Skip to main content

Isolation of Intact Glucosinolates by Column Chromatography and Determination of Their Purity

  • Chapter
Glucosinolates in Rapeseeds: Analytical Aspects

Part of the book series: World Crops: Production, Utilization, Description ((WCPU,volume 13))

Abstract

Isolation of intact glucosinolates requires knowledge of their occurrence, structures and properties.Of equal importance is knowledge of instrumentation, structures and properties of column materials required as well as knowledge of occurrence, structures and properties of co-occurring natural products, including the myrosinases (Thioglucoside glucohydrolase, EC 3.2. 3.1).

The purposes of glucosinolate isolation can be quite different. This can be isolation of small amounts on mini-columns for quantitative methods of analysis, isolation of pure reference compounds, isolation and identification of new compounds, and finally, isolation of appreciable amounts for feeding trials or other special purposes. Thereby, differences between recommendable techniques exist and need to be considered.

It is important to realize that it is nearly impossible to obtain 100% pure glucosinolates. For several reasons, including possibilities for performance of reliable quantitative methods of analysis, the exact and actual purity of the glucosinolates must be determined. Therefore, we need to consider the limitations and possibilities of different methods suitable for determination of purity of isolated glucosinolates. The data obtained in our laboratory show that it is recommendable to use several, of each other independent, methods.

This paper comprises a brief discussion and presentation of recent advances within the above mentioned points of interest in relation to glucosinolate isolation and methods required for determinations of their purity.

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 84.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 109.99
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

  • Andersen, H.R. and Sørensen, H. (1985) Double low rapeseed meal in diets to young bulls. In: Advances in the Production and Utilization of Cruciferous Crops (Ed. H. Sorensen) Martinus Nijhoff Pubi. Dordrecht, pp. 208–217.

    Google Scholar 

  • Bille, N., Eggum, B.O., Jacobsen, I., Olsen, O. and Sørensen, H. (1983a) The effects of processing on antinutritional rape constituents and the nutritive value of double low rapeseed meal. Zeitschr. Tierphysiol., Tierernahrung u. Futtermittelkd. 40, 148–163.

    Google Scholar 

  • Bille, N., Eggum, B.O., Jacobsen, I., Olsen, O. and Sorensen, H. (1983b) Antinutritional and toxic effects in rats of individual glucosinolates (imyrosinases) added to a standard diet. 1.The effects on protein utilization and organ weights. ibid. 49, 195–210.

    CAS  Google Scholar 

  • Bjerg, B., Olsen, O., Rasmussen, K.W. and Sørensen, H. (1984) New principles of ion-exchange techniques suitable to sample preparation and group separation of natural products prior to liquid chromatography. J. Liquid Chromatogr. 691–707.

    Google Scholar 

  • Bjerg, B., Fenwick, G.R., Spinks, A. and Sørensen, H. ( (1986a) Failure to detect glucosinolates in cocoa. Phytochemistry (submitted).

    Google Scholar 

  • Bjerg, B., Eggum, B.O., Jacobsen, I., Jensen, J., Larsen, L.M. and Sørensen, H. (1986b) Ernæringsmaessige og toksiske ef f ekter af seks individuelle glucosinolater iblandet en glucosinolatfri diast og fodret til rotter. Statens Husdyrbrugsforsog, Meddelelse Nr. 619, 1–4.

    Google Scholar 

  • Bjerg, B. and Sørensen, H. (1986) Quantitative analysis of glucosinolates in oilseed rape based on HPLC of desulfoglucosinolates and HPLC of intact glucosinolates (This volume).

    Google Scholar 

  • Brzezinski, W. and Mendelewski, P. (1 984) Determination of total glucosinolate content in rapeseed meal with thymol reagent. Z. Pf lanzenziichtg. 93, 1 77–1 83.

    CAS  Google Scholar 

  • Buchwaldt, L., Nielsen, J.K. and Sørensen, H. (1985) Preliminary investigations on the effect of sinigrin on in vitro growth of three fungal pathogens of oilseed rape. In: Advances in the Production and Utilization of Cruciferous Crops (Ed. Sørensen, H.) Martinus Nijhoff Publ., Dordrecht pp. 73–84.

    Google Scholar 

  • Buchwaldt, L., Larsen, L.M., Plöger, A. and Sorensen, H. (1986) FPLC isolation and characterization of plant myrosinase, β-thioglucoside glucohydrolase, isoenzymes. J. Chromatogr. 363 (1), 71–80.

    Article  CAS  Google Scholar 

  • Christensen, B.W., Kjær, A., Madsen, J.-O., Olsen, C.E., Olsen, O. and Sørensen, H. (1982) Mass-spectrometric characteristics of some pertrimethylsilylated desulfoglucosinolates. Tetrahedon 38, 353–357.

