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. 1991 Nov 11;19(21):5883-8.
doi: 10.1093/nar/19.21.5883.

Novel route to oligo(deoxyribonucleoside phosphorothioates). Stereocontrolled synthesis of P-chiral oligo(deoxyribonucleoside phosphorothioates)

W J Stec  1 , A Grajkowski, M Koziolkiewicz, B Uznanski
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Free PMC article

Novel route to oligo(deoxyribonucleoside phosphorothioates). Stereocontrolled synthesis of P-chiral oligo(deoxyribonucleoside phosphorothioates)

W J Stec et al. Nucleic Acids Res. .
Free PMC article

Abstract

The synthesis and separation of diastereoisomerically pure 5'-O-DMT-nucleoside 3'-O-(2-thio-1,3,2-oxathiaphospholane) allows their use as synthons in DBU-catalyzed reaction with the 5'-hydroxyl function of solid-support-bound nucleoside moiety. Since this reaction is stereospecific (greater than 99%), this novel method allows preparation of oligo(nucleoside phosphorothioates) with predetermined chirality at each P-chiral internucleotide phosphorothioate centre.

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References

    1. J Am Chem Soc. 1977 Dec 7;99(25):8365-6 - PubMed
    1. Proc Natl Acad Sci U S A. 1978 Oct;75(10):4798-800 - PubMed
    1. Biochemistry. 1979 Jun 26;18(13):2825-8 - PubMed
    1. Proc Natl Acad Sci U S A. 1988 Oct;85(19):7079-83 - PubMed
    1. Nucleic Acids Res. 1987 Dec 10;15(23):9921-32 - PubMed

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