Bioconjugate chemistry

Fluorescence quenchers for hydrazone and oxime orthogonal bioconjugation

P Crisalli, AR Hernández, ET Kool

Index: Crisalli, Pete; Hernandez, Armando R.; Kool, Eric T. Bioconjugate Chemistry, 2012 , vol. 23, # 9 p. 1969 - 1980

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Citation Number: 20

Abstract

We describe the synthesis and properties of new fluorescence quenchers containing aldehyde, hydrazine, and aminooxy groups, allowing convenient bioconjugation as oximes or hydrazones. Conjugation to oligonucleotides proceeded in high yield with aniline as catalyst. Kinetics studies of conjugation show that, under optimal conditions, a hydrazine or aminooxy quencher can react with aldehyde-modified DNA to form a stable hydrazone or ...