Patent US3617753A successfully refreshed from Google Patents.
US4625014A
Expired / Lapsed
US
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Cell-delivery agent
Assignee: Dana Farber Cancer Institute Inc
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Filing: 1984-07-10
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Granted: 1986-11-25
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Expires: 2004-07-10
Abstract
Abstract A photo-cleavable compound for delivery and release of a biologically active substance to selected target cells; the compound includes a binding partner for a specific cell-surface receptor of those target cells, the biologically active substance to be delivered, and a photo-cleavable bridge between the binding partner and the biologically active substance. When the compound is exposed to a heterogeneous population of target and non-target cells, it binds selectively to the receptors on the surface of the target cells. Exposing the compound to light of selected wave length cleaves it, yielding the active substance.
Inventors
- 👤 Peter D. Senter
- 👤 John M. Lambert
- 👤 Walter A. Blattler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 10:38
CPC Classifications
G; G21; G21F; G21F9/00; G21F9/28; A; A61; A61K; A61K41/00; A61K41/0042; Y; Y10; Y10S; Y10S530/00; Y10S530/808; Y10S530/81
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
88 words
A photocleavable compound having the formula, ##STR4## where W comprises an oxycarbonyl function, an aminocarbonyl function, or a phosphate function; one of X and Y comprises a peptide; the other of X and Y comprises a cell-surface binding partner that is either an antibody to a cell-surface antigen or a binding partner for a cell-surface receptor; and each of R 1 , R 2 , and R 3 is independently selected from --H, a lower alkyl group, a lower alkoxy group, or a cyclic alkyl or aryl group.
Claim 2
Dependent Claim
88 words
A photocleavable compound having the formula, ##STR4## where W comprises an oxycarbonyl function, an aminocarbonyl function, or a phosphate function; one of X and Y comprises a peptide; the other of X and Y comprises a cell-surface binding partner that is either an antibody to a cell-surface antigen or a binding partner for a cell-surface receptor; and each of R 1 , R 2 , and R 3 is independently selected from --H, a lower alkyl group, a lower alkoxy group, or a cyclic alkyl or aryl group.
Claim 3
Dependent Claim
10 words
The compound of claim 1 wherein said peptide is cytotoxic.
Claim 4
Dependent Claim
14 words
The compound of claim 2 wherein said cytotoxic peptide is a protein synthesis inhibitor.
Claim 5
Dependent Claim
14 words
The compound of claim 3 wherein said cytotoxic peptide is a ribosomal inactivating protein.
Claim 6
Dependent Claim
23 words
The compound of claim 4 wherein said cytotoxic peptide comprises a pokeweed antiviral protein, gelonin, the ricin A-chain, abrin A-chain, or modeccin A-chain.
Claim 7
Dependent Claim
17 words
The compound of claim 1 wherein X comprises said peptide and Y comprises said cell-surface binding partner.
Claim 8
Dependent Claim
17 words
The compound of claim 1 wherein said cell-surface binding partner comprises an antibody to a cell-surface antigen.
Claim 9
Dependent Claim
12 words
The compound of claim 1 wherein said cell-surface binding partner is transferrin.
Claim 10
Dependent Claim
14 words
The compound of claim 1 wherein said cell-surface binding partner is a peptide hormone.
Claim 11
Dependent Claim
10 words
The compound of claim 9 wherein said hormone is insulin.
Claim 12
Dependent Claim
11 words
The compound of claim 1 wherein W comprises an oxycarbonyl function.
Claim 13
Dependent Claim
38 words
The compound of claim 11 having the following formula, ##STR5## wherein X, Y, R 1 , R 2 , and R 3 are defined as in claim 11, and Z is --H, lower alkyl, cyclic alkyl, or aryl.
Claim 14
Dependent Claim
27 words
The compound of claim 11 or 12 wherein the carbonyl group of said oxycarbonyl function is bonded to the nitrogen of an amino group of said peptide.
Claim 15
Dependent Claim
11 words
The compound of claim 1 wherein W comprises an aminocarbonyl function.
Claim 16
Dependent Claim
25 words
The compound of claim 14 having the following formula, ##STR6## wherein X, Y, R 1 , and R 2 are as defined in claim 14.
Claim 17
Dependent Claim
23 words
The compound of claim 7 wherein Y is meta or para to the nitrate group and Y comprises a cleavage resistant sulfide bond.
Claim 18
Dependent Claim
22 words
The compound of claim 16 wherein said sulfide is bound to a maleimido function, and maleimido function being bound to an antibody.
Claim 19
Dependent Claim
18 words
The compound of claim 7 wherein said cell binding partner is an antibody to a T-cell surface antigen.
Claim 20
Dependent Claim
16 words
The compound of claim 18 wherein said T-cell surface antigen is T3, T4, T11, or T12.
Claim 21
Dependent Claim
18 words
The compound of claim 7 wherein said cell binding partner is an antibody to a malanoma surface antigen.
Claim 22
Dependent Claim
13 words
The compound of claim 7 wherein said cell binding partner is J5 antibody.
Claim 23
Dependent Claim
15 words
The compound of claim 7 or claim 21 having one of the following formulas: ##STR7##
Claim 24
Dependent Claim
11 words
The compound of claim 22 wherein X is pokeweed antiviral protein-S.
Claim 25
Dependent Claim
20 words
The compound of claim 7 wherein said antibody is an antibody that is transported across cell membranes containing said antigen.
Claim 26
Dependent Claim
95 words
A photocleavable compound having the formula, ##STR8## where W comprises an oxycarbonyl function, an aminocarbonyl function, or a phosphate function, one of X and Y comprises a cytotoxin selected from chlorambucil, methotrexate, aminopterin, and melphalan; the other of X and Y comprises a cell-surface binding partner that is either an antibody to a cell-surface antigen or a binding partner for a cell-surface receptor; and each of R 1 , R 2 , and R 3 is independently selected from --H, a lower alkyl group, a lower alkoxy group, or a cyclic alkyl or aryl group.
Claim 27
Dependent Claim
95 words
A photocleavable compound having the formula, ##STR8## where W comprises an oxycarbonyl function, an aminocarbonyl function, or a phosphate function, one of X and Y comprises a cytotoxin selected from chlorambucil, methotrexate, aminopterin, and melphalan; the other of X and Y comprises a cell-surface binding partner that is either an antibody to a cell-surface antigen or a binding partner for a cell-surface receptor; and each of R 1 , R 2 , and R 3 is independently selected from --H, a lower alkyl group, a lower alkoxy group, or a cyclic alkyl or aryl group.
Claim 28
Dependent Claim
36 words
A method of making the compound of claim 13 comprising first reacting an o-nitrobenzyl alcohol with an activating agent to form an activated o-nitrobenzyl oxycarbonyl function, and thereafter reacting said activated oxycarbonyl function with said peptide.
Claim 29
Dependent Claim
17 words
The method of claim 26 wherein said activated oxycarbonyl function is an oxycarbonyl chloride or an oxycarbonyl-imidazole.
Claim 30
Dependent Claim
58 words
The method of claim 26 wherein said o-nitrobenzyl function comprises a protected sulfhydryl function on a chain attached to the nitrobenzyl ring meta or para to the --NO 2 function, and after said peptide reaction, said protected sulfhydryl function is deprotected and then reacted with a maleimido-functionalized antibody to attach said sulfhydryl group covalently to said maleimido function.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-11-24 | 1990-05-26 | 1990-11-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-11-24 | 1994-05-26 | 1994-11-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-11-24 | 1998-05-26 | 1998-11-25 | $7700.00 | Window Closed / Lapsed |