    Article  Google Scholar 

  • Dahlgreen, R. (1975) Bot.Not. 128, 119.

    Google Scholar 

  • Eggum, B.O., Larsen, L.M., Poulsen, M.H. and Sørensen, H.(1985a) Conclusions and recommendations. In: Advances in the Production and Utilization of Cruciferous Crops (Ed. Sørensen, H.) Martinus Nijhof f Publ., Dordrecht pp. 73–84.

    Google Scholar 

  • Eggum, B.O., Olsen, O. and Sørensen, H. (1985b) Effects of gluco¬sinolates on the nutritive value of rapeseed. ibid. pp.50–60.

    Google Scholar 

  • Eggum, B.0., Just, A. and Sørensen, H. (1985c) Double low rapeseed meal in diets to growing - finishing pigs. ibid. pp. 167–176.

    Google Scholar 

  • Heaney, R.K. and Fenwick, G.R. (1981) A micro-column method for the rapid determination of total glucosinolate content of cruciferous material. Z. Pf lanzenziichtg. 87, 89–95.

    CAS  Google Scholar 

  • Larsen, L.M., Olsen, O. and Sørensen, H. (1983) Failure to detect glucosinolates in Plantago species. Phytochemistry 22, 2314–2315

    Article  CAS  Google Scholar 

  • Larsen, L.M., Olsen, O., Pedersen, L.H. and Sørensen, H. (1984) N5-(4-hydroxybenzyl)glutamine, 4-hydroxybenzylamine and 4-hydroxybenzylglucosinolate in Sinapis species. Phytochemistry 23, 895–896.

    Article  CAS  Google Scholar 

  • Larsen, L.M., Nielsen, J.K., Plöger, Ä. and Sørensen, H. (1985) Responses of some beetle species to varieties of oilseed rape and to pure glucosinolates. In: Advances in the Production and Utilization of Cruciferous Crops (Ed. Sørensen, H.) Martinus Nijhoff Publ., Dordrecht pp. 230–244.

    Google Scholar 

  • Møller, P., Olsen, O., Plöger, A., Rasmussen, K.W. and Sørensen,H. (1985a)Quantitative analysis of individual glucosinolates in double low rapeseed by HPLC of intact glucosinolates. ibid, pp. 111–126.

    Google Scholar 

  • Möller, P., Plöger, A. and Sørensen, H. (1985b) Quantitative analysis of total glucosinolate content in concentrated extracts from double low rapeseed by the Pd-glucosinolate complex method ibid. pp. 97-110.

    Google Scholar 

  • Olsen, O. and Sørensen, H. (1979) Isolation of glucosinolates and the identification of o-(α-L-rhamnopyranosyloxy) benzylglucosinolate from Reseda odorata. Phytochemistry 18, 1547–1552.

    Article  CAS  Google Scholar 

  • Olsen, O. and Sørensen, H. (1980) Sinalbin and other glucosinolates in seeds of double low rape species and Brassica napus cv. Bronowski. J. Agric. Food Chem. 43–48.

    Google Scholar 

  • Olsen, O. and Sørensen, H. (1981) Recent advances in the analysis of glucosinolates. J. Am. Oil Chem. Soc. 58, 857–865.

    Article  CAS  Google Scholar 

  • Rodman, J.R. (1981) In: Phytochemistry and Angiosperm Phylogeny (Eds. Young, D.A. and Siegler, D.S.). Praeger, New York, p. 43.

    Google Scholar 

  • Sørensen, H. (1985a) Advances in the Production and Utilization of Cruciferous Crops (Ed. Sørensen, H.) Martinus Nijhoff Publ., Dordrecht.

    Google Scholar 

  • Sørensen, H. (1985) Kvalitet af raps og muligheder for optimal udnyttelse til minkfoder via udnyttelse af viden fra forsøg med rapsfodring af forskellige dyr. In: Proceedings fra NJF-seminarium nr. 85 i Alborg, September 1985. Husdyrsektionen Sektion V, Subsektionen for pelsdyr.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1987 ECSC, EEC, EAEC, Brussels-Luxembourg

About this chapter

Cite this chapter

Bjerg, B., Sørensen, H. (1987). Isolation of Intact Glucosinolates by Column Chromatography and Determination of Their Purity. In: Wathelet, JP. (eds) Glucosinolates in Rapeseeds: Analytical Aspects. World Crops: Production, Utilization, Description, vol 13. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-3615-7_6

Download citation

  • DOI: https://doi.org/10.1007/978-94-009-3615-7_6

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-8118-4

  • Online ISBN: 978-94-009-3615-7

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics