis microalga. Determination of their antioxidant activity and preliminary analysis by micellar electrokinetic chromatography. Journal of Chromatography. A, 2004, 1047(2): 195–203
CrossRef Pubmed Google scholar
[60]
Jaime L, Mendiola J A, Herrero M, Soler-Rivas C, Santoyo S, Señorans F J, Cifuentes A, Ibáñez E. Separation and characterization of antioxidants from Spirulina platensis microalga combining pressurized liquid extraction, TLC, and HPLC-DAD. Journal of Separation Science, 2005, 28(16): 2111–2119
CrossRef Pubmed Google scholar
[61]
Rodríguez-Meizoso I, Jaime L, Santoyo S, Cifuentes A, García-Blairsy Reina G, Señorás F J, Ibáez E. Pressurized fluid extraction of bioactive compounds from Phormidium species. Journal of Agricultural and Food Chemistry, 2008, 56(10): 3517–3523
CrossRef Pubmed Google scholar
[62]
Andrich G, Nesti U, Venturi F, Zinnai A, Fiorentini R. Supercritical fluid extraction of bioactive lipids from the microalga Nannochloropsisβsp. European Journal of Lipid Science and Technology, 2005, 107(6): 381–386
CrossRef Google scholar
[63]
Heikes D L, Scott B, Gorzovalitis N A. Quantitation of volatile oils in ground cumin by supercritical fluid extraction and gas chromatography with flame ionization detection. Journal of AOAC International, 2001, 84(4): 1130–1134
Pubmed
[64]
Ivanov D, Čolović R, Bera O, Lević J, Sredanović S. Supercritical fluid extraction as a method for fat content determination and preparative technique for fatty acid analysis in mesh feed for pigs. European Food Research and Technology, 2011, 233(2): 343–350
CrossRef Google scholar
[65]
Ixtaina V Y, Vega A, Nolasco S M, Tomá M C, Gimeno M, Bázana E, Tecante A. Supercritical carbon dioxide extraction of oil from Mexican chia seed (Salvia hispanica L.): Characterization and process optimization. Journal of Supercritical Fluids, 2010, 55(1): 192–199
CrossRef Google scholar
[66]
Gonzáez-Vila F J, Bautista J M, Gutiérez A, Del Rio J C, Gonzáez A G. Supercritical carbon dioxide extraction of lipids from Eucalyptus globulus wood. Journal of Biochemical and Biophysical Methods, 2000, 43(1-3): 345–351
CrossRef Pubmed Google scholar
[67]
Wang L, Weller C L, Schlegel V L, Carr T P, Cuppett S L. Comparison of supercritical CO2 and hexane extraction of lipids from sorghum distillers grains. European Journal of Lipid Science and Technology, 2007, 109(6): 567–574
CrossRef Google scholar
[68]
Sahena F, Zaidul I, Jinap S, Karim A, Abbas K, Norulaini N, Omar A. Application of supercritical CO2 in lipid extraction–A review. Journal of Food Engineering, 2009, 95(2): 240–253
CrossRef Google scholar
[69]
Couto R M, Fernandes J, da Silva M, Simõs P C. Supercritical fluid extraction of lipids from spent coffee grounds. Journal of Supercritical Fluids, 2009, 51(2): 159–166
CrossRef Google scholar
[70]
Boutin O, Badens E. Extraction from oleaginous seeds using supercritical CO2: Experimental design and products quality. Journal of Food Engineering, 2009, 92(4): 396–402
CrossRef Google scholar
[71]
Rakhuba D, Novik G, Dey E S. Application of supercritical carbon dioxide (scCO2) for the extraction of glycolipids from Lactobacillus plantarum B-01. Journal of Supercritical Fluids, 2009, 49(1): 45–51
CrossRef Google scholar
[72]
Hubbard J, Downing J, Ram M, Chung O. Lipid extraction from wheat flour using supercritical fluid extraction. Cereal Chemistry, 2004, 91(6): 693–698
CrossRef Google scholar
[73]
Gong C H, Jin B, Yao Y D, Liu H C. Supercritical CO2 extraction of microorganism lipids. <patent>China Patent CN03139630.5</patent>. 2005
[74]
Andrich G, Zinnai A, Nesti U, Venturi F. Supercritical fluid extraction of oil from microalga Spirulina (Arthrospira) platensis. Acta Alimentaria, 2006, 35(2): 195–203
CrossRef Google scholar
[75]
Mendes R L, Nobre B P, Cardoso M T, Pereira A P, Palavra A F. Supercritical carbon dioxide extraction of compounds with pharmaceutical importance from microalgae. Inorganica Chimica Acta, 2003, 356: 328–334
CrossRef Google scholar
[76]
Couto R M, Simõs P C, Reis A, da Silva T L, Martins V H, Sáchez-Vicente Y. Supercritical fluid extraction of lipids from the heterotrophic microalga Crypthecodinium cohnii. Engineering in Life Sciences, 2010, 10(2): 158–164
[77]
Mendes R L, Nobre B P, Cardoso M T, Pereira A P, Palavra A F. Supercritical carbon dioxide extraction of compounds with pharmaceutical importance from microalgae. Inorganica Chimica Acta, 2003, 356: 328–334
