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US4659774A Expired / Lapsed US ⏱️ 0.0 years remaining

Support for solid-phase oligonucleotide synthesis

Assignee: EMD Millipore Corp
•
Filing: 1985-11-01
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Granted: 1987-04-21
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Expires: 2005-11-01
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Abstract

Abstract This invention relates to a support for oligonucleotide synthesis and more particularly to a necleoside-linker/polymer support composite having the general formula P'--S' wherein P' is a polymer support which bears oxirane, aziridine or episulfide groups or which contains good leaving groups for nucleophilic displacement; and S' is a nucleoside-linker having the general formula W--(CH.sub.2).sub.a --X--(CH.sub.2).sub.b --Y--(CH.sub.2).sub.c --Z wherein W and Z each independently comprise a nucleophile; X and Y which, independently may or may not be present, comprise groups of high hydrophilicity; and a, b, c are integers from 0 to 9, wherein a plus b plus c exceeds 6.

Inventors

  • 👤 Thomas R. Webb
  • 👤 Chien-Pin S. Hsu

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 20:08
CPC Classifications
C; C07; C07H; C07H21/00; C08; C08F; C08F8/00; C08F8/30; C08F8/32

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 112 words
A polymer support/nucleoside-linker composite having the general formula P'--S' wherein P' is a polymer support which bears oxirane, aziridine or episulfide groups; S' is a nucleoside-linker having the general formula W--(CH.sub.2).sub.a --X--(CH.sub.2).sub.b --Y--(CH.sub.2).sub.c --Z wherein W and Z each independently comprise a nucleophile selected from the group consisting of amine, alcohol and thio groups; X and Y, which independently may or may not be present, comprise groups of high hydrophilicity; and a, b, c are integers from 0 to 9, where a plus b plus c exceeds 6; wherein P' is conjugated through a carbon thereof to S' by means of a covalent bond with either of said nucleophile W or Z.
Claim 2
Dependent Claim 112 words
A polymer support/nucleoside-linker composite having the general formula P'--S' wherein P' is a polymer support which bears oxirane, aziridine or episulfide groups; S' is a nucleoside-linker having the general formula W--(CH.sub.2).sub.a --X--(CH.sub.2).sub.b --Y--(CH.sub.2).sub.c --Z wherein W and Z each independently comprise a nucleophile selected from the group consisting of amine, alcohol and thio groups; X and Y, which independently may or may not be present, comprise groups of high hydrophilicity; and a, b, c are integers from 0 to 9, where a plus b plus c exceeds 6; wherein P' is conjugated through a carbon thereof to S' by means of a covalent bond with either of said nucleophile W or Z.
Claim 3
Dependent Claim 14 words
The polymer support/nucleoside-linker composite of claim 1 wherein said polymer support bears oxirane groups.
Claim 4
Dependent Claim 15 words
The polymer support/nucleoside-linker composite of claim 2 wherein said polymer support is an oxirane resin.
Claim 5
Dependent Claim 16 words
The polymer support/nucleoside-linker composite of claim 3 wherein said oxirane resin comprises an oxirane polyacrylamide bead.
Claim 6
Dependent Claim 23 words
The polymer support/nucleoside-linker composite of claim 4 wherein said oxirane polyacrylamide bead consists of a copolymer of methacrylamide, alkyl glycidyl ether and N-methylene-bis-methacrylamide.
Claim 7
Dependent Claim 14 words
The polymer support/nucleoside-linker composite of claim 1 wherein said nucleophiles consist of amine groups.
Claim 8
Dependent Claim 31 words
The polymer support/nucleoside-linker composite of claim 1 wherein said groups of high hydrophilicity are selected from the group consisting of NR, O, S, ##STR6## wherein R is hydrogen, alkyl or aryl.
Claim 9
Dependent Claim 16 words
The polymer support/nucleoside-linker composite of claim 7 wherein said groups of high hydrophilicity consist of oxygen.
Claim 10
Dependent Claim 129 words
