US2006216767A1PendingUtilityA1
Docetaxel immunoassay
Est. expiryMar 22, 2025(expired)· nominal 20-yr term from priority
C07D 305/14G01N 33/532C07K 16/44Y10S436/815G01N 33/94G01N 2407/02
53
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Claims
Abstract
Novel conjugates of docetaxel and novel docetaxel immunogens derived from the 7 and 10 positions of docetaxel and monoclonal antibodies generated by these docetaxel linked immunogens are useful in immunoassays for the quantification and monitoring of docetaxel in biological fluids.
Claims
exact text as granted — not AI-modified1 . An immunoassay for detecting docetaxel in a sample comprising providing a mixture containing a sample, an antibody selectively reactive with docetaxel and not substantially cross-reactive with taxol and a conjugate of a carrier with a ligand selected from a compound of the formula:
wherein B is —CH 2 —;
Y is an organic spacing group;
X is a terminal functional group capable of binding to a carrier; and
p is an integer from 0 to 1;
a compound of the formula:
wherein B, X, Y and p are as above;
a compound of the formula
wherein B, X, Y and p are as above,
and mixtures thereof, causing the docetaxel in the sample and said conjugate to bind with said antibody and thereafter measuring the amount of said conjugate in said mixture which is bound or unbound to said antibody whereby the presence of docetaxel in the sample can be determined.
2 . The process of claim 1 , wherein the sample is a human sample.
3 . The immunoassay of claim 2 , wherein said antibody is generated from an immunogen comprising an immunogenic polyamine polymer linked to a ligand selected from the group consisting of a compound of the formula:
wherein Y and B are as above and
X 2 is a functional group capable of binding to a polyamine polymer;
a compound of the formula:
wherein B, X 2 , Y and p are as above;
a compound of the formula
wherein B, X 2 , Y and p are as above,
and mixtures thereof.
4 . The immunoassay of claim 2 , wherein the antibody is attached to a solid support.
5 . The immunoassay of claim 4 , wherein the solid support is microtitor plates.
6 . The immunoassay of claim 4 , wherein the solid support is nanoparticles.
7 . The immunoassay of claim 6 , wherein said antibody is derived from mice, rabbits or rats.
8 . The immunoassay of claim 7 , wherein said antibody is a monoclonal antibody.
9 . The immunoassay of claim 3 , wherein said antibody is derived from an immunogen of an immunogenic polyamine polymer with a ligand of the formula:
wherein B is —CH 2 —;
Y is an organic spacing group;
X 2 is a terminal functional group capable of binding to a polyamine polymer; and
p is an integer from 0 to 1.
10 . The immunoassay of claim 9 , wherein said antibody is derived from mice, rabbits or rats.
11 . The immunoassay of claim 9 , wherein said antibody is a monoclonal antibody.
12 . The immunoassay of claim 3 , wherein said antibody is derived from an immunogen of an immunogenic polyamine polymer with a ligand of the formula:
wherein B, X 2 , Y and p are as above.
13 . The immunoassay of claim 12 , wherein said antibody is derived from mice, rabbits or rats.
14 . The immunoassay of claim 13 , wherein said antibody is a monoclonal antibody.
15 . An immunoassay of claim 13 , wherein said antibody is derived from an immunogen of an immunogenic polyamine polymer and a ligand of the formula:
wherein B, X 2 , Y and p are as above.
16 . The immunoassay of claim 15 , wherein said antibody is derived from mice, rabbits or rats.
17 . The immunoassay of claim 16 , wherein said antibody is a monoclonal antibody.
18 . An antibody which binds substantially selectively to docetaxel and does not substantially bind to taxol.
19 . The antibody of claim 18 , wherein said antibody is generated from an immunogen comprising an immunogenic polyamine polymer linked to a ligand selected from the group consisting of a compound of the formula:
wherein B is —CH 2 —;
Y is an organic spacing group;
X 2 is a terminal functional group capable of binding to a polyamine polymer; and
p is an integer from 0 to 1;
a compound of the formula:
wherein B, X 2 , Y and p are as above;
a compound of the formula
wherein B, X 2 , Y and p are as above;
and mixtures thereof.
