Skip to main content

The Organic Geochemistry of Carbonaceous Meteorites

Amino Acids and Stable Isotopes

  • Chapter
Organic Geochemistry

Part of the book series: Topics in Geobiology ((TGBI,volume 11))

Abstract

The stable carbon isotope record of bulk organic matter (i.e., kerogen) in ancient rock samples indicates that living systems may have existed on Earth 3.5 billion years ago (e.g., Schidlowski, 1987,1988,1991). It is generally accepted that life originated on the Earth and that organic compounds deemed essential for its origin, for example, amino acids, formed via prebiotic mechanisms prior to this event. Thus, an appreciation of the distribution, stereochemistry, and stable isotope compositions of amino acids in ancient terrestrial and extraterrestrial systems is of fundamental importance with respect to (1) evaluating mechanisms for prebiotic organic synthesis at the time of (and perhaps prior to) the formation of the solar system (e.g., Ferris, 1984; Cronin et al., 1988; OrĂ³ et al., 1990), (2) determining the potential contribution of extraterrestrial organic matter to Earth via comet and meteorite bombardment (e.g., Nagy, 1985; Nagy et al., 1987; Zhao and Bada, 1989; Zahnle and Grinspoon, 1990; Chyba et al., 1990; Chyba and Sagan, 1992), and (3) understanding the nature of the organic compounds available for the origin of the first living systems on Earth (e.g., Mullie and Reisse, 1987; Miller, 1992, and this volume, Chapter 30).

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 129.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 179.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 169.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  • Abelson, P. H., and Hare, P. E., 1969, Recent amino acids in the Gunflint chert, Carnegie Inst. Washington Yearb. 67:208–210.

    Google Scholar 

  • Abelson, P. H., and Hoering, T. C., 1961, Carbon isotope fractionation in formation of amino acids by photosynthetic organisms. Proc. Natl. Acad. Sci. U.S.A. 47:623–632.

    Article  CAS  Google Scholar 

  • Abrajano, T. A., Fang, J., Comet, P. A., and Brooks, J., 1992, Compound-specific carbon isotope analysis of fatty acids, 203rd National Meeting of the American Chemical Society, San Francisco, GEOC Abstract 104.

    Google Scholar 

  • Anders, E., 1988, Circumstellar material in meteorites: Noble gases, carbon and nitrogen, in: Meteorites and the Early Solar System (J. F. Kerridge and M. S. Matthews, eds.), University of Arizona Press, Tucson, pp. 927–955.

    Google Scholar 

  • Bada, J. L., 1991, Amino acid cosmogeochemistry, Philos. Trans. R. Soc. London, Ser. B 333:349–358.

    Article  CAS  Google Scholar 

  • Bada, J. L., and Miller, S. L., 1987, Racemization and the origin of optically active organic compounds in living organisms, Bio-Systems 20:21–26.

    Article  CAS  Google Scholar 

  • Bada, J. L., Cronin, J. R., Ho, M.-S., Kvenvolden, K. A., Lawless, J. G., Miller, S. L., OrĂ³, J., and Steinberg, S., 1983, On the reported optical activity of amino acids in the Murchison meteorite, Nature 301:494–496.

    Article  CAS  Google Scholar 

  • Becker, R. H., and Epstein, S., 1982, Carbon, hydrogen and nitrogen isotopes in the solvent-extractable organic matter from carbonaceous chondrites, Geochim. Cosmochim. Acta 46:97–103.

    Article  CAS  Google Scholar 

  • Bjorøy, M., Hall, K., Gillyon, P., and Jumeau, J., 1991, Carbon isotope variations in n-alkanes and isoprenoids of whole oils, Chem. Geol. 93:13–20.

    Article  Google Scholar 

  • Bonner, W. A., 1991, The origin and amplification of biomolecular chirality, Origins Life 21:59–111.

    Article  CAS  Google Scholar 

  • Bowring, S. A., Williams, I. S., and Compston, W., 1989, 3.98 Ga gneisses from the Slave province, Northwest Territories, Canada, Geology 17:971–975.

