Hydrazide oligonucleotides: new chemical modification for chip array attachment and conjugation.

Abstract:

:We report the synthesis of new phosphoramidite building blocks and their use for the modification of oligonucleotides with hydrazides. The reaction of these hydrazide oligonucleotides with active esters and aldehydes is demonstrated for solution conjugation and immobilization. Compared with the established amino modified oligonucleotides, hydrazides show enhanced reactivity at neutral and acidic buffer conditions. One method to introduce hydrazides is using amidites with preformed, protected hydrazides. A completely novel approach is the generation of the hydrazide functionality during the oligonucleotide cleavage and deprotection with hydrazine. Therefore, building blocks for the introduction of esters as hydrazide precursors are described. For the enhanced attachment on surfaces branched modifier amidites, which introduce up to four reactive groups to the oligonucleotide, are applied. The efficiency of branched hydrazide oligonucleotides compared with standard amino modified oligonucleotides for the immobilization of DNA on active electronic Nanogen chips is demonstrated.

journal_name

Nucleic Acids Res

journal_title

Nucleic acids research

authors

Raddatz S,Mueller-Ibeler J,Kluge J,Wäss L,Burdinski G,Havens JR,Onofrey TJ,Wang D,Schweitzer M

doi

10.1093/nar/gkf594

keywords:

subject

Has Abstract

pub_date

2002-11-01 00:00:00

pages

4793-802

issue

21

eissn

0305-1048

issn

1362-4962

journal_volume

30

pub_type

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