Rapid fluorescence tagging of glycans and other biomolecules with enhanced MS signals
AssigneeWaters Technologies Corporation
InventorsDarryl W. Brousmiche, Ying-Qing Yu, Matthew Lauber
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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.
Claims7
A compound of the structural Formula IV-A:
- or a salt or solvate thereof, wherein
- X═C or N;
- R1 is independently selected from O═C═N—,
- 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, except that in the case where R1 is O═C═N—, the requirement that either R3 or R4 is alkylamino, alkyl phosphonic acid, or alkylsulfonic acid is removed.
A compound of the structural Formula IV-B:
- or a salt or solvate thereof, wherein
- X═C or N;
- R1 is independently selected from O═C═N—,
- 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, except in the case where R1 is O═C═N—, the requirement that either R3 or R4 is alkylamino, alkyl phosphonic acid, or alkylsulfonic acid is removed.
A compound of the structural Formula VIII-A:
- wherein
- X═C or N;
- R1 is independently selected from O═C═N—,
- 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, except that in the case where R1 is O═C═N—, the requirement that either R3 or R4 is alkylamino, alkyl phosphonic acid, or alkylsulfonic acid is removed.
A compound of the structural Formula VIII-B:
- wherein
- X═C or N;
- R1 is independently selected from O═C═N—,
- 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, except in the case where R1 is O═C═N—, the requirement that either R3 or R4 is alkylamino, alkyl phosphonic acid, or alkylsulfonic acid is removed.
A compound of the formula:
Dependencies are inferred from the claim text.