    Article  CAS  Google Scholar 

  • Brand, W. A., and Tegtmeyer, A. R., 1992, Isotope ratio monitoring: Extended toward 15N and 18O, 203rd Annual Meeting of the American Chemical Society, San Francisco, GEOC Abstract 89.

    Google Scholar 

  • Buchardt, B., and Weiner, S., 1981, Diagenesis of aragonite from Upper Cretaceous ammonites: A geochemical case study, Sedimentology 28:423–438.

    Article  CAS  Google Scholar 

  • Chang, S., 1977, Comets: Cosmic connections with carbonaceous meteorites, interstellar molecules and the origin of life, in: Space Missions to Comets (M. Neugebauer, D. K. Yeomans, J. C. Brandt, and R. W. Hobbs, eds.), NASA Publication 2089, pp. 59–111.

    Google Scholar 

  • Chang, S., Mack, R., and Lennon, K., 1978, Carbon chemistry of separated phases of Murchison and Allende meteorites, Lunar Planet. Sci. IX:157–159.

    Google Scholar 

  • Chang, S., Des Marais, D., Mack, R., Miller, S. L., and Strathearn, G. E., 1983, Prebiotic organic synthesis and the origin of life, in: Earth’s Earliest Biosphere: Its Origin and Evolution (J. W. Schopf, ed.), Princeton University Press, Princeton, New Jersey, pp. 53–92.

    Google Scholar 

  • Chyba, C., and Sagan, C., 1992, Endogenous production, exogenous delivery and impact-shock synthesis of organic molecules: An inventory for the origins of life. Nature 355:125–132.

    Article  CAS  Google Scholar 

  • Chyba, C. F., Thomas, P. J., Brookshaw, L., and Sagan, C., 1990, Cometary delivery of organic molecules to the early Earth, Science 249:366–373.

    Article  CAS  Google Scholar 

  • Cronin, J. R., 1976a, Acid-labile amino acid precursors in the Murchison meteorite. I. Chromatographic fractionation, Origins Life 7:337–342.

    Article  CAS  Google Scholar 

  • Cronin, J. R., 1976b, Acid-labile amino acid precursors in the Murchison meteorite II. A search for peptides and amino acyl amides, Origins Life 7:343–348.

    Article  CAS  Google Scholar 

  • Cronin, J. R., Pizzarello, S., and Cruikshank, D. P., 1988, Organic matter in carbonaceous chrondites, planetary satellites, asteroids and comets, in: Meteorites and the Early Solar System (J. F. Kerridge and M. S. Matthews, eds.), University of Arizona Press, Tucson, pp. 819–857.

    Google Scholar 

  • Engel, M. H., and Macko, S. A., 1984, Separation of amino acid enantiomers for stable nitrogen and carbon isotopic analyses, Anal. Chem. 56:2598–2600.

    Article  CAS  Google Scholar 

  • Engel, M. H., and Macko, S. A., 1986, Stable isotope evaluation of the origins of amino acids in fossils, Nature 323:531–533.

    Article  CAS  Google Scholar 

  • Engel, M. H., and Nagy, B., 1982, Distribution and enantiomeric composition of amino acids in the Murchison meteorite, Nature 296:837–840.

    Article  CAS  Google Scholar 

  • Engel, M. H., and Nagy, B., 1983, Authors’ reply, Nature 301:496–497.

    Article  CAS  Google Scholar 

  • Engel, M. H., Macko, S. A., and Silfer, J. A., 1990, Carbon isotope composition of individual amino acids in the Murchison meteorite, Nature 348:47–49.

    Article  CAS  Google Scholar 

  • Epstein, S., Krishnamurthy, R. V., Cronin, J. R., Pizzarello, S., and Yuen, G. U., 1987, Unusual stable isotope ratios in amino acid and carboxylic acid extracts from the Murchison meteorite, Nature 326:477–479.

    Article  CAS  Google Scholar 

  • Fenwick, C. S., Kempe, K., and Jumeau, E. J., 1992, On-line measurement of HD/H2 ratios by GC-C-IRMS, 203rd Annual Meeting of the American Chemical Society, San Francisco, GEOC Abstract 91.

    Google Scholar 

  • Ferris, J. P., 1984, The chemistry of life’s origin, Chem. Eng. News 1984(Aug.27):22–35.

