Oligonucleotide labelling using a fluorogenic "click" reaction with a hemicarboxonium salt.
نویسندگان
چکیده
Two fluorescent streptocyanine labelled oligonucleotides have been synthesized by a simple "click" reaction between a non-fluorescent hemicarboxonium salt and aminoalkyl functionalized thymidines within the oligonucleotide and their spectrophotometric properties have been studied.
منابع مشابه
Azide-alkyne "click" conjugation of 8-aza-7-deazaadenine-DNA: synthesis, duplex stability, and fluorogenic dye labeling.
The internal dye labeling of DNA by the Huisgen-Meldal-Sharpless "click" reaction is described. Fluorogenic 9-azidomethyl anthracene 2 and 3-azido-7-hydroxycoumarin 3 were employed in the postsynthetic functionalization of oligonucleotides incorporating octa-(1,7)-diynyl-8-aza-7-deaza-2'-deoxyadenosine 1. Nucleoside 1 was prepared by Sonogashira cross coupling from the corresponding 7-iodo comp...
متن کاملDevelopment of a general methodology for labelling peptide–morpholino oligonucleotide conjugates using alkyne–azide click chemistry† †Electronic supplementary information (ESI) available: Experimental section and supplementary figures. See DOI: 10.1039/c3cc46067c Click here for additional data file.
We describe a general methodology for fluorescent labelling of peptide conjugates of phosphorodiamidate morpholino oligonucleotides (PMOs) by alkyne functionalization of peptides, subsequent conjugation to PMOs and labelling with a fluorescent compound (Cy5-azide). Two peptide-PMO (PPMO) examples are shown. No detrimental effect of such labelled PMOs was seen in a biological assay.
متن کاملEnrichment and fluorogenic labelling of 5-formyluracil in DNA† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc00637c Click here for additional data file.
Recently, the detection of natural thymine modified 5-formyluracil has attracted widespread attention. Herein, we introduce a new insight into designing reagents for both the selective biotin enrichment and fluorogenic labelling of 5-formyluracil in DNA. Biotinylated o-phenylenediamine directly tethered to naphthalimide can switch on 5-formyluracil, under physiological conditions, which can the...
متن کاملSynthesis of oligonucleotides possessing versatile probes for PET labelling and their rapid ligand-free click reaction.
We synthesised aryl acetylene derivatives as versatile probes for labelling of oligonucleotides. RNA oligomers bearing an aryl acetylene molecule rapidly reacted with benzylazide derivatives under ligand-free click reaction conditions.
متن کاملClick chemistry facilitates direct labelling and super-resolution imaging of nucleic acids and proteins
Various uorescence microscopy techniques which can bypass the spatial resolution limit have been developed in recent years. Commonly summarized as “super-resolution microscopy” techniques, they constitute a new and valuable toolbox for cell biology (for details on the different techniques, we refer to some recent reviews). All uorescence microscopy-based methods require suitable and specic s...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Molecules
دوره 18 10 شماره
صفحات -
تاریخ انتشار 2013