CrossRef Google scholar
[78]
Kopcak U, Mohamed R S. Caffeine solubility in supercritical carbon dioxide/co-solvent mixtures. Journal of Supercritical Fluids, 2005, 34(2): 209–214
CrossRef Google scholar
[79]
Sauceau M, Letourneau J J, Freiss B, Richon D, Fages J. Solubility of eflucimibe in supercritical carbon dioxide with or without a co-solvent. Journal of Supercritical Fluids, 2004, 31(2): 133–140
CrossRef Google scholar
[80]
Vinatoru M, Toma M, Radu O, Filip P I, Lazurca D, Mason T J. The use of ultrasound for the extraction of bioactive principles from plant materials. Ultrasonics Sonochemistry, 1997, 4(2): 135–139
CrossRef Pubmed Google scholar
[81]
Chemat F, Grondin I, Costes P, Moutoussamy L, Sing A S, Smadja J. High power ultrasound effects on lipid oxidation of refined sunflower oil. Ultrasonics Sonochemistry, 2004, 11(5): 281–285
CrossRef Pubmed Google scholar
[82]
Metherel A H, Taha A Y, Izadi H, Stark K D. The application of ultrasound energy to increase lipid extraction throughput of solid matrix samples (flaxseed). Prostaglandins, Leukotrienes and Essential Fatty Acids, 2009, 81(5,6): 417–423
[83]
Palma M, Barroso C G. Ultrasound-assisted extraction and determination of tartaric and malic acids from grapes and winemaking by-products. Analytica Chimica Acta, 2002, 458(1): 119–130
CrossRef Google scholar
[84]
Schinor E C, Salvador M J, Turatti I C C, Zucchi O L A D, Dias D A. Comparison of classical and ultrasound-assisted extractions of steroids and triterpenoids from three Chresta spp. Ultrasonics Sonochemistry, 2004, 11(6): 415–421
Pubmed
[85]
Herrero M, Cifuentes A, Ibanez E. Sub-and supercritical fluid extraction of functional ingredients from different natural sources: Plants, food-by-products, algae and microalgae: A review. Food Chemistry, 2006, 98(1): 136–148
CrossRef Google scholar
[86]
Alupului A, Calinescu I, Lavric V. Ultrasonic vs. microwave extraction intensification of active principles from medicinal plants. 2008, http://www.aidic.it/icheap9/webpapers/14Alupului.pdf
[87]
Balasubramanian S, Allen J D, Kanitkar A, Boldor D. Oil extraction from Scenedesmus obliquus using a continuous microwave system —design, optimization, and quality characterization. Bioresource Technology, 2011, 102(3): 3396–3403
CrossRef Pubmed Google scholar
[88]
Pare J R J, Sigouin M, Lapointe J. Microwave-assisted natural products extraction. <patent>US Patent 5002784</patent>, 1991
[89]
Ganzler K, Salgó A, Valkó K. Microwave extraction. A novel sample preparation method for chromatography. Journal of Chromatography. A, 1986, 371: 299–306
CrossRef Pubmed Google scholar
[90]
Leray C, Grcic T, Gutbier G, Bnouham M. Microwave oven extraction procedure for lipid analysis in biological samples. Analusis, 1995, 23(2): 65–67
[91]
Liu Y, Shi J, Langrish T. Water-based extraction of pectin from flavedo and albedo of orange peels. Chemical Engineering Journal, 2006, 120(3): 203–209
CrossRef Google scholar
[92]
Antezana Z, Mauricio D R. Investigation of pulsed electric field (PEF) as an intensification pretreatment for solvent lipid extraction from microalgae, utilizing ethyl acetate as a greener substitute to chloroform-based extraction. Dissertation for the Master’s Degree. Lawrence: University of Kansas, 2011
[93]
Teixeira R E. Energy-efficient extraction of fuel and chemical feedstocks from algae. Green Chemistry, 2012, 14(2): 419–427
CrossRef Google scholar
[94]
Young G, Nippgen F, Titterbrandt S, Cooney M J. Lipid extraction from biomass using co-solvent mixtures of ionic liquids and polar covalent molecules. Separation and Purification Technology, 2010, 72(1): 118–121
CrossRef Google scholar
[95]
Schonemann H, Gudinas A, Williams K, Wetmore P, Krukonis V. Method for extraction and concentration of carotenoids using supercritical fluids. <patent>US Patent 7329789 B1</patent>, 2008

Acknowledgements

This work was financed by National Natural Science Foundation of China (Grant No. 20976140). The authors are grateful to Department of Chemical Engineering, School of Engineering, University of Louisiana at Lafayette, USA and Key Laboratory for Green Chemical Process of Ministry of Education for providing the condition of researching.

RIGHTS & PERMISSIONS

2014 Higher Education Press and Springer-Verlag Berlin Heidelberg
AI Summary AI Mindmap
PDF(166 KB)

Accesses

Citations

Detail

Sections
Recommended

/