    Google Scholar 

  • Franchi, I. A., Exley, R. A., Gilmour, I., and Pillinger, C. T., 1989, Stable isotope and abundance measurements of solvent ex-tractable compounds in Murchison, 14th Symposium on Antarctic Meteorites, June 1989, Tokyo, National Institute of Polar Research, Tokyo, Japan, pp. 40–42.

    Google Scholar 

  • Freedman, P. A., Gillyon, E. C. P., and Jumeau, E. J., 1988, Design and application of a new instrument for GC-isotope ratio MS, Am. Lab. 1988(June):114–119.

    Google Scholar 

  • Freeman, K. H., Hayes, J. M., Trendel, J.-M., and Albrecht, P., 1990, Evidence from carbon isotope measurements for diverse origins of sedimentary hydrocarbons, Nature 343:254–256.

    Article  CAS  Google Scholar 

  • Gil-Av, E., Charles, R., and Fischer, G., 1965, Resolution of amino acids by gas chromatography, J. Chromatogr. 17:408–410.

    Article  CAS  Google Scholar 

  • Goldanskii, V. I., and Kuzmin, V. V., 1991, Chirality and the cold origin of life, Nature 352:114.

    Article  Google Scholar 

  • Goodman, K. J., and Brenna, T. J., 1992, High sensitivity tracer detection using high-precision gas chromatography-combustion isotope ratio mass spectrometry and highly enriched [U-13C]-labeled precursors, Anal. Chem. 64:1088–1095.

    Article  CAS  Google Scholar 

  • Hare, P. E., and Mitterer, R. M., 1966, Nonprotein amino acids in fossil shells, Carnegie Inst. Washington Yearb. 65:362–364.

    Google Scholar 

  • Hare, P. E., Fogel, M. L., Stafford, T W., Mitchell, A. D., and Hoering, T. C., 1991, The isotopic composition of carbon and nitrogen in individual amino acids isolated from modern and fossil proteins. J. Arch. Sci. 18:277–292.

    Article  Google Scholar 

  • Hayatsu, R., and Anders, E., 1981, Organic compounds in meteorites and their origins, in: Cosmo-and Geochemistry, Topics in Current Chemistry, Vol. 99 Springer-Verlag, Berlin, pp. 1–37.

    Google Scholar 

  • Hayes, J. M., Freeman, K. H., Ricci, M. P., Studley, S. A., Merritt, D. A., Brzuzy, L., Brand, W. A., and Habfast, K., 1989, Isotope ratio monitoring gas chromatography mass spectrometry, Paper presented at the 37th American Society of Mass Spectrometry Conference on Mass Spectrometry and Allied Topics, Miami Beach, Florida, pp. 33–34.

    Google Scholar 

  • Hayes, J. M., Freeman, K. H., Popp, B. N., and Hoham, C. H., 1990, Compound specific isotope analysis: A novel tool for reconstruction of ancient biogeochemical processes, Org. Geochem. 16:1115–1128.

    Article  CAS  Google Scholar 

  • Hennet, R. J.-C., Holm, N. G., and Engel, M. H., 1992, Abiotic synthesis of amino acids under hydrothermal conditions and the origin of life: A perpetual phenomenon? Naturwissenschaften 79:361–365.

    Article  CAS  Google Scholar 

  • Hoering, T. C., 1980, The organic constituents of fossil mollusc shells, in: Biogeochemistry of Amino Acids (P. E. Hare, T. C. Hoering, and K. King Jr., eds.), John Wiley & Sons, New York, pp. 193–201.

    Google Scholar 

  • Jull, A. J. T., Donahue, D. J., and Linick, T. W., 1989, Carbon-14 activities in recently fallen meteorites and Antarctic meteorites, Geochim. Cosmochim. Acta 53:2095–2100.

    Article  CAS  Google Scholar 

  • Kennicutt, M. C., and Brooks, J. M., 1990, Unusual normal alkane distributions in offshore New Zealand sediments, Org. Geochem. 15:193–197.

