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Nucleic Acids Research, 1989, Vol. 17, No. 24 10373-10383
© 1989

Articles

Synthesis and duplex stability of oligonucleotides containing cytosine-thymine analogues

P.Kong Thoo Lin and Daniel M. Brown

MRC Laboratory of Molecular Biology Hills Road, Cambridge CB2 2QH, UK

Received October 2, 1989. Accepted November 10, 1989.

The synthesis of the deoxynucleoside derived from the base P, 6H, 8H-3, 4-dihydro-pyrimido[4, 5-c][1, 2] oxazin-7-one, 2, and its introduction by established phosphoramidite and H-phosphonate chemistry into oligonucleotides is described. The melting transition temperatures (Tm ) of a range of heptadecamer duplexes containing P/A and P/G base-pairs are compared with corresponding ones having N4 -methoxycytosine (M) 1 and mismatched normal bases. P/A and P/G pairs allow closely similar duplex stabilities and have the potential to reduce the multiplicity of probes and primers based on amino acid sequences by removing the T/C degeneracy.


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