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Odor of (R)-Ethyl Citronellyl Oxalate and Its Conformations

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Olfaction and Taste XI

Abstract

It is quite difficult to classify odor qualities, one reason being that many odorants have a complex odor, i.e., a few odor facets. Why does a single odorant have a complex odor? In 1971, Beets had already pointed out that odorants possessing conformational freedom have several odor facets [1]. It is probable that a few stable conformers of a single odorant fit different odor proteins and cause complex odor. Experimental evidence concerning odorant-receptor interaction has not yet been shown by X-ray or nuclear magnetic resonance (NMR), however. In this work, we tried to analyze and study stable conformers of (R)-ethyl citronellyl oxalate (ECO), the same odorant noted by Beets in 1971. ECO was synthesized and its odor quality was evaluated as “mainly musk-like odor with partially fresh and sweet rose-like odor” at the laboraories of the Takasago International Corporation (Hiratsuka, Japan).

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References

  1. Beets MGJ (1982) Odor and stimulant structure. In: Theimer ET (ed) Fragrance chemistry, the science of the sense of smell. Academic, Orlando, pp 77–122

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  2. Yoshii F, Hirono S, Moriguchi I (1992) Three-dimensional structure model for benzenoid musks expressed by computer graphics. Chem Senses 17 (5): 573–582

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Authors and Affiliations

  1. Department of Physical Pharmacy, School of Pharmaceutical Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku,, Tokyo, 108, Japan

    Ikuo Moriguchi

Authors
  1. Fumiko Yoshii
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  2. Shuichi Hirono
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  3. Ikuo Moriguchi
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Editor information

Editors and Affiliations

  1. Faculty of Pharmaceutical Sciences, Hokkaido University, N-13 W-6, Kita-ku, Sapporo, 060, Japan

    Kenzo Kurihara D.S. (Professor) (Professor)

  2. Animal Behavior and Intelligence, Division of Biological Sciences, Graduate School of Science, Hokkaido University, N-10 W-8, Kita-ku, Sapporo, 060, Japan

    Noriyo Suzuki D.S. (Associate Professor) (Associate Professor)

  3. Department of Physiology, Kumamoto University School of Medicine, 2-2-1 Honjo, Kumamoto, 860, Japan

    Hisashi Ogawa M.D., D.M.S. (Professor) (Professor)

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© 1994 Springer Japan

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Yoshii, F., Hirono, S., Moriguchi, I. (1994). Odor of (R)-Ethyl Citronellyl Oxalate and Its Conformations. In: Kurihara, K., Suzuki, N., Ogawa, H. (eds) Olfaction and Taste XI. Springer, Tokyo. https://doi.org/10.1007/978-4-431-68355-1_108

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  • DOI: https://doi.org/10.1007/978-4-431-68355-1_108

  • Publisher Name: Springer, Tokyo

  • Print ISBN: 978-4-431-68357-5

  • Online ISBN: 978-4-431-68355-1

  • eBook Packages: Springer Book Archive

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