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Pyrenylmethyldeoxyadenosine: A 3′‐Cap for Universal DNA Hybridization Probes
Authors:Michael Printz Dr  Clemens Richert Prof
Institution:1. Institut für Organische Chemie, Universit?t Karlsruhe (TH), 76131 Karlsruhe (Germany);2. Institut für Organische Chemie, Universit?t Stuttgart, 70569 Stuttgart (Germany), Fax: (+49)?711‐685‐64321
Abstract:Effect of a PAH on base pairing : A polycyclic aromatic hydrocarbon (PAH) covalently linked to the N6‐position of a dangling deoxyadenosine residue (see scheme) of an oligonucleotide increases target affinity, but decreases base‐pairing selectivity. Melting point increases of up to 28 °C (14 °C per residue) were observed, and 20 out of 24 mismatch‐containing duplexes are stabilized more strongly by the PAH substituent than their perfectly matched counterpart.
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Keywords:base pairing  DNA recognition  molecular caps  noncovalent interactions  oligonucleotides
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