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PYA 11058
Product Information Molecular Structure

6-Azathymidine

Notes: 6-Azathymidine has a nitrogen atom in place of the methine group at position 6 of the thymine ring.

Description: The nitrogen atom in place of the methine group at position 6 of the thymine ring in 6-Azathymidine1 results in a significant lowering of the pKa of the N3 hydrogen (7.0)2 vs. that of thymidine (10.0). Hence, 6-azathymidine will be significantly deprotonated at neutral pH.

The phosphoramidite of this nucleoside has been incorporated into oligonucleotides,1 where it imparts nuclease resistance when installed at the 5'-position. Duplexes with DNA or RNA are only slightly destabilized, and heteroduplexes with RNA support RNase-H cleavage.

See also the nucleoside 6-Aza-2'-deoxyuridine and the phosphoramidites 6-Aza-dU CEP and 6-Azathymidine CEP.

(1) Sanghvi, Y.; Hoke, G. D.; Freier, S. M.; Zounes, M. C.; Gonzalez, C.; Cummins, L.; Sasmor, H.; Cook, P. D. Nucleic Acids Res. 1993, 21, 3197-3203.

(2) Seela, F.; Chittepu, P. J. Org. Chem. 2007, 72, 4358-4366.

6-Azathymidine
Product Details Product Pricing

MF: C9H13N3O5

MW: 243.22

CAS NO: 13410-30-5

Storage Conditions: 5 oC

Purity≥95%

Availability: 

Stock maintained. Ships within 1-3 days.

Unit Weight Unit Price Quantity
25 mg $105.00
100 mg $295.00
 
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