    Article  CAS  Google Scholar 

  • Kerridge, J. F., 1985, Carbon, hydrogen and nitrogen in carbonaceous chondrites: Abundances and isotopic compositions in bulk samples, Geochim. Cosmochim. Acta 49:1707–1714.

    Article  CAS  Google Scholar 

  • Kerridge, J. F., 1991, A note on the prebiotic synthesis of organic acids in carbonaceous meteorites, Origins Life 21:19–29.

    Article  CAS  Google Scholar 

  • Kerridge, J. F., Chang, S., and Shipp, R., 1987, Isotopic characterization of kerogen-like material in the Murchison carbonaceous chondrite, Geochim. Cosmochim. Acta 51:2527–2540.

    Article  CAS  Google Scholar 

  • Khare, B. N., Sagan, C., Ogino, H., Nagy, B., Er, C., Schram, K. H., and Arakawa, E. T., 1986, Amino acids derived from Titan Tholins, Icarus 68:176–184.

    Article  CAS  Google Scholar 

  • Kvenvolden, K. A., Peterson, E., and Pollock, G. E., 1969, Optical configuration of amino acids in Pre-Cambrian Fig Tree chert, Nature 221:141–143.

    Article  CAS  Google Scholar 

  • Kvenvolden, K. A., Lawless, J., Pering, K., Peterson, E., Flores, J., Ponnamperuma, C., Kaplan, I. R., and Moore, C., 1970, Evidence for extraterrestrial amino acids and hydrocarbons in the Murchison meteorite, Nature 228:923–926.

    Article  CAS  Google Scholar 

  • Kvenvolden, K. A., Lawless, J. G., and Ponnamperuma, C., 1971, Nonprotein amino acids in the Murchison meteorite, Proc. Natl. Acad. Sci. U.S.A. 68:486–490.

    Article  CAS  Google Scholar 

  • Macko, S. A., and Engel, M. H., 1991, Assessment of indigeneity in fossil organic matter: Amino acids and stable isotopes, Philos. Trans. R. Soc. London, Ser. B 333:367–374.

    Article  CAS  Google Scholar 

  • Macko, S. A., Estep, M. L. F., Engel, M. H., and Hare, P. E., 1986, Kinetic fractionation of stable nitrogen isotopes during amino acid transamination, Geochim. Cosmochim. Acta 50:2143–2146.

    Article  CAS  Google Scholar 

  • Macko, S. A., Estep, M. L. F., Hare, P. E., and Hoering, T. C., 1987, Isotopic fractionation of nitrogen and carbon in the synthesis of amino acids by microorganisms, Isot. Geosci. 65:79–92.

    Article  CAS  Google Scholar 

  • Macko, S. A., Helleur, R., Hartley, G., and Jackman, P., 1990, Diagenesis of organic matter—a study using stable isotopes of individual carbohydrates, Org. Geochem. 16:1129–1137.

    Article  CAS  Google Scholar 

  • Macko, S. A., Leskey, T., Ryan, M., and Engel, M. H., 1992, Carbon isotopic analysis of individual carbohydrates by GC/IRMS, 203rd National Meeting of the American Chemical Society, San Francisco, GEOC Abstract 107.

    Google Scholar 

  • Matthews, C., Nelson, J., Varma, P., and Minard, R., 1977, Deuterolysis of amino acid precursors: Evidence for hydrogen cyanide polymers as protein ancestors, Science 198:622–625.

    Article  CAS  Google Scholar 

  • McPherson, D. W., Rahman, K., Martinez, I., and Shevlin, P. B., 1987, The formation of amino acid precursors in the reaction of atomic carbon with water and ammonia at 77 K, Origins Life 17:275–282.

    Article  CAS  Google Scholar 

  • Miller, S. L., 1982, Prebiotic synthesis of organic compounds, in: Mineral Deposits and the Evolution of the Biosphere (H. D. Holland and M. Schidlowski, eds.), Springer-Verlag, Berlin, pp. 155–176.

    Chapter  Google Scholar 

  • Miller, S. L., 1992, The prebiotic synthesis of organic compounds as a step toward the origin of life, in: Major Events in the History of Life (J. W. Schopf, ed.), Jones and Bartlett, Boston, pp. 1–28.