20 . The antibody of claim 19 , wherein said antibody is derived from mice, rabbits or rats.
21 . The antibody of claim 20 , wherein said antibody is a monoclonal antibody.
22 . The antibody of claim 19 , wherein said antibody is derived from an immunogen of an immunogenic polyamine polymer with a ligand of the formula:
wherein X 2 , Y, B and p are as above.
23 . The antibody of claim 22 , wherein said antibody is derived from mice, rabbits or rats.
24 . The antibody of claim 23 , wherein said antibody is a monoclonal antibody.
25 . The antibody of claim 19 , wherein said antibody is derived from an immunogen of a polyamine polymer with a ligand of the formula:
wherein B, X 2 , Y and p are as above.
26 . The antibody of claim 25 , wherein said antibody is derived from mice, rabbits or rats.
27 . The antibody of claim 25 , wherein said antibody is a monoclonal antibody.
28 . The antibody of claim 25 , wherein said antibody is derived from mice, rabbits or rats.
29 . The antibody of claim 19 , wherein said antibody is derived from an immunogen of a polyamine polymer and a ligand of the formula:
wherein B, X 2 , Y and p are as above.
30 . The antibody of claim 29 , wherein said antibody is derived from mice, rabbits or rats.
31 . The antibody of claim 30 , wherein said antibody is a monoclonal antibody.
32 . The antibody of claim 31 , wherein said antibody is derived from mice, rabbits or rats.
33 . A compound of the formula:
wherein B is —CH 2 —;
Y is an organic spacing group;
X is a terminal functional group capable of binding to a carrier; and
p is an integer from 0 to 1.
34 . The compound of claim 33 , wherein said carrier contains a polyamine polymer.
35 . The compound of claim 34 , wherein p is 0.
36 . The compound of claim 35 , wherein X is
wherein R 3 is hydrogen or taken together with its attached oxygen atom forms a reactive ester and R 4 is oxygen or sulfur.
37 . The compound of claim 36 , wherein X is
and R 3 is hydrogen.
38 . The compound of claim 36 , wherein X is
and R 3 forms a reactive ester.
39 . The compound of claim 38 , wherein the ester formed is a lower alkyl ester, imidoester or amidoester.
40 . The compound of claim 34 , wherein p is 1.
41 . The compound of claim 40 , wherein X is
wherein R 3 is hydrogen or taken together with its attached oxygen atom forms a reactive ester and R 4 is oxygen or sulfur.
42 . The compound of claim 41 , wherein Y is alkylene containing from 1 to 10 carbon atoms,
wherein n and o are integers from 0 to 6, and m is an integer from 1 to 6.
43 . A conjugate comprising a carrier linked to a ligand moiety of the formula:
wherein B is —CH 2 —;
Y is an organic spacing group;
X is —CH 2 — or a functional linking group capable of linking to a carrier; and
p is an integer from 0 to 1.
44 . The conjugate of claim 43 , wherein the carrier comprises a polyamine polymer.
45 . The conjugate of claim 44 , wherein p is 1.
46 . The conjugate of claim 45 , wherein X′ is
wherein R 4 is oxygen or sulfur.
47 . The conjugate of claim 44 , wherein p is 1.
48 . The conjugate of claim 45 , wherein Y is alkylene containing from 1 to 10 carbon atoms,
wherein n and o are integers from 0 to 6, and m is an integer from 1 to 6.
49 . The conjugate of claim 48 , wherein X′ is
wherein R 4 is oxygen or sulfur.
50 . The conjugate of claim 44 , wherein said polyamine polymer is an immunogenic polymer.
51 . A compound of the formula:
wherein B is —CH 2 —;
Y is an organic spacing group;
X is a functional terminal group capable of binding to a carrier; and
p is an integer from 0 to 1.
52 . The compound of claim 51 , wherein X is a functional group capable of binding to a polyamine polymer.
53 . The compound of claim 52 , wherein p is 0.
54 . The compound of claim 52 , wherein X is
wherein R 3 is hydrogen or taken together with its attached oxygen atom forms a reactive ester and R 4 is oxygen or sulfur.
55 . The compound of claim 54 , wherein X is
and R 3 is hydrogen.