A support for solid phase oligonucleotide synthesis comprising a polymer support/nucleoside-linker/nucleoside composite having the general formula P'--S'--N' wherein P' is a polymer support which bears oxirane, aziridine or episulfide groups; S' is a nucleoside-linker having the general formula W--(CH.sub.2).sub.a --X--(CH.sub.2).sub.b --Y--(CH.sub.2).sub.c --Z wherein W and Z each independently comprise a nucleophile selected from the group consisting of amine, alcohol and thio groups; X and Y, which independently may or may not be present, comprise groups of high hydrophilicity; and a, b, c are integers from 0 to 9, where a plus b plus c exceeds 6; N' is a protected nucleoside or its analog; and wherein P' is conjugated through a carbon thereof to S' by means of a covalent bond with either of said nucleophile W or Z.
Claim 11
Dependent Claim 129 words
A support for solid phase oligonucleotide synthesis comprising a polymer support/nucleoside-linker/nucleoside composite having the general formula P'--S'--N' wherein P' is a polymer support which bears oxirane, aziridine or episulfide groups; S' is a nucleoside-linker having the general formula W--(CH.sub.2).sub.a --X--(CH.sub.2).sub.b --Y--(CH.sub.2).sub.c --Z wherein W and Z each independently comprise a nucleophile selected from the group consisting of amine, alcohol and thio groups; X and Y, which independently may or may not be present, comprise groups of high hydrophilicity; and a, b, c are integers from 0 to 9, where a plus b plus c exceeds 6; N' is a protected nucleoside or its analog; and wherein P' is conjugated through a carbon thereof to S' by means of a covalent bond with either of said nucleophile W or Z.
Claim 12
Dependent Claim 17 words
The support for solid phase oligonucleotide synthesis of claim 9 wherein said polymer support bears oxirane groups.
Claim 13
Dependent Claim 18 words
The support for solid phase oligonucleotide synthesis of claim 10 wherein said polymer support is an oxirane resin.
Claim 14
Dependent Claim 19 words
The support for solid phase oligonucleotide synthesis of claim 11 wherein said oxirane resin comprises an oxirane polyacrylamide bead.
Claim 15
Dependent Claim 26 words
The support for solid phase oligonucleotide synthesis of claim 12 wherein said oxirane polyacrylamide bead consists of a copolymer of methacrylamide, alkyl glycidyl ether and N-methylene-bis-methacrylamide.
Claim 16
Dependent Claim 17 words
The support for solid phase oligonucleotide synthesis of claim 9 wherein said nucleophiles consist of amine groups.
Claim 17
Dependent Claim 34 words
The support for solid phase oligonucleotide synthesis of claim 9 wherein said groups of high hydrophilicity are selected from the group consisting of NR, O, S, ##STR7## wherein R is hydrogen, alkyl or aryl.
Claim 18
Dependent Claim 19 words
The support for solid phase oligonucleotide synthesis of claim 15 wherein said groups of high hydrophilicity consist of oxygen.
Claim 19
Dependent Claim 70 words
The support for solid phase oligonucleotide synthesis of claim 9 wherein said protected nucleoside conforms to the general formula ##STR8## wherein P" is a suitable protecting group for the 5' hydroxyl of a nucleoside; P"' is hydrogen or O--P"", where P"" is a suitable protecting group; B is a nucleoside base; and R is a bifunction group which acts as a connector between said nucleoside and said nucleoside-linker/polymer support composite.
Claim 20
Dependent Claim 14 words
The support for solid phase oligonucleotide synthesis of claim 17 wherein P" is dimethoxytrityl.
Claim 21
Dependent Claim 14 words
The support for solid phase oligonucleotide synthesis of claim 17 wherein P"" is tetrahydropyranyl.
Claim 22
Dependent Claim 17 words
The support for solid phase oligonucleotide synthesis of claim 17 wherein said nucleoside base is suitably protected.
Claim 23
Dependent Claim 28 words
The support for solid phase oligonucleotide synthesis of claim 20 wherein said nucleoside base is protected by a group selected from the group consisting of benzoyl and isobutyryl.
Claim 24
Dependent Claim 15 words
The support for solid phase oligonucleotide synthesis of claim 17 wherein R' consists of succinate.

References Cited (Backward Citations)

US4273878A Cited
US4507433A Cited
US4569967A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-04-20 1990-10-20 1991-04-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-04-20 1994-10-20 1995-04-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-04-20 1998-10-20 1999-04-21 $7700.00 Window Closed / Lapsed

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