Compound for labeling amine-containing compounds, and its use
AssigneeAgilent Technologies, Inc.
InventorsMichael J. Kimzey, Alexander Gyenes
Life of this patent
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Abstract
The invention relates to an activated form of procaine, and the use of the activated procaine, or salts or solvates thereof, to label amine-containing compounds, such as N-glycans, amine-containing amino acids, amine-containing peptides, amine-containing proteins, or other amine-containing compounds in a sample. Use of activated procaine as a label allows for sensitive detection of compounds labeled with it both by fluorescence and by mass spectrometry.
Claims24
A compound (“Activated Procaine”) with the structure
- or a solvate or a salt of said compound.
A method for labeling, and optionally, analyzing, an N-glycan, amine-containing amino acid, amine-containing peptide, amine-containing protein, or other amine-containing compound in a sample, said method comprising:
- reacting said N-glycan, amine-containing amino acid, amine-containing peptide, amine-containing protein, or other amine-containing compound with a labeling compound (“Activated Procaine”) with the structure
- or a solvate or a salt of said labeling compound,
- thereby creating a fluorescent, mass spectrometry-active derivative of said N-glycan, amine-containing amino acid, amine-containing peptide, amine-containing protein, or other amine-containing compound in said sample.
A method for analyzing N-glycans, amine-containing amino acids, amine-containing peptides, amine-containing proteins, or other amine-containing compounds in a sample, comprising:
- (i) contacting said N-glycans, amine-containing amino acids, amine-containing peptides, amine-containing proteins, or other amine-containing compounds in said sample with a labeling compound (“Activated Procaine”) with the structure
- or a solvate or a salt of said labeling compound,
- under conditions sufficient to create fluorescent, mass spectrometry-active derivatives of said N-glycans, of said amine-containing amino acids, of said amine-containing peptides, of said amine-containing proteins, or of said other amine-containing compounds in said sample,
- (ii) subjecting said fluorescent, mass spectrometry-active derivatives of said N-glycans, of said amine-containing amino acids, of said amine-containing peptides, of said amine-containing proteins, or of said other amine-containing compounds to chromatographic methods, thereby separating said fluorescent, mass spectrometry-active derivatives of said N-glycans, of said amine-containing amino acids, of said amine-containing peptides, of said amine-containing proteins, or of said other amine-containing compounds, and
- (iii) measuring fluorescence intensity of said separated fluorescent, mass spectroscopy-active derivatives of said N-glycans, of said amine-containing amino acids, said amine-containing peptides, of said amine-containing proteins, or of said other amine-containing compounds,
- thereby analyzing said N-glycans, amine-containing amino acids, amine-containing peptides, amine-containing proteins, or other amine-containing compounds in said sample.
A method of analyzing N-glycans present on a glycoprotein, said method comprising:
- (i) releasing said N-glycans from said glycoprotein as glycosylamines, thereby obtaining released glycosylamines,
- (ii) contacting said released glycosylamines with a labeling compound (“Activated Procaine”) with the structure
- or a solvate or a salt of said labeling compound,
- under conditions sufficient to create fluorescent, mass spectrometry-active derivatives of said released glycosylamines,
- (iii) subjecting said fluorescent, mass spectrometry-active derivatives of said released glycosylamines to chromatography to obtain separated fluorescent, mass spectrometry-active derivatives of said released glycosylamines, and
- (iv) measuring a fluorescent signal of said separated fluorescent, mass spectrometry-active derivatives of said released glycosylamines, thereby analyzing said N-glycans present on said glycoprotein.
A kit for labeling a compound of interest selected from the group consisting of an N-glycan, an amine-containing amino acid, an amine-containing peptide, an amine-containing protein, and another amine-containing compound in a sample, said kit comprising:
- (i) a container,
- (ii) a labeling compound, “Activated Procaine,” with the structure
- or a solvate or a salt of said labeling compound, said labeling compound being disposed in said container, and
- (iii) instructions for labeling said N-glycan, amine-containing amino acid, amine-containing peptide, amine-containing protein, or other amine-containing compound with said labeling compound.
Dependencies are inferred from the claim text.