Release tag compounds producing ketone signal groups
First Claim
Patent Images
1. A ketone compound having the structure ##STR26## wherein R1 =H, CF3, R, or OR (n=0 to 2);
- R2 =D, or F (m=1 to
4);
R, OR, NR2 (m=1 to
2);
or R2 plus R3 =Z;
R3 =R, or R2 plus R3 =Z;
Z=o-phenylene or propylene as part of a five- or six-membered ring which can contain one or more of H, D, F, or R;
R=C1 to C8 alkyl, benzyl, or phenyl which can contain one or more of H, D, or F;
Q=--CH2 O--, --CH2 N(COR)--, --CONH--, --CONR--, --CON(COR)--, --CH2 OAr--, or --CONHAr--; and
Ar=phenylene or phenylenoxy or benzyleneoxy which can contain one or more of H, D, F or R on the aromatic ring.
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Abstract
A release tag reagent suitable for use in the chemical analysis of a substance to be detected comprises signal, release, and reactivity groups. A class of release tag compounds that are cleaved to release as signal groups very stable electrophoric ketones which are sufficiently volatile for determination in the gas phase of an analytical reaction mixture is disclosed.
206 Citations
13 Claims
-
1. A ketone compound having the structure ##STR26## wherein R1 =H, CF3, R, or OR (n=0 to 2);
R2 =D, or F (m=1 to
4);
R, OR, NR2 (m=1 to
2);
or R2 plus R3 =Z;R3 =R, or R2 plus R3 =Z; Z=o-phenylene or propylene as part of a five- or six-membered ring which can contain one or more of H, D, F, or R; R=C1 to C8 alkyl, benzyl, or phenyl which can contain one or more of H, D, or F; Q=--CH2 O--, --CH2 N(COR)--, --CONH--, --CONR--, --CON(COR)--, --CH2 OAr--, or --CONHAr--; and Ar=phenylene or phenylenoxy or benzyleneoxy which can contain one or more of H, D, F or R on the aromatic ring. - View Dependent Claims (2, 3)
-
4. An olefin release tag compound having the structure ##STR27## wherein R1 =H, CF3, R, or OR (n=0 to 2);
-
R2 =H, D, or F (m=0 to
4);
R, OR, NR2 (m=0 to
2);
or R2 plus R3 =Z;R3 =R, or R2 plus R3 =Z; R5 =H or R; Z=o-phenylene or propylene as part of a six-membered ring which can contain one or more of H, D, F, or R; R=C1 to C8 alkyl, benzyl or phenyl which can contain one or more of H, D, or F; Q=-CH2 O--, --CH2 N(COR)--, --CONH--, --CONR--, --CON(COR)--, --CH2 OAr--, or --CONHAr--; Ar=phenylene or phenyleneoxy or benzyleneoxy which can contain one or more of H, D, F or R on the aromatic ring; and Rx=reactivity group. - View Dependent Claims (5, 6)
-
-
7. A glycol release tag compound having the structure ##STR28## wherein R1 =H, CF3, R, or OR (n=0 to 2);
-
R2 H, D, or F (m=0 to
4);
R, OR, NR2 (m=0 to
2);
or R2 plus R3 =Z;R3 =R, or R2 plus R3 =Z; R5 =H or R; Z=o-phenylene or propylene as part of a six-membered ring which can contain one or more of H, D, F, or R; R=C1 to C8 alkyl, benzyl or phenyl which can contain one or more of H, D, or F; Q=--CH2 O--, --CH2 N(COR)--, --CONH--, --CONR--, --CON(COR)--, --CH2 OAr--, or --CONHAr--; Ar=phenylene or phenyleneoxy or benzyleneoxy which can contain one or more of H, D, F or R on the aromatic ring; and Rx=reactivity group. - View Dependent Claims (8, 9)
-
-
10. An α
- -hydroxyketo release tag compound having the structure ##STR29## wherein R1 =H, CF3, R, or OR (n=0 to
2);R2 =H, D, or F (m=0 to
4);
R, OR, NR2 (m=0 to
2);
or R2 plus R3 =Z;R3 =R, or R2 plus R3 =Z; Z=o-phenylene or propylene as part of a six-membered ring which can contain one or more of H, D, F, or R; R=C1 to C8 alkyl, benzyl or phenyl which can contain one or more of H, D, or F; Q=--CH2 O--, --CH2 N(COR)--, --CONH--, --CONR--, --CON(COR)--, --CH2 OAr--, or --CONHAr--; Ar=phenylene or phenyleneoxy or benzyleneoxy which can contain one or more of H, D, F or R on the aromatic ring; and CORx'"'"'=reactivity group. - View Dependent Claims (11, 12)
- -hydroxyketo release tag compound having the structure ##STR29## wherein R1 =H, CF3, R, or OR (n=0 to
-
13. A β
- -hydroxyketo release tag compound having the structure ##STR30## wherein R1 =H, CF3, R, or OR (n=0 to
2);R2 =H, D, or F (m=0 to
4);
R, OR, NR2 (m=0 to
2);
or R2 plus R3 =Z;R3 =R, or R2 plus R3 =Z; R5 =H or R; R6 =H or R; Z=o-phenylene or propylene as part of a six-membered ring which can contain one or more of H, D, F, or R; R=C1 to C8 alkyl, benzyl, or phenyl which can contain one or more of H, D, or F; Q=--CH2 O--, --CH2 N(COR)--, --CONH--, --CONR--, --CON(COR)--, --CH2 OAr--, or --CONHAr--; Ar=phenylene or phenyleneoxy or benzyleneoxy which can contain one or more of H, D, F or R on the aromatic ring; and CORx'"'"'=reactivity group.
- -hydroxyketo release tag compound having the structure ##STR30## wherein R1 =H, CF3, R, or OR (n=0 to
Specification