56 . The compound of claim 54 , wherein X is
and R 3 forms a reactive ester.
57 . The compound of claim 56 , wherein the ester formed is a lower alkyl ester, imidoester or amidoester.
58 . The compound of claim 51 , wherein p is 1.
59 . The compound of claim 58 , wherein Y is alkylene containing from 1 to 10 carbon atoms,
wherein n and o are integers from 0 to 6, and m is an integer from 1 to 6.
60 . A compound of the formula:
wherein B is —CH 2 —;
Y is an organic spacing group;
X is a functional terminal group capable of binding to a carrier; and
p is an integer from 0 to 1.
61 . The compound of claim 60 , wherein X is capable of binding to a polyamine polymer.
62 . The compound of claim 61 , wherein p is 0.
63 . The compound of claim 62 , wherein X is
wherein R 3 is hydrogen or taken together with its attached oxygen atom forms a reactive ester and R 4 is oxygen or sulfur.
64 . The compound of claim 63 , wherein X is
and R 3 is hydrogen.
65 . The compound of claim 63 , wherein X is
and R 3 forms a reactive ester.
66 . The compound of claim 65 , wherein the ester formed is a lower alkyl ester, imidoester or amidoester.
67 . The compound of claim 62 , wherein p is 1.
68 . The compound of claim 67 , wherein X is
wherein R 3 is hydrogen or taken together with its attached oxygen atom forms a reactive ester and R 4 is oxygen or sulfur.
69 . The compound of claim 68 , wherein Y is alkylene containing from 1 to 10 carbon atoms,
wherein n and o are integers from 0 to 6, and m is an integer from 1 to 6.
70 . A conjugate comprising a carrier linked to a ligand moiety of the formula:
wherein B is —CH 2 —;
Y is an organic spacing group;
X is —CH 2 — or a functional linking group capable of linking to a carrier; and
p is an integer from 0 to 1.
71 . The conjugate of claim 70 , wherein the carrier comprises a polyamine polymer.
72 . The conjugate of claim 71 , wherein p is 0.
73 . The conjugate of claim 72 , wherein X′ is
wherein R 4 is oxygen or sulfur.
74 . The conjugate of claim 71 , wherein p is 1.
75 . The conjugate of claim 74 , wherein Y is alkylene containing from 1 to 10 carbon atoms,
wherein n and o are integers from 0 to 6, and m is an integer from 1 to 6.
76 . The conjugate of claim 75 , wherein X′ is
wherein R 4 is oxygen or sulfur.
77 . The conjugate of claim 71 , wherein said polyamine polymer is an immunogenic polymer.
78 . A conjugate comprising a carrier linked to a ligand moiety of the formula:
wherein B is —CH 2 —;
Y is an organic spacing group;
X 1 is —CH 2 — or a functional linking group capable of linking to said carrier; and
p is an integer from 0 to 1.
79 . The conjugate of claim 78 , wherein the carrier comprises a polyamine polymer.
80 . The compound of claim 79 , wherein p is 0.
81 . The compound of claim 80 , wherein X′ is
wherein R 4 is oxygen or sulfur.
82 . The conjugate of claim 79 , wherein p is 1.
83 . The conjugate of claim 82 , wherein Y is alkylene containing from 1 to 10 carbon atoms,
wherein n and o are integers from 0 to 6, and m is an integer from 1 to 6.
84 . The conjugate of claim 83 , wherein X′ is
wherein R 4 is oxygen or sulfur.
85 . The conjugate of claim 79 , wherein said polyamine polymer is an immunogenic polymer.
86 . A kit for determining the presence of docetaxel in a patient sample comprising reagents packed in separate containers, one of the reagents being an antibody selectively reactive with docetaxel and not substantially cross-reactive with taxol and the other reagent being a conjugate of the carrier with a ligand selected from a compound of the formula:
wherein B is —CH 2 —;
Y is an organic spacing group;
X is a terminal functional group capable of binding to a carrier; and
p is an integer from 0 to 1;
a compound of the formula:
wherein B, X, Y and p are as above;
a compound of the formula
wherein B, X, Y and p are as above;
and mixtures thereof.Join the waitlist — get patent alerts
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