Ferrocene compound and use thereof

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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Details

C556S144000, C514S167000, C514S502000

Reexamination Certificate

active

07019146

ABSTRACT:
The present invention provides a novel ferrocene compound; a reagent containing the compound; a high-sensitivity method of measuring a vitamin D compound using the reagent; etc. Specifically, a ferrocene compound represented by the following formula (1):is reacted with a vitamin D compound and the combined compound of these compounds is subjected to LC/ESI-MS/MS. Thus, the VD compound can be measured with higher sensitivity than in conventional techniques. The ferrocene compound of the present invention is extremely useful as a derivatization agent when a VD compound is measured by LC/ESI-MS/MS. The obtained compound wherein the ferrocene compound and the VD compound have been combined with each other, is useful as, e.g., a labeled compound, when the VD compound is measured by LC/ESI-MS/MS.

REFERENCES:
patent: 4-5287 (1992-01-01), None
“The structure of bicyclic ferrocenylmethylene substituted 2-pyrazolines and their reactions with azodicarboxylic acid N-phenylimide” by Klimova et al., Journal of Organometallic Chemistry 585 (1999) pp. 106-114.
“Liquid chromatography-mass spectrometric method combined with derivatization for determination of 1α—hydroxyvitamin D3in human plasma” by Higashi et al., Journal of Chromatography B, 772 (2002) pp. 229-238.
“Synthesis of a Reagent for Fluorescence-Labeling of Vitamin D and Its Use in Assaying Vitamin D Metabolites” by Shimizu et al., Analytical Biochemistry 194, pp77-81 (1991).
“Derivatization in LC/MS” by Mitamura et al., Yakugaku Zasshi, 118(6), pp206-215 (1998).
“Development of Analysis of Vitamin D Metabolites” by Higashi et al, Yakugaku Zasshi 119(12) pp. 898-920 (1999).
“On-line Post-column Diels-Alder Derivatization for the Determination of Vitamin D3 and its Metabolites by Liquid Chromatography/Thermospray Mass Spectrometry” by Vreeken t al., Biological Mass Spectrometry, vol. 22, pp. 621-632 (1993).
“Characterization of vitamin D3 metabolites using continuous-flow fast atom bombardment tandem mass spectrometry and high-performance liquid chromatography” by Yeung et al., Journal of Chromatography, 645 (1993) pp. 115-123.
“An Electron-Capture Dienophile Derivatization Agent for Increasing Sensitivity: Determination of a Vitamin D Analog (Ro 24-2090) in Plasma Samples with Liquid Chromatography/Mas Spectrometry” by Wang et al., Analytical Biochemistry 243, pp 28-40 (1996).
“Derivatization for Electrospray Ionization Mass Spectrometry. 3. Electrochmically Ionizable Derivatives” by Berkel et al., Anal. Chem. 1998, 70, pp. 1544-1554.

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