US6441159B1
Expired / Lapsed
US
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Attachment of oligonucleotides to solid supports through Schiff base type linkages for capture and detection of nucleic acids
Assignee: ELITechGroup Inc
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Filing: 2001-02-09
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Granted: 2002-08-27
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Expires: 2021-02-09
Abstract
Abstract Derivatized oligonucleotides (ODNs) are coupled to a solid support in improved yield resulting in a high density of coupled oligonucleotide per surface unit of the support through a Schiff base type bond formed between an NH2 group attached either to the solid support or to the ODN and an aromatic aldehyde attached to the other of the solid support and the ODN. The preferred solid support-ODN conjugate is formed between semicarbazide groups attached to a glass surface and an aromatic aldehyde attached at either 3', or 5' end of an ODN or to an intermediate nucleotide of the ODN.
Inventors
- 👤 Eugeny Alexander Lukhtanov
- 👤 Mikhail A. Podyminogin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 00:53
CPC Classifications
C; C40; C40B; C40B50/00; C40B50/14; C40B50/18; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/22; C07F9/24; C07F9/2404; C07F9/2408; C07H; C07H21/00; C07B; C07B2200/00; C07B2200/11
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
162 words
A phosphoramidite reagent of the formula: wherein R 2 is a member selected from the group consisting of C 1 -C 6 alkyl and C 1 -C 6 acyl, or optionally the two R 2 groups are combined to form a ring having from two to four carbon atoms in addition to the oxygen atoms bonded to each of said R 2 groups; R 3 is a member selected from the group consisting of H, C 1 -C 6 alkyl and C 3 -C 6 cycloalkyl; R x is a chain of atoms, optionally including a ring, having an overall length of 2 to 150 atoms, containing carbon to carbon bonds, and optionally carbon to oxygen bonds and optionally including one or more moieties selected from the group consisting of —NH—, —O—, —NH—C(═O)—, —C(═O)—NH—, —NH—C(═O)—NH—, —NH—C(═S)—NH—, —S—, —OP(O)(O − )O— and —S—S—; and Q is a member selected from the group consisting of substituted and unsubstituted carbocyclic aromatic rings and heteroaromatic rings.
Claim 2
Dependent Claim
162 words
A phosphoramidite reagent of the formula: wherein R 2 is a member selected from the group consisting of C 1 -C 6 alkyl and C 1 -C 6 acyl, or optionally the two R 2 groups are combined to form a ring having from two to four carbon atoms in addition to the oxygen atoms bonded to each of said R 2 groups; R 3 is a member selected from the group consisting of H, C 1 -C 6 alkyl and C 3 -C 6 cycloalkyl; R x is a chain of atoms, optionally including a ring, having an overall length of 2 to 150 atoms, containing carbon to carbon bonds, and optionally carbon to oxygen bonds and optionally including one or more moieties selected from the group consisting of —NH—, —O—, —NH—C(═O)—, —C(═O)—NH—, —NH—C(═O)—NH—, —NH—C(═S)—NH—, —S—, —OP(O)(O − )O— and —S—S—; and Q is a member selected from the group consisting of substituted and unsubstituted carbocyclic aromatic rings and heteroaromatic rings.
Claim 3
Dependent Claim
20 words
A phosphoramidite reagent of claim 1 , wherein the two R 2 groups are combined to form a cyclic acetal.
Claim 4
Dependent Claim
16 words
A phosphoramidite reagent of claim 2 , wherein said cyclic acetal is formed from ethylene glycol.
Claim 5
Dependent Claim
17 words
A phosphoramidite reagent of claim 1 , wherein Q is a substituted or unsubstituted carbocyclic aromatic ring.
Claim 6
Dependent Claim
15 words
A phosphoramidite reagent of claim 4 , wherein Q is an unsubstituted carbocyclic aromatic ring.
Claim 7
Dependent Claim
22 words
A phosphoramidite reagent of claim 5 , wherein Q is an aromatic ring selected from the group consisting of benzene and naphthalene.
Claim 8
Dependent Claim
31 words
A phosphoramidite reagent of claim 1 , wherein Q is a substituted, carbocyclic aromatic ring, and the substituents are selected from the group consisting of lower alkyl, lower alkoxy and halogen.
Claim 9
Dependent Claim
16 words
A phosphoramidite reagent of claim 1 , wherein Q is a substituted or unsubstituted heteroaromatic ring.
Claim 10
Dependent Claim
14 words
A phosphoramidite reagent of claim 8 , wherein Q is an unsubstituted, heteroaromatic ring.
Claim 11
Dependent Claim
23 words
A phosphoramidite reagent of claim 9 , wherein Q is a heteroaromatic ring selected from the group consisting of thiophene, pyridine and quinoline.
Claim 12
Dependent Claim
30 words
A phosphoramidite reagent of claim 1 , wherein Q is a substituted, heteroaromatic ring, and the substituents are selected from the group consisting of lower alkyl, lower alkoxy and halogen.
Claim 13
Dependent Claim
12 words
A phosphoramidite reagent of claim 1 , wherein R 3 is H.
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