    Google Scholar 

  • Mullie, F., and Reisse, J., 1987, Organic matter in carbonaceous meteorites, Top. Curr. Chem. 139:83–117.

    Article  CAS  Google Scholar 

  • Nagy, B., 1975, Carbonaceous Meteorites, Elsevier, Amsterdam.

    Google Scholar 

  • Nagy, B., 1985, New aspects of early organic evolution, Terra Cognita 5:128–129.

    Google Scholar 

  • Nagy, B., Engel, M. H., Zumberge, J. E., Ogino, H., and Chang, S. Y., 1981, Amino acids and hydrocarbons in the ~3,800-Myr old Isua rocks, southwestern Greenland, Nature 289:53–56.

    Article  CAS  Google Scholar 

  • Nagy, B., Burke, M. F., and Boynton, W. V., 1987, Possibilities and constraints of the presence of amino acids in cometary nuclei, Bull. Am. Astron. Soc. 19:894.

    Google Scholar 

  • OrĂ³, J., 1961, Comets and the formation of the biochemical compounds on the primitive Earth, Nature 190:389–390.

    Article  Google Scholar 

  • OrĂ³, J., Holzer, G., and Lazcano, A., 1980, The contribution of cometary volatiles to the primitive Earth, Life Sci. Space 18: 67–82.

    Google Scholar 

  • OrĂ³, J., Miller, S. L., and Lazcano, A., 1990, The origin and early evolution of life on Earth, Annu. Rev. Earth Planet. Sci. 18: 317–356.

    Article  Google Scholar 

  • Peterson, E., Horz, F., Haynes, G., and See, T., 1991, Fate of amino acids during simulations of impacts at ≤5 km/s, Comets and the Origins and Evolution of Life, Proceedings of the symposium held at the University of Wisconsin, Eau Claire, Sept. 30–Oct. 2, 1991, p. 31.

    Google Scholar 

  • Pillinger, C. T., 1982, Not quite full circle? Non-racemic amino acids in the Murchison meteorite, Nature 296:802.

    Article  Google Scholar 

  • Pizzarello, S., Krishnamurthy, R. V., Epstein, S., and Cronin, J. R., 1991, Isotopic analyses of amino acids from the Murchison meteorite, Geochim. Cosmochim. Acta 55:905–910.

    Article  CAS  Google Scholar 

  • Pollock, G. E., Oyama, V. I., and Johnson, R. D., 1965, Resolution of racemic amino acids by gas chromatography, J. Gas Chromatogr. 3:174–176.

    CAS  Google Scholar 

  • Pollock, G. E., Cheng, C.-N., Cronin, S. E., and Kvenvolden, K. A., 1975, Stereoisomers of isovaline in the Murchison meteorite, Geochim. Cosmochim. Acta 39:1571–1573.

    Article  CAS  Google Scholar 

  • Rafalska, J. K., Engel, M. H., and Lanier, W. P., 1991, Retardation of racemization rates of amino acids incorporated into melanoidins, Geochim. Cosmochim. Acta 55:3669–3675.

    Article  CAS  Google Scholar 

  • Rieley, G., Collier, R. J., Jones, D. M., Eglinton, G., Eakin, P. A., and Fallick, A. E., 1991, Sources of sedimentary lipids deduced form stable carbon isotope analyses of individual compounds, Nature 352:425–427.

    Article  CAS  Google Scholar 

  • Robert, F., and Epstein, S., 1982, The concentration and isotopic composition of hydrogen, carbon and nitrogen in carbonaceous meteorites, Geochim. Cosmochim. Acta 46:81–95.

    Article  CAS  Google Scholar 

  • Roessler, K., Atwa, S. T., Kaiser, R., Mahfouz, R. M., and Sauer, M., 1991, Formation and destruction of complex organic matter in space: A steady state, Comets and the Origins and Evolution of Life, Proceedings of the symposium held at the University of Wisconsin, Eau Claire, Sept. 30–Oct. 2, 1991, p. 33.

    Google Scholar 

  • Rössler, K., Jung, H.-J., and Nebeling, B., 1984, Hot atoms in cosmic chemistry, Adv. Space Res. 4:83–95.

