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X-ray crystallography of sterols

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Analysis of Sterols

Abstract

Mass spectrometry and NMR techniques have provided the means for elucidating the detailed structures of nearly all the sterols discovered in nature in the past two decades. However, a few compounds have presented questions regarding some detail of the structure, and problems needing a solution have been related in particular to the stereochemistry of the side-chain substituents. Single-crystal X-ray diffraction provides a precise technique for the elucidation of such details and it has been used very successfully for the unambiguous assignment of structure to a number of sterols. The analysis can be achieved with a suitable crystal with dimensions in the range from about 0.1 to 0.5 mm, and therefore it is a technique very suited to investigations when the substance under investigation is available in only small amounts provided that suitable crystals can be obtained for the compound or an appropriate halogenated derivative. As well as providing proof of sterol structure, X-ray analysis also gives information about the conformation of the sterol molecule, and this is proving valuable in considerations of sterol and steroid function, especially in relation to interactions with protein receptors and cell membrane biochemistry [1–5]. An account of X-ray crystallographic methodology is beyond the remit of this book and therefore this chapter is limited to recording some of the reports on its application in the sterol field in order to act as a guide into the literature for the reader.

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Authors and Affiliations

  1. School of Biological Sciences, University of Liverpool, UK

    L. John Goad

  2. College of Science and Technology, Nihon University, Tokyo, Japan

    Toshihiro Akihisa

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  1. L. John Goad
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  2. Toshihiro Akihisa
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© 1997 Chapman & Hall

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Goad, L.J., Akihisa, T. (1997). X-ray crystallography of sterols. In: Analysis of Sterols. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-1447-6_11

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  • DOI: https://doi.org/10.1007/978-94-009-1447-6_11

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-7147-5

  • Online ISBN: 978-94-009-1447-6

  • eBook Packages: Springer Book Archive

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