Attachment of oligonucleotides to solid supports through Schiff base type linkages for capture and detection of nucleic acids
AssigneeEpoch Biosciences, Inc.
InventorsEugeny Alexander Lukhtanov, Mikhail A. Podyminogin
Life of this patent
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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.
Claims12
A phosphoramidite reagent of the formula:
- wherein
- R2 is a member selected from the group consisting of C1-C6alkyl and C1-C6acyl, or optionally the two R2 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 R2 groups;
- R3 is a member selected from the group consisting of H, C1-C6alkyl and C3-C6cycloalkyl;
- Rx 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.
Dependencies are inferred from the claim text.