Patent US5112962A successfully refreshed from Google Patents.
US5112962A
Expired / Lapsed
US
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Labile anchors for solid phase polynucleotide synthesis
Assignee: Northwestern University
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Filing: 1990-11-09
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Granted: 1992-05-12
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Expires: 2010-11-09
Abstract
Abstract This invention discloses a linker arm for solid support synthesis of oligonucleotides and oligonucleotide derivatives that allows the oligomers to be released relatively quickly under mild conditions. The linker arm comprises the following: ##STR1## The linker arm releases the oligomer in about one minute to about thirty minutes in a manner that leaves the oligonucleotide fully protected.
Inventors
- 👤 Robert L. Letsinger
- 👤 Charles N. Singman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 05:41
CPC Classifications
C; C07; C07H; C07H21/00; C07H19/00; C07H19/02; C07H19/04; Y; Y10; Y10T; Y10T436/00; Y10T436/14; Y10T436/142222; Y10T436/143333
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
10 words
A linker arm for solid support oligonucleotide synthesis comprising: ##STR4##
Claim 2
Dependent Claim
10 words
A linker arm for solid support oligonucleotide synthesis comprising: ##STR4##
Claim 3
Dependent Claim
79 words
A process for attaching a solid support to a nucleoside comprising reacting an active oxalyl derivative of the formula ##STR5## where R equals triazole, a representative of a good departing group for good nucleophilic attach on an aryl derivative, with amine groups of an appropriate solid support, forming an amide linking; treating the solid support with a desired nucleoside, forming an ester linkage; and blocking any unreacted amine groups from the solid support by the addition of blocking groups.
Claim 4
Dependent Claim
79 words
A process for attaching a solid support to a nucleoside comprising reacting an active oxalyl derivative of the formula ##STR5## where R equals triazole, a representative of a good departing group for good nucleophilic attach on an aryl derivative, with amine groups of an appropriate solid support, forming an amide linking; treating the solid support with a desired nucleoside, forming an ester linkage; and blocking any unreacted amine groups from the solid support by the addition of blocking groups.
Claim 5
Dependent Claim
13 words
The process of claim 2, wherein the departing group is triazole or triazolide.
Claim 6
Dependent Claim
26 words
The process of claim 2, wherein the amount of time needed to derivatize the solid support with the nucleoside is about one to about eight hours.
Claim 7
Dependent Claim
70 words
A process for attaching a solid support to a nucleoside comprising reacting an oxalyl derivative of the formula: ##STR6## wherein R is a good departing group, with an OH of a desired nucleoside to form an ester linkage; treating amine groups of a solid support with the derivatized nucleosides to form an amide linkage; and blocking any unreacted amine groups from the solid support by the addition of blocking groups.
Claim 8
Dependent Claim
70 words
A process for attaching a solid support to a nucleoside comprising reacting an oxalyl derivative of the formula: ##STR6## wherein R is a good departing group, with an OH of a desired nucleoside to form an ester linkage; treating amine groups of a solid support with the derivatized nucleosides to form an amide linkage; and blocking any unreacted amine groups from the solid support by the addition of blocking groups.
Claim 9
Dependent Claim
13 words
The process of claim 5, wherein the nucleophilic base is triazole or triazolide.
Claim 10
Dependent Claim
27 words
The process of claim 5, wherein the amount of time needed to derivatize the solid support with the nucleoside is about one half to about eight hours.
Claim 11
Dependent Claim
66 words
A process for cleaving an oligonucleotide or an oligonucleotide derivative from a solid support wherein the oligonucleotide is attached to the solid support by a linker arm comprising the formula: ##STR7## comprising the steps of treating the oligonucleotide or oligonucleotide derivative with a cleaving agent at pH of at least about 8.5 for the effective amount of time to cleave the oligonucleotide from the solid support.
Claim 12
Dependent Claim
66 words
A process for cleaving an oligonucleotide or an oligonucleotide derivative from a solid support wherein the oligonucleotide is attached to the solid support by a linker arm comprising the formula: ##STR7## comprising the steps of treating the oligonucleotide or oligonucleotide derivative with a cleaving agent at pH of at least about 8.5 for the effective amount of time to cleave the oligonucleotide from the solid support.
Claim 13
Dependent Claim
37 words
The process of claim 8, wherein the cleaving agent is selected from the group consisting of NH 4 OH, NH 4 OH in an alcohol, a tertiary amine (wet), triethylamine (wet), triethylamine/alcohol, triethylamine/methanol, triethylamine/ethanol, trimethylamine/H 2 O.
Claim 14
Dependent Claim
14 words
The process of claim 9, wherein the cleaving agent is a solution of triethylamine/methanol.
Claim 15
Dependent Claim
30 words
The process of claim 8, wherein the oligonucleotide or derivative is treated by the cleaving agent for an amount of time ranging from about one minute to about 30 minutes.
Claim 16
Dependent Claim
30 words
The process of claim 8, wherein the oligonucleotide or derivative is treated by the cleaving agent for an amount of time ranging from about one minute to about three hours.
Claim 17
Dependent Claim
28 words
The process of claim 9, wherein the oligonucleotide or derivative is cleaved from the solid support at a temperature ranging from about 10° C. to about 60° C.
Claim 18
Dependent Claim
28 words
The process of claim 9, wherein the oligonucleotide or derivative is cleaved from the solid support at a temperature ranging from about 20° C. to about 30° C.
Claim 19
Dependent Claim
12 words
The oligonucleotide of the process of claim 10 with base labile groups.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-05-12 | 1995-11-11 | 1996-05-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-05-12 | 1999-11-11 | 2000-05-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-05-12 | 2003-11-11 | 2004-05-12 | $7700.00 | Window Closed / Lapsed |