Patent US5015733A successfully refreshed from Google Patents.
US5015733A
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Nucleosides possessing blocked aliphatic amino groups
Assignee: California Institute of Technology
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Filing: 1988-12-19
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Granted: 1991-05-14
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Expires: 2008-12-19
Abstract
Abstract The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieites may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.
Inventors
- 👤 Lloyd M. Smith
- 👤 Steven Fund
- 👤 Robert J. Kaiser, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 14:22
CPC Classifications
C; C07; C07H; C07H21/00; C12; C12Q; C12Q1/00; C12Q1/68; C12Q1/6813; C12Q1/6816
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
92 words
Protected amino nucleosides having the formula: ##STR25## wherein B is selected from the group consisting of adenine, guanine, thymine, cytosine, uracil and inosine; R1, R2 and R5 are either H, OR, or NHR', with the proviso that one of R1, R2 and R5 is NHR' and only R5 can be OH, wherein R is a monovalent protecting organic group containing from 1 to about 25 carbon atoms, R' is a nitrogen protecting group; and R3 and R4 are either hydrogen or OH with the proviso that these two groups cannot be identical.
Claim 2
Dependent Claim
92 words
Protected amino nucleosides having the formula: ##STR25## wherein B is selected from the group consisting of adenine, guanine, thymine, cytosine, uracil and inosine; R1, R2 and R5 are either H, OR, or NHR', with the proviso that one of R1, R2 and R5 is NHR' and only R5 can be OH, wherein R is a monovalent protecting organic group containing from 1 to about 25 carbon atoms, R' is a nitrogen protecting group; and R3 and R4 are either hydrogen or OH with the proviso that these two groups cannot be identical.
Claim 3
Dependent Claim
6 words
5'-N-(9-fluorenylmethyloxycarbonyl)-5'-amino-540 -deoxylthymidine having the formula: ##STR26##
Claim 4
Dependent Claim
6 words
5'-N-(9-fluorenylmethyloxycarbonyl)-5'-amino-540 -deoxylthymidine having the formula: ##STR26##
Claim 5
Dependent Claim
5 words
5'-N-p-anisyldiphenylmethyl-5'-amino-5'-deoxythymidine having the formula: ##STR27##
Claim 6
Dependent Claim
5 words
5'-N-p-anisyldiphenylmethyl-5'-amino-5'-deoxythymidine having the formula: ##STR27##
Claim 7
Dependent Claim
5 words
5'-N-(N-benzyloxycarbonyl-6-aminohexanoyl)-5'-amino-5'-deoxythymidine having the formula: ##STR28##
Claim 8
Dependent Claim
5 words
5'-N-(N-benzyloxycarbonyl-6-aminohexanoyl)-5'-amino-5'-deoxythymidine having the formula: ##STR28##
Claim 9
Dependent Claim
5 words
5'-O-di-p-anisylphenylmethyl-2'-N-trifluoroacetyl-2'-amino-2'-deoxyuridine having the formula: ##STR29##
Claim 10
Dependent Claim
5 words
5'-O-di-p-anisylphenylmethyl-2'-N-trifluoroacetyl-2'-amino-2'-deoxyuridine having the formula: ##STR29##
Claim 11
Dependent Claim
5 words
5'-O-di-p-anisylphenylmethyl-2'-N-trifluoroacetyl-glycyl)-2'-amino-2'-deoxyuridine having the formula: ##STR30##
Claim 12
Dependent Claim
5 words
5'-O-di-p-anisylphenylmethyl-2'-N-trifluoroacetyl-glycyl)-2'-amino-2'-deoxyuridine having the formula: ##STR30##
Claim 13
Dependent Claim
5 words
5'-O-di-p-anisylphenylmethyl-2'-N-trifluoroacetyl-2'-amino-2'-deoxy-ara-uridine having the formula: ##STR31##
Claim 14
Dependent Claim
5 words
5'-O-di-p-anisylphenylmethyl-2'-N-trifluoroacetyl-2'-amino-2'-deoxy-ara-uridine having the formula: ##STR31##
Claim 15
Dependent Claim
5 words
5'-O-di-p-anisylphenylmethyl-2'-N-trifluoroacetyl-2'-amino-2'-deoxy-ara-uridine having the formula: ##STR32##
Claim 16
Dependent Claim
5 words
5'-O-di-p-anisylphenylmethyl-2'-N-trifluoroacetyl-2'-amino-2'-deoxy-ara-uridine having the formula: ##STR32##
References Cited (Backward Citations)
US3906031A
Cited
US4415732A
Cited
US4373071A
Cited
US4401796A
Cited
GB2153356A
Cited
US4757141A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-05-13 | 1994-11-12 | 1995-05-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-05-13 | 1998-11-12 | 1999-05-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-05-13 | 2002-11-12 | 2003-05-14 | $7700.00 | Window Closed / Lapsed |