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Geometrical Configuration of 12,13-Epoxyoctadeca-9,11-dienoic Acid, a Product of the Reaction Catalyzed by Flaxseed Allene Oxide Synthase (CYP74A)

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Abstract

The geometrical configuration of a short-living allene oxide reaction product that arises under the catalysis by flaxseed allene oxide synthase (CYP74A) was studied by NMR spectroscopy. The structure of (9Z, 11E)-12,13-epoxyoctadeca-9,11-dienoic acid was established for it from the results of the nuclear Overhauser effect measurements.

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Abbreviations

AOS:

allene oxide synthase

2D-COSY:

two-dimensional correlation spectroscopy

13-HPOD:

(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoic acid

NOE:

nuclear Overhauser effect

REFERENCES

  1. Hamberg, M., Biochim. Biophys. Acta, 1987, vol. 920, pp. 76–84.

    CAS  Google Scholar 

  2. Brash, A.R., Baertschi, S.W., Ingram, C.D., and Harris, T.M., Proc. Natl. Acad. Sci. USA, 1988, vol. 85, pp. 3382–3386.

    PubMed  CAS  Google Scholar 

  3. Hamberg, M. and Gardner, H.W., Biochim. Biophys. Acta, 1992, vol. 1165, pp. 1–18.

    PubMed  CAS  Google Scholar 

  4. Grechkin, A.N., Prog. Lipid Res., 1998, vol. 37, pp. 317–352.

    Article  PubMed  CAS  Google Scholar 

  5. Tijet, N. and Brash, A.R., Prostaglandins Other Lipid Mediat., 2002, vol. 68–69, pp. 423–431.

    PubMed  Google Scholar 

  6. Grechkin, A.N., Biochim. Biophys. Acta, 1994, vol. 1213, pp. 199–206.

    PubMed  CAS  Google Scholar 

  7. Grechkin, A.N., Chechetkin, I.R., Mukhtarova, L.S., and Hamberg, M., Chem. Phys. Lipids, 2002, vol. 120, pp. 87–99.

    Article  PubMed  CAS  Google Scholar 

  8. Stott, K., Stonehouse, J., Keeler, J., Hwang, T.L., and Shaka, A.J., J. Am. Chem. Soc., 1995, vol. 117, pp. 4199–4200.

    Article  CAS  Google Scholar 

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Correspondence to A. N. Grechkin.

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__________

Translated from Bioorganicheskaya Khimiya, Vol. 31, No. 6, 2005, pp. 659–660.

Original Russian Text Copyright © 2005 by Medvedeva, Latypov, Balandina, Mukhtarova, Grechkin.

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Medvedeva, N.V., Latypov, S.K., Balandina, A.A. et al. Geometrical Configuration of 12,13-Epoxyoctadeca-9,11-dienoic Acid, a Product of the Reaction Catalyzed by Flaxseed Allene Oxide Synthase (CYP74A). Russ J Bioorg Chem 31, 595–596 (2005). https://doi.org/10.1007/s11171-005-0083-8

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  • DOI: https://doi.org/10.1007/s11171-005-0083-8

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