View Shopping Cart   Checkout   Order Catalog  

BA 0309
Product Information Molecular Structure

Anthraquinone-5-ethynyl-dU CEP

Notes: For the direct incorporation of an ethynyl-dU-linked anthraquinone into an oligonucleotide, providing an electronic coupling to the nucleobase pi-stack.

Description: Anthraquinones may be incorporated into oligonucleotides by a variety of methods using a host of different phosphoramidites. The anthraquinone moiety is useful for applications such as intercalation, duplex and triplex stabilization, photochemical immobilization, quenching of fluorescence, electrochemical detection, and charge transport through nucleic acids. Barton and co-workers1 have studied the importance of the tether in electronic coupling of the anthraquinone to the DNA. Connection of the anthraquinone moiety to the nucleobase of 2'-deoxyuridine via an ethynyl group provides an electronic coupling to the nucleobase pi-stack. Such nucleotides were made by incorporation of a 5-ethynyl-dU nucleotide using 5-Ethynyl-dU CEP (BA 0167) followed by a post-synthetic palladium-catalyzed Sonogashira coupling with 2-iodoanthraquinone.1 For the direct incorporation of an ethynyl-dU-linked anthraquinone into an oligonucleotide, Anthraquinone-5-ethynyl-dU CEP (BA 0309) may be used, avoiding post-synthetic palladium couplings.

Download a Product Information Sheet for BA 0309 here.

1. Gorodetsky, A. A.; Green, O.; Yavin, E.; Barton, J. K. Bioconjugate Chem. 2007, 18, 1434-1441.

Anthraquinone-5-ethynyl-dU CEP
Product Details Product Pricing

MF: C55H53N4O10P

MW: 961.00

CAS NO: None Assigned

Storage Conditions: -20 oC, dry, dark

Purity≥95%

Availability: 

Stock maintained. Ships within 1-3 days.

Unit Weight Unit Price Quantity
50 µmol $275.00
0.25 g $1,095.00
 
View Shopping CartCheckout