Chemistry: analytical and immunological testing – Peptide – protein or amino acid – Glycoproteins
Reexamination Certificate
2003-04-15
2010-10-05
Menon, Krishnan S (Department: 1797)
Chemistry: analytical and immunological testing
Peptide, protein or amino acid
Glycoproteins
C436S173000, C436S817000, C435S287100
Reexamination Certificate
active
07807472
ABSTRACT:
Methods for enhancing detection by mass spectroscopy (MS) and/or chromatographic separability of carbonyl-containing compounds such as steroids are disclosed. Reaction of a carbonyl compound with a sulfonhydrazide compound provides a sulfonhydrazone with enhanced ionization efficiency during the electrospray ionization process. In a particularly disclosed embodiment, derivatization of catechol estrogens with p-toluenesulfonhydrazide enhances both detection by atmospheric pressure ionization-MS (API-MS), such as electron spray ionization-MS (ESI-MS) and separation by liquid chromatography (such as HPLC) under reverse phase conditions. In yet other embodiments, the sulfonhydrazone is further reacted with a sulfonyl halide under alkaline conditions to derivatize hydroxyl groups in the compound. Prior formation of the sulfonhydrazide derivative protects the carbonyl bond of the compound during subsequent alkaline reaction with the sulfonyl halide.
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Keefer Larry K.
Saavedra Joseph E.
Waterhouse David J.
Xu Xia
Ziegler Regina G.
Fritchman Rebecca
Menon Krishnan S
The United States of America as represented by the Department of
Woodcock & Washburn LLP
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