    Article  Google Scholar 

  • Sagan, C., and Khare, B. N., 1971, Long-wavelength ultraviolet photoproduction of amino acids on the primitive earth, Science 173:417–420.

    Article  CAS  Google Scholar 

  • Schidlowski, M., 1987, Application of stable carbon isotopes to early biochemical evolution on Earth, Annu. Rev. Earth Planet. Sci. 15:47–72.

    Article  CAS  Google Scholar 

  • Schidlowski, M., 1988, A 3,800-million-year isotopic record of life from carbon in sedimentary rocks, Nature 333:313–318.

    Article  CAS  Google Scholar 

  • Schidlowski, M., 1991, Organic carbon isotope record: Index line of autotrophic carbon fixation over 3.8 Gyr of Earth history, J. Southeast Asian Earth Sci. 5:333–337.

    Article  Google Scholar 

  • Schopf, J. W., Kvenvolden, K. A., and Barghoorn, E. S., 1968, Amino acids in Precambrian sediments: An assay, Proc. Natl. Acad. Sci. U.S.A. 59:639–648.

    Article  CAS  Google Scholar 

  • Serban, A., Engel, M. H., and Macko, S. A., 1988, The distribution, stereochemistry and stable isotopic composition of amino acid constituents of fossil and modern mollusc shells, Org. Geochem. 13:1123–1129.

    Article  CAS  Google Scholar 

  • Shock, E. L., and Schulte, M. D., 1990, Summary and implications of reported amino acid concentrations in the Murchison meteorite, Geochim. Cosmochim. Acta 54:3159–3173.

    Article  CAS  Google Scholar 

  • Silfer, J. A., 1991, Ph.D. Thesis, The University of Oklahoma.

    Google Scholar 

  • Silfer, J. A., Engel, M. H., Macko, S. A., and Jumeau, E. J., 1991, Stable carbon isotope analysis of amino acid enantiomers by conventional isotope ratio mass spectrometry and combined gas chromatography-isotope ratio mass spectrometry, Anal. Chem. 63:370–374.

    Article  CAS  Google Scholar 

  • Swart, P. K., Grady, M. M., Pillinger, C. T., Lewis, R. S., and Anders, E., 1983, Interstellar carbon in meteorites, Science 220:406–410.

    Article  CAS  Google Scholar 

  • Williams, K. M., and Smith, G. G., 1977, A critical evaluation of the application of amino acid racemization to geochronology and geothermometry, Origins Life 8:1–144.

    Article  Google Scholar 

  • Yang, J., and Epstein, S., 1983, Interstellar organic matter in meteorites, Geochim. Cosmochim. Acta 47:2199–2216.

    Article  CAS  Google Scholar 

  • Yuen, G., Blair, N., Des Marais, D. J., and Chang, S., 1984, Carbon isotopic composition of low molecular weight hydrocarbons and monocarboxylic acids from the Murchison meteorite, Nature 307:252–254.

    Article  CAS  Google Scholar 

  • Zahnle, K., and Grinspoon, D., 1990, Comet dust as a source of amino acids at the Cretaceous/Tertiary boundary, Nature 348:157–160.

    Article  CAS  Google Scholar 

  • Zhao, M. X., and Bada, J. L., 1989, Extraterrestrial amino acids in Cretaceous/Tertiary boundary sediments at Stevns Klint, Denmark, Nature 339:463–465.

    Article  CAS  Google Scholar 

  • Zinner, E., 1988, Interstellar cloud material in meteorites, in: Meteorites and the Early Solar System (J. F. Kerridge and M. S. Matthews, eds.), University of Arizona Press, Tucson, pp. 956–983.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1993 Springer Science+Business Media New York

About this chapter

Cite this chapter

Engel, M.H., Macko, S.A., Nagy, B. (1993). The Organic Geochemistry of Carbonaceous Meteorites. In: Engel, M.H., Macko, S.A. (eds) Organic Geochemistry. Topics in Geobiology, vol 11. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-2890-6_33

Download citation

  • DOI: https://doi.org/10.1007/978-1-4615-2890-6_33

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4613-6252-4

  • Online ISBN: 978-1-4615-2890-6

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics