Rapid fluorescence tagging of glycans and other biomolecules with enhanced MS signals
AssigneeWater Technologies Corporation
InventorsDarryl W. Brousmiche, Ying-Qing Yu
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Abstract
Mass spectrometry (MS) active, fluorescent rapid tagging reagent is provided having three substituent groups: (a) a tertiary amino group or other MS active atom; (b) a highly fluorescent moiety; and (c) a reactive group that can react with an amine. The reactive group provides rapid tagging of desired bio-molecules. The fluorescent moiety provides the fluorescent signal. The tertiary amino group provides the MS signal.
Claims12
A compound of the structural formula:
A compound of the structural formula:
A compound of Formula IV:
- wherein
- X=C or N
- R1 is O═C═N— or
- R2 is independently selected from —H, —C1-C8 alkyl, —C1-C8 cycloalkyl, halo, dialkylamino, CH2-dialkylamino, aminocarbonyl, alkoxycarbonyl, or alkoxy, but not Cl or O═C═N—;
- and
- R3 and R4 are independently selected from —H, alkyl, alkyl amino, alkylsulfonic acid, alkyl phosphonic acid, wherein either R3 or R4 is alkylamino, alkyl phosphonic acid, or alkylsulfonic acid.
A compound of Formula V:
- wherein
- m=0-9;
- n=0-9;
- X=C or N
- R1 is O═C═N—, S═C═N—, or
- R2 is independently selected from methylene, substituted nitrogen, oxygen, carbonyl, amide, ester, sulfur, sulfoxide, or sulfone;
- R3 and R4 are independently selected from —H, alkyl, alkyl amino, alkylsulfonic acid, alkyl phosphonic acid, wherein either R3 or R4 is alkylamino, alkyl phosphonic acid, or alkylsulfonic acid;
- and
- R5 is independently selected from —H, —C1-C8 alkyl, —C1 -C8 cycloalkyl, halo, dialkylamino, CH2-dialkylamino, aminocarbonyl, alkoxycarbonyl, or alkoxy, but not Cl when R1 is O═C═N—, and when R1 is S═C═N, R5 is H.
A method for analyzing a glycan, an amino acid or an amine containing compound in a sample by means of liquid chromatography and mass spectrometry comprising labeling the glycan, the amino acid or the amine containing compound in the sample by reacting with a compound of the structural formula:
- for a time and under conditions suitable to facilitate the labeling;
- ;
- and subjecting the labeled compound to liquid chromatograph and mass spectrometry.
A method for analyzing a glycan, an amino acid or an amine containing compound in a sample by means of liquid chromatography and mass spectrometry comprising labeling the glycan, the amino acid or the amine containing compound in the sample by reacting with a compound of the structural formula
- for a time and under conditions suitable to facilitate the labeling;
- ;
- and subjecting the labeled compound to liquid chromatograph and mass spectrometry.
A method for rapid tagging of a glycan, an amino acid or an amine containing compound comprising reacting the glycan, the amino acid or the amine containing compound with the compound of the structural formula:
A method for rapid tagging of a glycan, an amino acid or an amine containing compound comprising reacting the glycan, the amino acid or the amine containing compound with the compound of the structural formula:
Dependencies are inferred from the claim text.